Desulfonation of benzene. Benzene di- hydrodiol was a gift from Prof.

The nitronium ion (NO 2+) and sulfur trioxide (SO 3) are the electrophiles and individually react with benzene to give nitrobenzene and benzenesulfonic acid respectively. Warm benzene under reflux at 40°C with fuming sulphuric acid for 20 to 30 minutes. In contrast to nitration of alcohols, the nitration of benzene produces relatively stable nitro compounds that are much more difficult to detonate. Reagent : for benzene, H 2 SO 4 / heat or SO 3 / H 2 SO 4 / heat (= fuming sulfuric acid) Electrophilic species : SO 3 which can be formed by the loss of water from the sulfuric acid SULFONATION OF BENZENE Benzene reacts with fuming sulfuric acid at room temperature to produce benzenesulfonic acid. Answer: a Explanation: Desulfonation reaction, which is the reverse of sulfonation, generally proceeds rapidly and in good yield, especially in the presence of an added mineral. strain O-1 grew with benzene sulfonate (BS) as sole carbon source for growth with either NH4 + or NH4 + plus orthanilate (2-aminobenzene sulfonate, OS) as the source(s) of nitrogen. The compound typically crystallizes from water as the monohydrate. Scheduled maintenance: July 8, 2024 from 07:00 PM to 09:00 PM organic molecule – in this case an alkyl benzene – to form a sulfur-carbon bond. Overall transformation : Ar - H to Ar- SO 3 H, a sulfonic acid. This lesson examines the sulfonation of benzene and aromatic rings. 3- Jul 15, 2017 · Structure 6, H 2 SO 4 accepted the benzene ring proton (H 1 +), and at same time it’s a proton (H 2 +) was transferred to SO 3 −, a neutral benzenesulforic acid molecule is generated. Study with Quizlet and memorize flashcards containing terms like Sulfonation of Benzene, Mechanism for Sulfonation, Mechanism for Desulfonation and more. он 0:6 H20 dilute H2SO4 Question 12 (1 point) Explain why the following reaction does not occur. Sulfonation of benzene takes place when benzene reacts with sulfur trioxide (SO 3 ). What is the electrophile? At least three general mechanisms of desulfonation are recognisable or postulated in the aerobic catabolism of sulfonates: (1) activate the carbon neighboring the C-SO3- bond and release of sulfite assisted by a thiamine pyrophosphate cofactor; (2) destabilize the C-SO3- bond by addition of an oxygen atom to the same carbon, usually directly by Aug 26, 2022 · We shall see later that sulfonation and desulfonation reactions are often used in synthetic work. Question: The sulfonation of an aromatic ring with SO3 and H2SO4 is reversible. In contrast to conventional troublesome sulfonamide hydrolysis, a near-stoichiometric amount of acid was found to be sufficient to bring about efficient deprotection of various neutral or electron-deficient Apply The Principle of Microscopic Reversibility to draw the complete curved-arrow mechanism of desulfonation of 1,2-dichloro-4-sulfonyl benzene. Sulfur-limited batch enrichment cultures containing one of nine multisubstituted naphthalenesulfonates and an inoculum from Acide sulfurique Activation de l'acide nitrique. Having nitrogen present in a ring is very useful because it can be used as a directing group as well as a masked amino group. , 1981) (Figure 4). Olefination or replacement with hydrogen may Mar 29, 2018 · Dr. Fuming sulfuric acid is sulfuric acid that contains added sulfur trioxide $\left(\mathrm{SO}_{3}\right)$ Sulfonation also takes place in concentrated sulfuric acid alone, but more slowly. Up to now, various methods have been used to eliminate this pollution. This problem has been solved! The initial step in the biodegradation of benzene 1,3-disulfonate is probably a dioxygenolytic desulfonation to catechol 4-sulfonate (Fig. At temperatures above 130°C, desulfonation competes with sulfonaton sufficiently to allow steam stripping of phenol from the reaction mixtures, even under conditions of low water content. It forms white deliquescent sheet crystals or a white waxy solid that is soluble in water and ethanol, slightly soluble in benzene and insoluble in nonpolar solvents like diethyl ether. Step 1 is to install the SO 3 H with SO 3 and strong acid, which will go (mostly) to the para position. Nov 15, 2022 · Sulfonation of benzene is an example of electrophilic aromatic substitution reactions just like nitration. One of the characteristics of this process is that the resultant alkyl benzene sulfonic acid is a stable molecule. CI CI CI H20 CI H2SO4 SO3H Feb 29, 2016 · Linear alkylbenzene sulfonic acid (LAS) is a common substance used in the production of detergents in the world. Chemistry questions and answers. Organosulfonates are widespread compounds, be they natural products of low or high molecular weight, or xenobiotics. Above 170°C removal of phenol is less efficient because the water content is very low and the predominant species in the reaction mixture is 2,4,6 Sulfonation of Benzene. According to Perego and Ingallina, the process for making LABs comprises the alkylation of benzene with linear internal olefins, and most of the installed capacity is probably based on HF catalysts (298) . The biodegradation of SDBS in CW-MFCs was a process of alkyl chain degradation, desulfonation and benzene ring cleavage in sequence via ω, β and/or α-oxidations and radical attacks under the action of coenzymes and oxygen, in which 19 intermediates were produced, including four anaerobic degradation products (toluene, phenol, cyclohexanone Sep 2, 2010 · Evidence was obtained that the formation of benzenesulfonic acid from p-t-butylbenzenesulfonic acid proceeds mainly by a three-step process, viz. Draw all proton-transfer steps, include all non-bonded electrons and formal charges, and draw out all bonds broken or formed. The reaction is reversed by heating benzenesulfonic acid in a solution of sulfuric acid diluted in water. a) Increases reaction rate b) Decrease reaction rate c) No effect on it d) Inhibits the reaction View Answer. The temperature of desulfonation correlates with the ease of the sulfonation: C6H5SO3H + H2O → C6H6 + H2SO4 Because of that, sulfonic acids are usually used as a protecting group, or as a meta director in electrophilic aromatic substitution. Later, we may remove the sulfonic acid group by desulfonation. , 2019 ; Zahorodna et al. Mar 16, 2009 · reactions is the substitution of the sulfone group by hydrogen (Eq. 3. Let’s show a simple example of this blocking group strategy in action, beginning with methoxybenzene (“anisole”) toward the goal of synthesizing ortho- bromoanisole. OH но dilute H2SO4 Provide a detailed reaction mechanism for the desulfonation of benzene Sep 20, 2018 · Struggling with Electrophilic Aromatic Substitution? Chad breaks down EAS Sulfonation and Desulfonation including the entire mechanism. " OH S O O Stream of acidic steam Benzenesulfonic acid. This video also briefly discusses the usefulness of this mechanism in Water is added to isolate the acyl benzene final product. AICI, Question 11 (1 point) What is the most likely product of the following reaction? Jun 1, 2023 · In this video, we're going to explore the difference between sulfonation and desulfation – two common chemical transformations that occur in the world of che Exhaustive sulfonation and desulfonation reactions of benzene in the presence of excess D2SO4 will lead to a fully deuterated benzene ring. That leaves the sulfur atom fairly positively charged. In electrophilic aromatic substitutions, a benzene is attacked by an electrophile which results in substition of hydrogens. bond. 2). 4. As benzene presents double bonds, they act as nucleophiles, reacting with different types of positively charged electrophiles E Dec 1, 1998 · Abstract. Everywhere I've seen it, the reaction is shown like. 0 license and was authored, remixed, and/or curated by Steven Farmer, Dietmar Kennepohl, William Reusch, James Kabrhel, & James Kabrhel. Starting with benzene, what sequence of reactions can be used to produce the following compound? (1) A nitration reaction, followed by (2) a Friedel-Crafts reaction (1) A nitration reaction, followed by (2) sulfonation, followed by (3) a Friedel-Crafts reaction, followed by (4) desulfonation (1 Sulfonation of Benzene. Sulfonation SO3 + (CH2) 11 - CH3 CH 3- (CH2) 11 S – O H– + O O Sulfur Trioxide Alkyl Benzene Alkyl Benzene Sulfonic Acid Sulfur-limited batch enrichment cultures containing one of nine multisubstituted naphthalenesulfonates and an inoculum from sewage yielded several taxa of bacteria which could quantitatively utilize 19 sulfonated aromatic compounds as the sole sulfur source for growth. C6H6 + Br2 → C6H5Br + HBr (4) (4) C 6 H 6 + B r 2 → C 6 H 5 B r + H B r. Abstract Thermal stability of carbon black (CB) functionalized with sodium benzenesulfonate groups in argon was studied using thermogravimetric and differential thermal analysis coupled with mass spectrometry, infrared spectroscopy, X-ray photoelectron In this work the desulfonation of amino sulfonic acids was studied by the determination of the kinetics of homogeneous isotopic exchange in radioactive sulfuric acid labeled with the isotope /sup 35/S, either containing HB(HSO/sub 4/)/sub 4/, or not containing it. The current method for industrial production of ABSA inclu Jul 15, 2017 · The trimolecular system of benzene with SO 3 in aprotic solvent or oleum is C 6 H 6 + 2SO 3. That is, heating benzenesulfonic acid with H2SO4 yields benzene. Using SO3H As A Blocking Group. Our findings will be compared to previous results about the desulfonation of cationic resins investigated in experiments and mechanism studies ( Xu et al. We deduce the presence of a Expert Answer. advertisement. The reaction is reversed by adding hot aqueous acid to benzenesulfonic acid to produce benzene. So this desulfonation is brought about by an enzyme in EC 1. The products of aromatic nitrations are very important intermediates Answer: a Explanation: Sulfonation in the benzene hydrocarbon series is that of polystyrene. This strong electrophile is formed from the acid-base reaction that takes place between HNO₃ and H₂SO₄. Was this answer helpful? 5 . 16. As the sulfonyl functional group is electron -withdrawing, [1] methods for cleaving the sulfur –carbon bonds of sulfones are typically reductive in nature. electrophiles. Nitration of Benzene. The facts. 3 Linear Alkyl Benzene Production Linear alkyl benzene (LAB) is a raw material for making the detergent intermediate LAB sulfonate (298) . Mar 15, 2017 · The solar thermal utilization that can initiate the desulfonation and activation of SDBS becomes one key step in the degradation process. sulphanilic acid, sulphonamide, 4-sulphobenzoic acid, and benzene-, toluene- and phenolsulphonic acids Apr 30, 2018 · 3. Show the mechanism of the desulfonation reaction. " OH SO O Stream of acidic steam Benzenesulfonic acid OH stream of acidie May 12, 2022 · Enantioselective dearomatization of substituted non-activated benzene derivatives is a challenge due to their inherent stability. The intracellular desulfonative enzyme did not degrade 3- or 4-aminobenzene sulfonates in the medium, although the enzyme in cell extracts degraded these compounds. Jul 8, 2024 · Study with Quizlet and memorize flashcards containing terms like nitration of benzene electrophile?, sulfonation of benzene electrophile?, desulfonation of benzene and more. Reagent : for benzene, H 2 SO 4 / heat or SO 3 / H 2 SO 4 / heat (= fuming sulfuric acid) Electrophilic species : SO 3 which can be formed by the loss of water from the sulfuric acid. Now, a chiral samarium complex-mediated enantioselective Apr 22, 2024 · In addition, other reactions such as nitrosation or diazo coupling, also occur but the rings of higher reactivity, and also include desulfonation reactions, isotopic exchange and many ring closures. Although one of Oct 1, 2023 · XPS and SEM suggest the formation of Na 2 SO 4, Na 2 S by desulfonation of sample. Experimental evidence reveals that Intermediate B is the next molecule in the sequence as opposed to Intermediate C. Figure 1. This procedure enables both the alkyl chain lengths and the attachment points of the benzene ring along the chain to be determined. The sigma complex (also called an arenium ion) is not aromatic since it contains an sp3 carbon (which disrupts the Sep 1, 2020 · Linear alkylbenzene sulfonic acid (ABSA) is a valuable product of inorganic chemistry that is used to obtain linear alkylbenzene sulfonates. + H + = C 6 H 6 + HSO 3+. 1986). Reagent : for benzene, H 2 SO 4 / heat or SO 3 / H 2 SO 4 / heat (= fuming sulfuric acid) Electrophilic species : SO 3 which can be formed by the loss of water from the sulfuric acid Nitration is used to add nitrogen to a benzene ring, which can be used further in substitution reactions. The anaerobic biodegradability of linear alkyl benzene sulfonate (LAS Cell-free desulfonation of BS in standard reaction mixtures required 2 mol of O2 per mol. Desulfonation of alkylbenzenesulfonate with phosphoric acid to the corresponding linear alkylbenzene (LAB) followed by separation on a fused silica capillary column (Figure 2). Explain clearly to a friend why this reaction can be accomplished efficiently by using a "stream of acidic steam. 11. e. But you must remember that the actual structure is a resonance hybrid of the two contributors. It is important to note that the chemical formula of the sulfonic group is -SO 3 H. Jan 1, 2024 · Desulfonation on benzene ring This section discusses the reactions related to the sulfonic group. Alcaligenes sp. Write the mechanism for the desulfonation of benzenesulfonic acid. SO 3. This is an organic material with its structure made of benzene ring and double bonds. Benzenesulfonic acid and related compounds undergo desulfonation when heated in water near 200 °C. It is also a common ingredient in some detergents. Desulfonation of benzenesulfonic acid. Question: Question 13 (1 point) Provide a detailed reaction mechanism for the desulfonation of benzene. VIDEO ANSWER: The number of the row that has the largest length is returned to if remeid calls the largest road as 2 to the array of ants. The interplay between activating and deactivating substituents as well as the competition and synergism between inductive and mesomeric effects allows for the seemingly endless Sodium benzenesulfonate is an organic compound with the formula C6H5SO3Na. Materials and methods Materials The sources of the aromatic sulfonates were given elsewhere (Thurnheer et al. Include every step in sequence. ОН H20 dilute H2SO4 0=63 Feb 1, 1996 · benzene l,3-disulfonate as sole source of carbon and energy. Reaction type: Electrophilic Aromatic Substitution. 13. Sulfuric acid protonates nitric acid to form the nitronium ion (water molecule is lost). In the presence of 4-nitrocatechol, resting cells of the mixed culture converted benzene I ,3-disulfonate to catechol 4-sulfonate. Download Table | Desulfonation of benzenesulfonates by P. It is white, water-soluble solid, It is produced by the neutralization benzenesulfonic acid with sodium hydroxide. The HOMO electrons have completely been on the benzene ring of C 6 H 5 SO 3 H. Feb 1, 1990 · Cell-free desulfonation of BS in standard reaction mixtures required 2 mol of O2 per mol. This generates a carbocation which is resonance stabilized (but not aromatic). Halogenation is an example of electrophillic aromatic substitution. Dec 5, 2017 · Chemoselective acidic hydrolysis of sulfonamides with trifluoromethanesulfonic acid has been evaluated as a deprotection method and further extended to more complex synthetic applications. Sulfonation is a reversible reaction that produces benzenesulfonic acid by adding sulfur trioxide and fuming sulfuric acid. Sulfonates require transport systems to cross the cell membrane Mar 9, 2021 · The first desulfonation occurs by regioselective dihydroxylation of the aromatic ring with the sulfonate group, while the second one occurs during hydroxylation of 5-sulfosalicylic acid by salicylate 5-hydroxylase to generate gentisic acid, which enters the central carbon pathway (Brilon et al. However, halogens are not electrophillic enough to break the aromaticity of benzenes, which require a catalyst to activate. Benzene is among the most important synthons in chemistry. It is possible to make deuterated benzene because the sulfonation reaction is so reversible. Desulfonation of Benzene and Derivatives. Catalyst is specie that increases the reactivity of reagents which takes part in the chemical reaction. what is the electrophile ? Desulfonation of alkylbenzenesulfonate with phosphoric acid to the corresponding linear alkylbenzene (LAB) followed by separation on a fused silica capillary column (Figure 2). 2. C 6 H 5 SO 3- + H + = C 6 H 6 + SO 3. During the course of this reaction sequence, Intermediate A is formed. [ND not determined, cc cochromatography (HPLC), UV, UV spectrum, GC-MS gas chromatography-mass spectrometry] from Desulfonylation reactions. , 2008 ). The first product of the sulfonation is a benzenepyrosulfonic acid molecule C 6 H 5 SO 2 -O-SO 3 H. Once such complex was formed, cyanobenzenesulfonyl groups could be directly cleaved to provide polyethylenimine 201 with thioether and sulfur dioxide as The electrophilic substitution reaction between benzene and sulphuric acid. It is this δ+ sulfur atom which attacks the benzene ring. 1). Overall transformation : Ar-H to Ar-SO 3 H, a sulfonic acid. putida S-313. The three oxygens are more electronegative than the sulfur and so draw electrons towards themselves. Personally, I would have used the structure on the left as the electrophile, because it shows explicitly that the sulfur atom is electron deficient. Or: The product is benzenesulphonic acid. 11: Synthesis of Polysubstituted Benzenes is shared under a CC BY-SA 4. This is the microscopic reverse of the mechanism for benzene sulfonation. We also examine how phenol can be created from these products. Just like an alkene, benzene has clouds of electrons above and below its sigma bond framework. Nitration of NitroBenzene. Question: Question 10 (1 point) Draw a complete, detailed mechanism for the following reaction and predict the product. Norris presents the desulfonation of benzenesulfonic acid in dilute sulfuric acid. In this reaction sulfuric acid acts as a catalyst. There are two equivalent ways of sulphonating benzene: Heat benzene under reflux with concentrated sulphuric acid for several hours. Is this the value? I guess because it's 45, what equal to it, and let's try to make up, so it's 10 to 453. In the hybrid, the sulfur atom still has a partial negative charge and will still act as an electrophile. Sep 18, 2016 · 𝐃𝐨𝐰𝐧𝐥𝐨𝐚𝐝 𝐀𝐓𝐏 𝐒𝐓𝐀𝗥 𝐀𝐩𝐩 𝐟𝐨𝐫 Unlimited free practice for IIT 𝐉𝐄𝐄 📱 𝐀𝐓𝐏 𝐒𝐓𝐀𝗥 𝗔𝗽𝗽 Desulfonation of linear alkylbenzenesulfonate surfactants and related compounds by bacteria. That is, heating benzenesulfonic acid with H 2 _2 2 SO 4 _4 4 yields benzene. 5% Learn the chemistry of benzene and its electrophilic aromatic substitution reactions with this chapter 16 lecture from HCC Learning Web. The nitronium ion is a very good electrophile and is open to attack by benzene. Via electrophilic substitution reactions a vast variety of functionalized derivatives is readily available. 2. But in liquid SO 2, the trimolecular system is C 6 H 6 + SO 3 + SO 2 , the product is a non-metallic salt C 6 H 5 SO 3 − - -SO 2 H + of benzenesulfonic Jan 23, 2023 · The reaction with bromine. photochemical methods, the most Desulfonation of benzene sulfonate and p-toluene sulfonate, and ring cleavage of the reaction products Conditions for the desulfonation of BS in extracts of OS-grown cells were optimized for substrate, cofactor and buffer concentrations, for temper- ature, pH and for the nature of the buffer (not shown). Without sulfuric acid the reaction would not occur. 1st Reaction. The reaction between benzene and bromine in the presence of either aluminum bromide or iron gives bromobenzene. Sulfonation of Benzene. Desulfonylation reactions are chemical reactions leading to the removal of a sulfonyl group from organic compounds. Two types of product are of interest: one, water-insoluble, produced in bead form from styrene-divinylbenzene copolymer, and used as an ion-exchange resin; the other, water-soluble, made from styrene homopolymer, and employed as a synthetic gum, as a tanning agent, or as a soil-conditioning compound. Question 13 (1 point) Provide a detailed reaction mechanism for the desulfonation of benzene. Desulfonation describes the process of removing the sulfonic acid group from the benzene ring. Benzenesulfonic acid ( conjugate base benzenesulfonate) is an organosulfur compound with the formula C 6 H 6 O 3 S. reductive C – SO 2cleavage can be performed by chemical, electrochemical and. When meta ring cleavage was inhibited with 3-chlorocatechol in desalted extracts, about 1 mol each of O2 and of NAD(P)H per mol of BS were required for the reaction, and SO3(2-) and catechol were Jan 23, 2023 · Nitration and sulfonation of benzene are two examples of electrophilic aromatic substitution. or: Desulfonation of benzene sulfonate and p-toluene sulfonate, and ring cleavage of the reaction products Conditions for the desulfonation of BS in extracts of OS-grown cells were optimized for substrate, cofactor and buffer concentrations, for temperature, pH and for the nature of the buffer (not shown). This structure creates many problems for the environment and humans. the rate-constants corrected for resulfonation - increase with increasing acid concentration and temperature. Summary. Sulfuric acid is needed in order for a good electrophile to form. D. Iron is usually used because it is cheaper and more readily available. Mar 10, 2023 · Under the reaction conditions of 448 K, benzene/olefin molar ratio of 20 and time on stream 3 h, the most efficient catalyst was CeH–Y which showed more than 70% of olefin conversion with 48. But in case of high dilution in water the acid will be deprotonated (it is a strong one). La première étape de la nitration du benzène consiste à activer HNO3 avec de l'acide sulfurique pour produire un électrophile plus fort, l'ion nitronium. Like iodination, sulfonation exhibits a kinetic isotopic effect. Benzene di- hydrodiol was a gift from Prof. ≤ The rate-constants of the desulfonation step proper - i. , desulfonation, dealkylation and sulfonation of The desulfonation successfully proceeded via a nucleophilic attack from thiolate to the 4-cyanophenylsulfonyl group with electron-deficient characteristics to generate Meisenheimer complex A. Oct 27, 2023 · Halogenation of Benzene. We may, for example, introduce a sulfonic acid group into a benzene ring to influence the course of some further reaction. In the synthesis of phenol, desulfonation is achieved by replacing the sulfonic acid group with a hydroxyl group through the use of a strong base like sodium hydroxide (NaOH). Many commonly found compounds are subject to desulfonation, even if it is not certain whether all the corresponding enzymes are widely expressed in nature. 1. In the presence of water, sulphur trioxide quickly produces sulfuric acid and heat. Will the reaction. -, and it can equally well catalyze a standard meta cleavage of catechol . Reaction mechanism. It is the simplest aromatic sulfonic acid. Note: You could think of the formula as being essentially H 2 SO 4 . take place? Our expert help has broken down your problem into an easy-to-learn solution you can count on. T. Reverse of Benzene Sulfonation Mechanism (desulfonation) This reaction proceeds via an electrophilic aromatic substitution in which a nitronium ion (NO₂⁺) is believed to be the electrophile. The nitro group acts as a ring deactivator. Comme l'ion nitronium est un bon électrophile, il est attaqué par le benzène pour produire du nitrobenzène. Reagent - Heat in dilute H2SO4. ÷. The dependence of the rate of desulfonation on acidity is compatible with the sulfonation mechanism recently proposed by Kort and Cerfontain 40 , if the sulfonate anion is Science; Chemistry; Chemistry questions and answers; Provide a detailed reaction mechanism for the desulfonation of benzene. Nov 26, 2018 · 4. H 2 SO 4 molecule participated in the trimolecular sulfonation. You will find the objectives, outline, notes, and practice problems for this topic, as well as links to other related resources from HCC faculty. Although sulfur trioxide isn't ionic, it is highly polar. Dec 1, 1998 · The desulfonation of 3-sulfocatechol is caused by formation of the sulfo-aldehyde , which is spontaneously hydrolyzed, probably distant from the enzyme active site . Gibson. H30* ix Question 13 (1 point) Provide a detailed reaction mechanism for the desulfonation of benzene. In this video we look at the mechanism for the desulfonation of benzene sulfonic acid. Reagent : for benzene, H 2 SO 4 / heat or SO 3 / H 2 SO 4 / heat (= fuming sulfuric acid) Electrophilic species : SO 3 which can be formed by the loss of water from the sulfuric acid Reactions of Aromatic Compounds. The ability to plan a successful multi step synthesis of complex molecules is one of the goals of organic chemists. Sodium dodecyl benzene sulfonate (SDBS) has been Special Symbols. OH H20 H O=6=0 dilute H2SO4 Question 14 (1 point) Show how the following molecule can be synthesized from benzene. CH3CH2ONa CH3CH2OH ? 2. For example, the high-explosive TNT (2,4,6-trinitrotoluene) is formed by triple nitration of toluene. One mol of O2 was required for a catechol 2,3-dioxygenase. Benzene sulfonation is a chemical process that can be undone. I've created an organi In the presence of strong base as NaOH it undergoes desulfonation and forms sodium phenoxide (C 6 H 5 O − N a +) which on acid treatment yields phenol (C 6 H 5 O H). The further metabolism of catechol 4-sulfonate is obviously identical with the modified protocatechuate branch of the fl-ketoadipate pathway previously described for the metabolism of 4 SO 3 and H 2 SO 4 (fuming) 2. Another explosive, RDX comes from nitration of trihydro-1,3,5-triazine. Reagent - HNO3 in H2SO4 + Hella Heat (100*C) Friedel-Crafts Answer. A recently proposed method to remove this organic and desulfonation as the first metabolic reaction of BS, TS and OS, and for meta ring cleavage. The. Mechanism Step 1: Acylium ion formation. Mechanism Step 2: Pi electrons of benzene react with the acylium ion to form the sigma complex, resonance stabilized acylbenzenium intermediate: Mechanism Step 3: Deprotonation of the sigma comlex to restore aromaticity. cb fv ea mi jv tg fn rp lk vo