1-Allyl-2-chlorobenzene

Base Information

• Chemical Name: 1-Allyl-2-chlorobenzene
• CAS No.: 1587-07-1
• Molecular Formula: C9H9Cl
• Molecular Weight: 152.623
• Hs Code.: 2903999090
• European Community (EC) Number: 800-543-0
• DSSTox Substance ID: DTXSID70341831
• Nikkaji Number: J2.240.081I
• Wikidata: Q82112282
• Mol file: 1587-07-1.mol

Synonyms:1-Allyl-2-chlorobenzene;1587-07-1;1-chloro-2-prop-2-enylbenzene;3-(2-Chlorophenyl)-1-propene;MFCD00135025;Benzene, 1-chloro-2-(2-propenyl)-;Benzene, chloro(2-propenyl)-;allylchloro-benzene;1-Chloro-2-(prop-2-en-1-yl)benzene;Benzene,1-chloro-2-(2-propen-1-yl)-;2-chloro-1-allylbenzene;1-Allyl-2-chlorobenzene #;SCHEMBL248417;DTXSID70341831;BAA58707;AKOS015911485;PS-11888;CS-0267268;EN300-698336;3-(2-Chlorophenyl)prop-1-ene, 1-Chloro-2-(prop-2-en-1-yl)benzene

Chemical Property of 1-Allyl-2-chlorobenzene

Chemical Property:

• Vapor Pressure: 0.602mmHg at 25°C
• Refractive Index: 1.53
• Boiling Point: 195 °C at 760 mmHg
• Flash Point: 71.3 °C
• PSA: 0.00000
• Density: 1.046 g/cm³
• LogP: 3.06850
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 152.0392780
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

98%min ^*data from raw suppliers

1-Allyl-2-chlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC=CC=C1Cl

Technology Process of 1-Allyl-2-chlorobenzene

There total 9 articles about 1-Allyl-2-chlorobenzene 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: 89.0%

2-iodochlorobenzene (615-41-8) + allyl bromide (106-95-6) → 1-Chloro-2-(2-propenyl)benzene (1587-07-1)

Guidance literature:

2-iodochlorobenzene; With diethylzinc; In hexane; N,N-dimethyl-formamide; at 20 ℃; for 5h;

allyl bromide; In hexane; N,N-dimethyl-formamide; at 20 ℃; for 20h; Further stages.;

DOI:10.1039/b605807h

Reference yield: 81.0%

2-bromo-1-chlorobenzene (694-80-4) + allyl bromide (106-95-6) → 1-Chloro-2-(2-propenyl)benzene (1587-07-1)

Guidance literature:

With magnesium;

DOI:10.1016/0022-328X(88)80675-2

Reference yield: 57.0%

2-Chlorobenzeneboronic acid (3900-89-8) + allyl bromide (106-95-6) → 1-Chloro-2-(2-propenyl)benzene (1587-07-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; for 6h; Reflux;

DOI:10.1016/j.tetlet.2010.05.014

upstream raw materials:

2-bromo-1-chlorobenzene

allyl bromide

chlorobenzene

allyl-trimethyl-silane

Downstream raw materials:

3-methyl-1,2-diphenyl-3-(o-allylphenyl)cyclopropene

2-methyl-1,3-diphenyl-3-(o-allylphenyl)cyclopropene

(E)-1-chloro-2-(prop-1-en-1-yl)benzene

2-chlorophenylbutyric acid

Refernces

• 1、 Fang, Siqiang,Wang, Xiaobing,Yin, Fucheng,Cai, Pei,Yang, Huali,Kong, Lingyi. "Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group". supporting information. . Retrieved 2019/03/19.
• 2、 Nishiwaki, Nagatoshi,Kamimura, Ryuichiro,Shono, Kimihiro,Kawakami, Toshihiko,Nakayama, Katsuhisa,Nishino, Kohei,Nakayama, Takayuki,Takahashi, Keisuke,Nakamura, Aki,Hosokawa, Takahiro. "Efficient double bond migration of allylbenzenes catalyzed by Pd(OAc) 2-HFIP system with unique substituent effect". supporting information; experimental part. p. 3590 - 3592. Retrieved 2010/08/19.