1-Chloro-2-(1-phenylvinyl)benzene

Base Information

• Chemical Name: 1-Chloro-2-(1-phenylvinyl)benzene
• CAS No.: 24892-81-7
• Molecular Formula: C14H11Cl
• Molecular Weight: 214.694
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID60538950
• Nikkaji Number: J1.847.839K
• Wikidata: Q82414530
• Mol file: 24892-81-7.mol

Synonyms:24892-81-7;1-Chloro-2-(1-phenylvinyl)benzene;1-CHLORO-2-(1-PHENYL-VINYL)-BENZENE;1-(1-(2-Chlorophenyl)vinyl)benzene;1-chloro-2-(1-phenylethenyl)benzene;Benzene, 1-chloro-2-(1-phenylethenyl)-;Benzene,1-chloro-2-(1-phenylethenyl)-;DTXSID60538950;AB1350;MFCD06658408;SB36170;1-chloranyl-2-(1-phenylethenyl)benzene;BS-50033;CS-0187817;A817534

Chemical Property of 1-Chloro-2-(1-phenylvinyl)benzene

Chemical Property:

• Boiling Point: 311.7 °C at 760 mmHg
• Flash Point: 134.6 °C
• PSA: 0.00000
• Density: 1.107 g/cm³
• LogP: 4.40150
• Storage Temp.: 2-8°C
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 214.0549280
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-2-(1-phenyl-vinyl)-benzene 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=CC=C1)C2=CC=CC=C2Cl

Technology Process of 1-Chloro-2-(1-phenylvinyl)benzene

There total 7 articles about 1-Chloro-2-(1-phenylvinyl)benzene 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: 64.0%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-(o-chlorophenyl)-1-phenylethylene (24892-81-7)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

(2-chlorophenyl)(phenyl)methanone; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/acs.joc.0c00141

Reference yield: 46.0%

o-chlorocinnamic acid (3752-25-8,939-58-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-(o-chlorophenyl)-1-phenylethylene (24892-81-7)

Guidance literature:

With 1,10-Phenanthroline; palladium diacetate; copper(II) acetate monohydrate; trifluoroacetic acid; at 160 ℃; for 24h; regioselective reaction; Further stages; Sealed tube; Molecular sieve;

DOI:10.1039/c6cc07032a

Reference yield:

benzophenone (119-61-9) + C44H62ClIN2OPSi4Y → 1,1-Diphenylethylene (530-48-3) + 1-(o-chlorophenyl)-1-phenylethylene (24892-81-7)

Guidance literature:

In ⁽²⁾H₈-toluene; at 80 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c2cc16431k

upstream raw materials:

methyl magnesium iodide

(2-chlorophenyl)(phenyl)methanone

benzophenone

[Y(N(SiMe₃)2)2I(OCPh₂CH₂PPh₃)]

Downstream raw materials:

1-methyl-2,4-diphenylnaphthalene

2-methyl-1,4-diphenylnaphthalene

1,2,4-triphenylnaphthalene

Refernces

• 1、 Jian, Hong,Shen, Zengming,Zhang, Saisai. "Cu/Ni-Catalyzed Cyanomethylation of Alkenes with Acetonitrile for the Synthesis of β,γ-Unsaturated Nitriles". . p. 6143 - 6150. Retrieved 2020/05/22.
• 2、 Koenigs, Rene M.,Pei, Chao,Yang, Zhen. "Synthesis of Trifluoromethylated Tetrasubstituted Allenes via Palladium-Catalyzed Carbene Transfer Reaction". supporting information. p. 7300 - 7304. Retrieved 2020/10/02.