(r)-3-Phenyl-1-butene

Base Information

• Chemical Name: (r)-3-Phenyl-1-butene
• CAS No.: 36617-88-6
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• DSSTox Substance ID: DTXSID50430717
• Nikkaji Number: J63.867F
• Wikidata: Q82244406
• Mol file: 36617-88-6.mol

Synonyms:(r)-3-phenyl-1-butene;36617-88-6;Benzene, [(1R)-1-methyl-2-propenyl]-;DTXSID50430717;(R)-(1-methyl-2-propenyl)benzene

Chemical Property of (r)-3-Phenyl-1-butene

Chemical Property:

• Boiling Point: 65 °C (16 mmHg)
• PSA: 0.00000
• LogP: 2.97610
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 98.6

Purity/Quality:

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@H](C=C)C1=CC=CC=C1

Technology Process of (r)-3-Phenyl-1-butene

There total 53 articles about (r)-3-Phenyl-1-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: 100.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + ethene (74-85-1) → (R)-3-phenyl-1-butene (36617-88-6)

Guidance literature:

styrene; ethene; With diethyl aluminiumcholoride; (3aR,8aR)-6-(2-(tert-butyl)-6-(diphenylphosphanyl)-phenoxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxol[4,5-e][1,3,2]dioxaphosphepin-cobaltdichloride; In hexane; dichloromethane; at -35 ℃; for 3h; under 900.09 Torr; Inert atmosphere; Schlenk technique;

In hexane; enantioselective reaction;

DOI:10.1002/chem.201601283

Reference yield: 99.0%

trans-3-phenylprop-2-enyl chloride (21087-29-6) + methylmagnesium bromide (75-16-1) → (R)-3-phenyl-1-butene (36617-88-6)

Guidance literature:

With (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine; CuBrSMe₂; In diethyl ether; dichloromethane; tert-butyl methyl ether; at -78 ℃; for 15h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201000213

Reference yield: 82.0%

(S)-2-phenyl-propionaldehyde (93-53-8) → (R)-3-phenyl-1-butene (36617-88-6)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1055/s-1998-36073

upstream raw materials:

(R)-N,N-dimethyl-3-phenylbutanamine

Vinyl bromide

1-phenylethylmagnesium chloride

(α-methylbenzyl)zinc chloride

Downstream raw materials:

sec-Butylbenzene

1-methyl-1-phenylallene

2-phenyl-1,3-butadiene

hydratropic acid