5399-19-9

Basic information

• Product Name: 1-(prop-2-en-1-ylsulfanyl)butane
• Synonyms: 1-(Allylsulfanyl)butane; Allyl butyl sulfide; butane, 1-(2-propen-1-ylthio)-
• CAS NO: 5399-19-9
• Molecular Formula: C₇H₁₄S
• Molecular Weight: 130.2511
• Mol File: 5399-19-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 164.9°C at 760 mmHg
• Flash Point: 43.7°C
• Density: 0.85g/cm³
• Vapor Pressure: 2.53mmHg at 25°C
• Refractive Index: 1.463
• CAS DataBase Reference: 1-(prop-2-en-1-ylsulfanyl)butane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(prop-2-en-1-ylsulfanyl)butane(5399-19-9)
• EPA Substance Registry System: 1-(prop-2-en-1-ylsulfanyl)butane(5399-19-9)

Safety Data

• Hazardous Substances Data: 5399-19-9(Hazardous Substances Data)

Usage

General Description

1-(prop-2-en-1-ylsulfanyl)butane is a chemical compound with the molecular formula C7H14S. It is also known as allyl butyl sulfide and is commonly used as a flavoring agent in the food industry. 1-(prop-2-en-1-ylsulfanyl)butane is a colorless liquid with a pungent odor and is derived from the reaction of allyl chloride with butyl lithium. It is found naturally in garlic and other Allium species and is responsible for their characteristic smell and taste. 1-(prop-2-en-1-ylsulfanyl)butane has been studied for its potential health benefits, including its antioxidant and anti-inflammatory properties. However, it can also be toxic in high doses and should be handled with care.

Upstream product

• 109-79-5 n-butanethiol 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 127699-25-6 Diallyl selenide 
• 3221-15-6 2-(chloromethyl)thiirane 
• 109-72-8 n-butyllithium 
• 107-18-6 allyl alcohol 
• 35466-83-2 allyl methyl carbonate 

Downstream Products

• 115422-50-9 5-(butylsulfanyl-methyl)-1,2,3,4-tetraphenyl-norborn-2-en-7-one 
• 1150634-37-9 ethyl 2-phenyl-2-(butylthio)-4-pentenoate 
• 1609958-96-4 2-(butylthio)-N,2-diphenyl-N-tosylpent-4-enamide 
• 1448510-33-5 S-(1,7-dioxo-1,7-diphenylheptan)-4-yl O-ethyl carbonodithioate 
• 1403961-75-0 N-allyl-N-(butylthio)-4-methylbenzenesulfonamide 
• 109-79-5 n-butanethiol 
• 84029-14-1 7-(Trimethylsilyl)-7-(butylthio)-4-phenylhept-6-en-2-one 
• 84029-13-0 1-(Trimethylsilyl)-1-(butylthio)-4-methyl-6-phenylhexa-1,5-dien-4-ol 

Relevant articles and documents

Catalyst-free imidation of allyl sulfides with chloramine-T and subsequent [2,3]-sigmatropic rearrangement

A facile synthesis of various allyl sulfonamides based on imidation of allyl sulfides with chloramine-T and subsequent [2,3]-sigmatropic rearrangement has been achieved without metal catalysts. The reaction completes smoothly within 10 min, providing excellent yields in environment friendly solvent of alcohol. Functional groups such as bromine, hydroxyl, protected amido and aldehyde are tolerant under this condition.

Reactions of 2-(α-Haloalkyl)thiiranes with nucleophilic reagents: V.* Reactions of 2-(α-chloroalkyl)thiiranes with organolithium compounds

2-(α-Haloalkyl)thiiranes reacted with methyl-, butyl-, and phenyllithium to give the corresponding allyl sulfides. The reactions of diastereoisomeric erythro-and threo-2-(1-chloroethyl)thiiranes with phenyllithium were stereospecific, and they afforded (E)-and (Z)-1-phenylsulfanylbut-2-enes, respectively. 3-Chloromethyl-2,2- dimethylthiirane and phenyllithium gave rise to a mixture of 3-methyl-3-phenylsulfanylbut-1-ene and 3-methyl-1-phenylsulfanylbut-2-ene. The reactions of 2-chloromethylthiiranes with phenyllithium and methyllithium in the presence of a catalytic amount of copper(I) iodide (10 mol %) led to the formation of substituted thiiranes as the major products. Mechanisms of the observed transformations are discussed. Pleiades Publishing, Ltd., 2010.

First ruthenium-catalyzed allylation of thiols enables the general synthesis of allylic sulfides [7]

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