4-Chloro-alpha-methylstyrene

Base Information

• Chemical Name: 4-Chloro-alpha-methylstyrene
• CAS No.: 1712-70-5
• Molecular Formula: C9H9Cl
• Molecular Weight: 152.623
• Hs Code.: 29036990
• European Community (EC) Number: 216-984-1
• DSSTox Substance ID: DTXSID40169024
• Nikkaji Number: J37.673F
• Wikidata: Q72455230
• Mol file: 1712-70-5.mol

Synonyms:4-Chloro-alpha-methylstyrene;1712-70-5;1-Chloro-4-(prop-1-en-2-yl)benzene;Benzene, 1-chloro-4-(1-methylethenyl)-;4-Isopropenylchlorobenzene;4-Chloro-|A-methylstyrene;1-chloro-4-prop-1-en-2-ylbenzene;p-Chloro-alpha-methylstyrene;4-Chloro-.alpha.-methylstyrene;EINECS 216-984-1;MFCD00000630;4-Chloroisopropenylbenzene;AI3-19142;4-chloro-a-methylstyrene;1-chloro-4-isopropenyl-benzene;alpha-Methyl-4-chlorostyrene;4-Chloro-+/--methylstyrene;4-chloro-alpha-methyl styrene;SCHEMBL190531;p-Chloro-.alpha.-methylstyrene;4-Chloro- alpha -methylstyrene;SCHEMBL12113014;1-Chloro-4-isopropenylbenzene #;4-ClC6H4C(CH3)=CH2;DTXSID40169024;BAA71270;Styrene, p-chloro-.alpha.-methyl-;AKOS003632743;CS-W018084;BS-44046;SY048599;FT-0618161;D89216;EN300-7124629;W-107875;4-Chloro-alpha-methylstyrene, 98%, contains 100 ppm tert-butylcatechol as stabilizer

Chemical Property of 4-Chloro-alpha-methylstyrene

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 0.333mmHg at 25°C
• Melting Point: 3.5ºC
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 206.866 °C at 760 mmHg
• Flash Point: 73.889 °C
• PSA: 0.00000
• Density: 1.037 g/cm³
• LogP: 3.37310
• Storage Temp.: 0-6°C
• Water Solubility.: Soluble in water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 152.0392780
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-4-prop-1-en-2-ylbenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Chloro-alpha-methylstyrene

There total 33 articles about 4-Chloro-alpha-methylstyrene 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: 99.0%

Methyltriphenylphosphonium bromide (1779-49-3) + para-chloroacetophenone (99-91-2) → 1-chloro-4-(1-methylethenyl)-benzene (1712-70-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Inert atmosphere;

para-chloroacetophenone; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.202100889

Reference yield: 88.0%

trimethylaluminum (75-24-1) + 4-chloro-benzoyl chloride (122-01-0) → 1-chloro-4-(1-methylethenyl)-benzene (1712-70-5)

Guidance literature:

With bis-diphenylphosphinomethane; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01059

Reference yield: 85.0%

methyl-triphenylphosphonium iodide (2065-66-9) + para-chloroacetophenone (99-91-2) → 1-chloro-4-(1-methylethenyl)-benzene (1712-70-5)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

para-chloroacetophenone; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/cmdc.202000007

upstream raw materials:

4-chlorocumyl alcohol

acetic anhydride

bromobenzene

isopropenylmagnesium bromide

Downstream raw materials:

2-acetoxy-1-nitro-2-(4-chlorophenyl)propane

4-chlorocumyl alcohol

(E)-1-chloro-4-(1-nitroprop-1-en-2-yl) benzene

1-chloro-4-[(1S)-1-methyl-2-nitroethyl]benzene

Refernces

• 1、 Benkeser et al.. "". . p. 3984,3987. Retrieved 1963.
• 2、 Pirola, Margherita,Faverio, Chiara,Orlandi, Manuel,Benaglia, Maurizio. "Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles". supporting information. p. 10247 - 10250. Retrieved 2021/06/18.
• 3、 Tang, Hai-Jun,Zhang, Bin,Xue, Fei,Feng, Chao. "Visible-Light-Induced Meerwein Fluoroarylation of Styrenes". supporting information. p. 4040 - 4044. Retrieved 2021/05/26.