15543-64-3

Basic information

• Product Name: Benzene, 1-methyl-4-[(3-methyl-2-butenyl)sulfonyl]-
• CAS NO: 15543-64-3
• Molecular Formula: C12H16O2S
• Molecular Weight: 224.324
• Mol File: 15543-64-3.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methyl-4-[(3-methyl-2-butenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methyl-4-[(3-methyl-2-butenyl)sulfonyl]-(15543-64-3)
• EPA Substance Registry System: Benzene, 1-methyl-4-[(3-methyl-2-butenyl)sulfonyl]-(15543-64-3)

Safety Data

• Hazardous Substances Data: 15543-64-3(Hazardous Substances Data)

Upstream product

• 24509-88-4 2-methyl-3-buten-2-yl acetate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 700-13-0 Trimethylhydroquinone 
• 72863-21-9 (dimethyl-1,1 propene-2 yl) sulfonyl-1 methyl-4 benzene 
• 114021-65-7 2-methylbut-3-en-2-yl toluene-p-sulphinate 
• 114650-31-6 trans-3-methyl-1-(p-toluenesulfonyl)-1-butene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 870-63-3 prenyl bromide 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 31529-11-0 1,1-Dimethyl-1-(3-methyl-2-butenyl)-2-p-tosylhydrazoniumylid 
• 536-57-2 p-toluene sulfinic acid 
• 78-79-5 isoprene 
• 657-84-1 sodium tosylate 
• 123359-07-9 3-Methyl-2-butenyl 4-methylphenyl sulfide 

Downstream Products

• 70918-78-4 1-methyl-4-(2-methyl-dec-2-ene-4-sulfonyl)-benzene 
• 38513-00-7 1-p-Tolylsulfonyl-3-chlor-3-methyl-1-buten 
• 38512-94-6 1-p-Tolylsulfonyl-3-brom-3-methyl-1-buten 
• 38513-01-8 (E)-3-hydroxy-3-methyl-1-butenyl p-tolyl sulfone 
• 93631-63-1 2-[4-Methyl-2-(toluene-4-sulfonyl)-pent-3-enyl]-thiophene 
• 93631-64-2 3-[4-Methyl-2-(toluene-4-sulfonyl)-pent-3-enyl]-thiophene 
• 97-41-6 ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate 
• 5460-63-9 chrysanthemumic acid methyl ester 
• 75100-65-1 methyl 2,4,4-trimethyl-6-oxo-1-cyclohexene-1-carboxylate 
• 80348-45-4 ethyl 2,2,4-trimethyl-6-oxo-1-cyclohexene-1-carboxylate 
• 72410-97-0 methyl 3,3,6-trimethyl-4,6-heptadienoate 
• 80348-48-7 ethyl 3,3,6-trimethyl-4,6-heptadienoate 
• 103793-10-8 (2'E,6'E)-Essigsaeure-<3',7',11'-trimethyl-9'-(p-tolylsulfonyl)-2',6',10'-dodecatrien-1'yl>ester 
• 15874-80-3 3-methyl-1-(phenylsulfonyl)but-2-ene 

Relevant articles and documents

Aluminum chloride-iron promoted coupling of sulfonyl chlorides with alkyl halides in aqueous media

A simple and inexpensive procedure for the coupling of sulfonyl chlorides and alkyl halides with aluminum chloride-iron system at ambient temperature in high yield is achieved in aqueous media.

A synthesis of the pseudopterosin A-F aglycone

The synthesis of the pseudopterosin A-F aglycone from 3-methylcatechol features (a) the use of asymmetric Ireland-Claisen and aryl Claisen rearrangements to install three of the four stereocentres present in the molecule and (b) an A→AB→ABC annulation strategy using ring-closing metathesis and cationic cyclisation reactions as the key steps.

Studies on taxadiene synthase: Interception of the cyclization cascade at the isocembrene stage with GGPP analogues

The cyclization of GGPP to taxadiene, catalyzed by taxadiene synthase, has been suggested to proceed through a series of monocyclic isocembrenyl- and bicyclic verticillyl-carbocationic intermediary stages. A set of GGPP analogues with abolished or perturbed π-nucleophilicity at the Δ10 double bond (GGPP numbering) was synthesized and incubated with taxadiene synthase to intercept the cyclization cascade at the monocyclic stage. Each analogue was transformed by taxadiene synthase in vitro to hydrocarbon products in varying yields, and the structures of the major product in each reaction were solved by GCEIMS and one- and two-dimensional (1H and 13C) NMR and found to be 14-membered monocyclic isocembrenyl diterpenes, indicating that the first C-C bond formation catalyzed by taxadiene synthase could be uncoupled from the other subsequent bond formation events by using suitably designed substrate analogues. The formation and isolation of these isocembrenyl diterpene products using taxadiene synthase supports proposals that the isocembrenyl cation is an intermediate in the cyclization of GGPP to taxadiene.