m-Isopropenylchlorobenzene

Base Information

• Chemical Name: m-Isopropenylchlorobenzene
• CAS No.: 1712-71-6
• Molecular Formula: C9H9 Cl
• Molecular Weight: 152.623
• Hs Code.: 2903999090
• European Community (EC) Number: 216-985-7
• UNII: 9PS2G52JUS
• DSSTox Substance ID: DTXSID0061909
• Nikkaji Number: J203.103E
• Wikidata: Q81989743
• Mol file: 1712-71-6.mol

Synonyms:1712-71-6;m-Isopropenylchlorobenzene;1-Chloro-3-isopropenylbenzene;1-Chloro-3-(1-propen-2-yl)benzene;1-chloro-3-prop-1-en-2-ylbenzene;9PS2G52JUS;Benzene, 1-chloro-3-(1-methylethenyl)-;EINECS 216-985-7;MFCD20384653;1-Chloro-3-(1-methylethenyl)benzene;1-chloro-3-(prop-1-en-2-yl)benzene;UNII-9PS2G52JUS;m-Chlor-I+/--Methylstyrol;SCHEMBL1361076;DTXSID0061909;AC1313;.ALPHA.-METHYL-M-CHLOROSTYRENE;AKOS013993822;M-CHLORO-.ALPHA.-METHYLSTYRENE;3-CHLORO-.ALPHA.-METHYLSTYRENE;SY225324;A921592

Chemical Property of m-Isopropenylchlorobenzene

Chemical Property:

• Vapor Pressure: 0.321mmHg at 25°C
• Boiling Point: 207.6°Cat760mmHg
• Flash Point: 74.2°C
• PSA: 0.00000
• Density: 1.036g/cm³
• LogP: 3.37310
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 152.0392780
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

m-Isopropenylchlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1=CC(=CC=C1)Cl

Technology Process of m-Isopropenylchlorobenzene

There total 13 articles about m-Isopropenylchlorobenzene 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%

Methyltriphenylphosphonium bromide (1779-49-3) + 3'-Chloroacetophenone (99-02-5) → 3-chloro-α-methylstyrene (1712-71-6)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.75h;

3'-Chloroacetophenone; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1021/acs.orglett.8b02450

Reference yield: 50.0%

2-(3-chlorophenyl)propan-2-ol (31002-87-6) → 3-chloro-α-methylstyrene (1712-71-6)

Guidance literature:

With sulfuric acid; Heating;

Reference yield: 27.0%

dichlorocarbene (1605-72-7) + 6,6'-dimethyl fulvene (2175-91-9) → 2-chloro-2-(3'-chlorophenyl)propane (40473-10-7) + 3-chloro-α-methylstyrene (1712-71-6)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; at 0 ℃;

DOI:10.1021/ja00399a049

upstream raw materials:

m-chlorocumene

2-(3-chlorophenyl)propan-2-ol

acetic anhydride

trimethylaluminum

Downstream raw materials:

C₉H₁₀Cl⁽¹⁺⁾

isopropenylbenzene

(E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene

(S)-ethyl 4-(3-chlorophenyl)-2-hydroxy-2-(trifluoromethyl)pent-4-enoate

Refernces

• 1、 Hart et al.. "". . p. 4933. Retrieved 1969.
• 2、 Lou, Yixian,Qiu, Jian,Yang, Kai,Zhang, Feng,Wang, Chenglan,Song, Qiuling. "Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates". supporting information. p. 4564 - 4569. Retrieved 2021/06/28.
• 3、 Ding, Hao,Huang, Panyi,Jin, Can,Su, Weike,Sun, Bin,Yan, Zhiyang,Zhao, Haiyun. "Visible-light-promoted radical alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester: Synthesis of oxazolines". supporting information. . Retrieved 2021/10/29.