107183-91-5

Basic information

• Product Name: 2-Butene, 1-[(1,1-dimethylethyl)thio]-, (Z)-
• Synonyms: 2-Butene, 1-[(1,1-dimethylethyl)thio]-, (Z)-
• CAS NO: 107183-91-5
• Molecular Weight: 0
• Mol File: 107183-91-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Butene, 1-[(1,1-dimethylethyl)thio]-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butene, 1-[(1,1-dimethylethyl)thio]-, (Z)-(107183-91-5)
• EPA Substance Registry System: 2-Butene, 1-[(1,1-dimethylethyl)thio]-, (Z)-(107183-91-5)

Safety Data

• Hazardous Substances Data: 107183-91-5(Hazardous Substances Data)

Usage

InChI:InChI=1S/C8H16S/c1-5-6-7-9-8(2,3)4/h5-6H,7H2,1-4H3/b6-5-

Upstream product

• 4784-77-4 (E)-1-Bromo-2-butene 
• 29364-29-2 sodium tert-butyl thiolate 
• 107183-90-4 (E)-1-(t-butylthio)but-2-ene 
• 4784-77-4 (E/Z)-crotyl bromide 
• 75-66-1 2-methylpropan-2-thiol 

Downstream Products

• 107183-90-4 (E)-1-(t-butylthio)but-2-ene 

Relevant articles and documents

A 1H and 13C NMR Study of the Structure of Sulfur-Stabilized Lithiated Allylic Carbanions

NMR studies of the solution structures of lithiated (E)-1-(t-butylthio)but-2-ene (4) and lithiated (E)-1-(phenylthio)but-2-ene (6) are reported.The structure of lithiated (E)-1-(t-butylthio)but-2-ene (4) is best described as a transoid carbanion with the allylic carbons C1, C2, and C3 having intermediate sp2-sp3 hybridization.In (4) the heteroatom and non-allylic substituent do not play any significant role in carbanion stabilization.Lithiated (E)-1-(phenylthio)but-2-ene (6) differs from (4) in that it exhibits cis geometry about the C1-C2 bond and the phenylthio group participates in helping to stabilize allylic charge.There is a discrepancy between the geometry about the C1-C2 bond in the solution and solid structures of (4) in the presence of TMEDA.

The Stabilization due to the Methyl Group in RSCH2CH=CHCH3

Equilibrium constants for the isomerization reactions have been measured and the energy differences of the isomers have been calculated.According to these results a methyl group stabilizes the double bond by 12.8(5) kJ mol-1 and the RSCH2CH3 cis interaction is 3.7(4) kJ mol-1.