2-Phenyl-2-butene

Base Information

• Chemical Name: 2-Phenyl-2-butene
• CAS No.: 767-99-7
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• European Community (EC) Number: 837-664-3
• NSC Number: 911
• DSSTox Substance ID: DTXSID40875936
• Nikkaji Number: J24.314K,J79.942D
• Wikidata: Q82857425
• Mol file: 767-99-7.mol

Synonyms:2-PHENYL-2-BUTENE;cis-2-Phenyl-2-butene;2082-61-3;[(Z)-but-2-en-2-yl]benzene;(Z)-but-2-en-2-ylbenzene;767-99-7;2-Butene, 2-phenyl-, (Z)-;Benzene, (1-methyl-1-propenyl)-, (Z)-;(Z)-2-Phenyl-2-butene;Benzene, ((1Z)-1-methyl-1-propenyl)-;Benzene, [(1Z)-1-methyl-1-propenyl]-;2-Butene, 2-phenyl-, trans;NSC911;starbld0001420;9-HYDROXYNONANOICACID;DTXSID40875936;NSC-911;UGUYQBMBIJFNRM-OQFOIZHKSA-N;(Z)-(1-methyl-1-propenyl)-benzene;trans-.alpha.,.beta.-Dimethylstyrene;AKOS006273824;trans-.alpha.,.beta.-Dimethylstilbene;[(Z)-1-methyl-prop-1-enyl]-benzene;[(1Z)-1-Methyl-1-propenyl]benzene #

Chemical Property of 2-Phenyl-2-butene

Chemical Property:

• Vapor Pressure: 1.65mmHg at 25°C
• Melting Point: -41.43°C (estimate)
• Refractive Index: 1.5193
• Boiling Point: 174°C at 760 mmHg
• Flash Point: 55.7°C
• PSA: 0.00000
• Density: 0.879g/cm³
• LogP: 3.10980
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

cis-2-Phenyl-2-butene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C1=CC=CC=C1
• Isomeric SMILES: C/C=C(/C)\C1=CC=CC=C1
• Uses: cis-2-Phenyl-2-butene is a useful synthetic intermediate. It was used as a reactant to study asymmetric hydrogenations of minimally functionalized olefins catalyzed by various Iridium containing complexes.

Technology Process of 2-Phenyl-2-butene

There total 113 articles about 2-Phenyl-2-butene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

1-ethylstyrene (2039-93-2) → 2-phenylbut-2-ene (767-99-7,768-00-3,2082-61-3)

Guidance literature:

With borane-ammonia complex; (3aR,7aR)-1,3-diisopropyl-2-((2-((E)-(quinolin-2-ylmethylene)amino)phenyl)amino)octahydro-1H-benzo[d][1,3,2]diazaphosphole 2-oxide; cobalt(II) bromide; sodium t-butanolate; In toluene; at 60 ℃; for 12h; Reagent/catalyst; Solvent; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.0c02101

Reference yield: 92.8%

β-phenylisovaleryl p-nitrobenzoyl peroxide (51380-79-1) → 4,4-dimethyl-2-oxo-chroman (29598-22-9) + 2-Methyl-1-phenyl-2-propanol (100-86-7) + (2-methyl-1-propenyl)-benzene (768-49-0) + 3-phenylbut-1-ene (934-10-1) + 2-phenylbut-2-ene (767-99-7,768-00-3,2082-61-3) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With P₀ silica; at 40 ℃; Rate constant; reactions without P₀ silica in cyclohexane at the various temperatures;

DOI:10.1021/ja00416a013

Reference yield: 83.0%

2-phenyl-2-butanol (1565-75-9,19641-57-7) → 2-phenylbut-2-ene (767-99-7,768-00-3,2082-61-3)

Guidance literature:

With Nafion-H; acetic anhydride; In dichloromethane; at 20 ℃; for 2h;

upstream raw materials:

trans-but-2-enyl chloride

2-methyl-2-phenyl-propan-1-ol

2-phenyl-2-butanol

neophyl chloride

Downstream raw materials:

1-phenyl-1,2-dimethyloxirane

3-Brom-2-methyl-1,1,1-trinitro-2-phenyl-butan

3-phenyl-butan-2-one

2,4-Diphenyl-3,4-dimethyl-hexen-⁽²⁾