10276-04-7

Basic information

• Product Name: (3-METHYL-BUT-2-ENYLSULFANYL)-BENZENE
• Synonyms: (3-METHYL-BUT-2-ENYLSULFANYL)-BENZENE;[(3-Methyl-2-butenyl)thio]benzene;1-(Phenylthio)-3-methyl-2-butene;2-Methyl-4-(phenylthio)-2-butene;Isopentenylphenyl sulfide;Phenyl 3-methyl-2-butenyl sulfide;Prenylphenyl sulfide;[(3-Methylbut-2-en-1-yl)thio]benzene
• CAS NO: 10276-04-7
• Molecular Formula: C₁₁H₁₄S
• Molecular Weight: 178.29386
• Mol File: 10276-04-7.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 249.5°Cat760mmHg
• Flash Point: 102.8°C
• Appearance: /
• Density: 0.99g/cm³
• Vapor Pressure: 0.0362mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: (3-METHYL-BUT-2-ENYLSULFANYL)-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-METHYL-BUT-2-ENYLSULFANYL)-BENZENE(10276-04-7)
• EPA Substance Registry System: (3-METHYL-BUT-2-ENYLSULFANYL)-BENZENE(10276-04-7)

Safety Data

• Hazardous Substances Data: 10276-04-7(Hazardous Substances Data)

Usage

General Description

(3-Methyl-but-2-enylsulfanyl)-benzene is a chemical compound with the molecular formula C11H14S. It is a sulfide derivative of benzene, containing a but-2-enylsulfanyl group attached to the benzene ring. (3-METHYL-BUT-2-ENYLSULFANYL)-BENZENE is commonly used in the production of flavors and fragrances, as it has a pleasant aroma and is often used as a fragrance ingredient in various products. It is also used in the synthesis of pharmaceuticals and other organic compounds. The presence of the but-2-enylsulfanyl group provides this compound with unique chemical and aromatic properties, making it a valuable component in various industries.

InChI:InChI=1/C11H14S/c1-10(2)8-9-12-11-6-4-3-5-7-11/h3-8H,9H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 2190-48-9 3-chloro-3-methyl-1-butene 
• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 870-63-3 prenyl bromide 
• 591-50-4 iodobenzene 
• 188400-17-1 S-(3,3-dimethylallyl) N-methylthiocarbamate 
• 556-82-1 3-methyl-2-buten-1-ol 
• 201230-82-2 carbon monoxide 
• 78-79-5 isoprene 
• 88927-34-8 methyl (3-methylbut-2-en-1-yl) carbonate 
• 72863-20-8 α,α-Dimethylallyl phenyl sulfone 
• 591-51-5 phenyllithium 

Downstream Products

• 55048-76-5 (2-Methyl-oct-2-en-4-yl)-phenyl-sulfid 
• 21213-21-8 2-Methyl-4-phenylmercapto-heptadien-(2,6) 
• 108970-09-8 (E)-3-Hydroxy-4,4-dimethyl-1-phenyl-1,5-hexadiene 
• 84473-47-2 Phenyl thioester of 2-Chloro-3,3-dimethyl-4-pentenoic acid 
• 83577-62-2 (2,2-Dimethyl-but-3-enylsulfanyl)-benzene 
• 83577-68-8 (1,2,2-Trimethyl-but-3-enylsulfanyl)-benzene 
• 83877-61-6 1-cyclohexyl-2,2-dimethyl-4-phenylthio-3-buten-1-ol 
• 71987-46-7 1,1-Bis(phenylthio)-2-isobutylen-1-ylcyclopropan 
• 54337-47-2 (E)-2,2-Dimethyl-1-phenyl-4-phenylsulfanyl-but-3-en-1-ol 
• 267668-31-5 N-tert-butyloxycarbonyl-N-(1,1-dimethyl-2-propenyl)benzenesulfenamide 
• 15874-80-3 3-methyl-1-(phenylsulfonyl)but-2-ene 
• 147910-38-1 2,3-epoxy-3-methyl-1-phenylthiobutane 
• 42185-88-6 3-methyl-1-(phenylsulfinyl)but-2-ene 
• 66693-10-5 α-ethoxycarbonylbenzyl phenyl sulphide 

Relevant articles and documents

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Aromatic allylsulfenylation with in situ generated allyl thiols under the Heck conditions

By the catalysis of palladium(0), S-allyl thiocarbamates 1 react with aryl iodides and vinyl bromides to give allyl aryl sulfides and allyl vinyl sulfides, respectively, in good yields.

Low pressure hydrogenation of unsaturated sulphides with homogeneous and heterogeneous ruthenium catalysts

Ru2O·nH2O and [Ru3O(AcO)6(H2O)3]+AcO- were examined for catalytic activity in the hydrogenation of a series of unsaturated sulphides under heterogeneous and homogeneous conditions, respectively. By the appropriate combination of these two methodologies, a number of saturated sulphides could be synthesized in satisfactory to good yields, thus minimizing side reactions.

Pd/BIPHEPHOS is an Efficient Catalyst for the Pd-Catalyzed S-Allylation of Thiols with High n-Selectivity

The Pd-catalyzed S-allylation of thiols with stable allylcarbonate and allylacetate reagents offers several advantages over established reactions for the formation of thioethers. We could demonstrate that Pd/BIPHEPHOS is a catalyst system which allows the transition metal-catalyzed S-allylation of thiols with excellent n-regioselectivity. Mechanistic studies showed that this reaction is reversible under the applied reaction conditions. The excellent functional group tolerance of this transformation was demonstrated with a broad variety of thiol nucleophiles (18 examples) and allyl substrates (9 examples), and could even be applied for the late-stage diversification of cephalosporins, which might find application in the synthesis of new antibiotics. (Figure presented.).

Boron Lewis Acid-Catalyzed Regioselective Hydrothiolation of Conjugated Dienes with Thiols

A transition-metal-free hydrothiolation of 1,3-dienes for the synthesis of secondary and tertiary allylic sulfides is reported. The boron Lewis acids tris(pentafluorophenyl)borane, B(C6F5)3, and BF3·Et2O are shown to catalyze the regioselective hydrothiolation of a wide range of terminal 1-aryl-1,3-dienes. In the case of internal 1,3-dienes, B(C6F5)3 is by far the better catalyst than BF3·Et2O. The process features mild reaction conditions, broad scope, and low catalyst loading, and it can be scaled up quickly over a short reaction time. The reactions are rate-limited by the 1-aryl-directed protonation of 1,3-dienes with thiol-boron Lewis acid complexes, followed by sulfide anion transfer to the resultant allyl cations, as revealed by high-level DFT calculations.