1-(Chloromethyl)-4-vinylbenzene

Base Information

• Chemical Name: 1-(Chloromethyl)-4-vinylbenzene
• CAS No.: 1592-20-7
• Molecular Formula: C9H9Cl
• Molecular Weight: 152.623
• Hs Code.: 29039990
• European Community (EC) Number: 216-471-2
• UNII: CJL4OJ6BS0
• DSSTox Substance ID: DTXSID2061808
• Nikkaji Number: J91.309J
• Wikipedia: 4-Vinylbenzyl_chloride
• Wikidata: Q28096079
• Mol file: 1592-20-7.mol

Synonyms:4-Vinylbenzyl chloride;1592-20-7;1-(Chloromethyl)-4-vinylbenzene;1-(chloromethyl)-4-ethenylbenzene;4-(Chloromethyl)styrene;4-Chloromethylstyrene;Benzene, 1-(chloromethyl)-4-ethenyl-;p-vinylbenzyl chloride;CJL4OJ6BS0;EINECS 216-471-2;MFCD00051362;4-Vinylbenzyl chloride,contains 0.1% total stabilizer;p-chloromethylstyrene;4-vinyl benzylchloride;p-(chloromethyl)styrene;(4-vinylbenzyl)chloride;4-vinyl benzyl chloride;UNII-CJL4OJ6BS0;SCHEMBL35299;1-chloromethyl-4-vinylbenzene;4-Vinylbenzyl chloride, 90%;1-(chloromethyl)4-vinylbenzene;DTXSID2061808;1-(chloromethyl)-4-ethenyl-benzen;Vinylbenzyl Chloride (vbc) Monomer;AMY40230;1-(Chloromethyl)-4-vinylbenzene #;STL183304;AKOS006221481;FS-4211;C1792;FT-0658977;D78363;Vinylbenzylchloride;(4-Vinylbenzyl chloride);J-017738;W-107987;1-(Chloromethyl)-4-vinylbenzene, 500 ppm t-Butylcatechol inhibitor;4-Chloromethylstyrene, 90% stabilized with TBC+ONP+o-nitrocresol;4-(Chloromethyl)styrene (stabilized with TBC + ONP + 2-Nitro-p-cresol);1-(Chloromethyl)-4-vinylbenzene (stabilised with TBC + ONP + 2-Nitro-p-cresol);4-Vinylbenzyl chloride, technical, >=90% (GC), contains 0.1% total stabilizer

Chemical Property of 1-(Chloromethyl)-4-vinylbenzene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1 mm Hg ( 56.1 °C)
• Refractive Index: n20/D 1.572(lit.)
• Boiling Point: 228.9 °C at 760 mmHg
• Flash Point: 90.4 °C
• PSA: 0.00000
• Density: 1.066 g/cm³
• LogP: 3.06840
• Storage Temp.: −20°C
• Water Solubility.: Insoluble in water
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 152.0392780
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

95% ^*data from raw suppliers

4-(Chloromethyl)styrene(~0.1%TBCstabilizer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-43-21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C=CC1=CC=C(C=C1)CCl
• Uses: Component of ion exchange resins, photo-resist polymers, cross-linkable fibers, coupling agents and electroconducting polymers.Starter for various copolymer preparations.Dual functional monomer. Readily derivatized by chloride displacement.

Technology Process of 1-(Chloromethyl)-4-vinylbenzene

There total 16 articles about 1-(Chloromethyl)-4-vinylbenzene 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: 95.0%

p-chloromethyl-α-bromoethylbenzene (35793-35-2) → 4-Vinylbenzyl chloride (1592-20-7,29296-32-0)

Guidance literature:

With 18-crown-6 ether; potassium hydroxide; In toluene; at 40 ℃; for 4h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 84.0%

(4-vinyl-phenyl)-methanol (1074-61-9) → 4-Vinylbenzyl chloride (1592-20-7,29296-32-0)

Guidance literature:

With oxalyl dichloride; Tropone; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ol5003972

Reference yield: 83.0%

1-(2-chloroethyl)-4-(chloromethyl)benzene (53459-40-8) → 4-Vinylbenzyl chloride (1592-20-7,29296-32-0)

Guidance literature:

With 4-tert-Butylcatechol; sodium t-butanolate; In tetrahydrofuran; at 30 ℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere;

upstream raw materials:

4-ethylbenzylchloride

p-chloromethyl-2-bromoethylbenzene

1-(4-chloromethylphenyl)ethanol

1-ethenyl-4-methylbenzene

Downstream raw materials:

p-vinylbenzyl 1-H-pyrrole-3-carboxylate

p-vinylbenzylamine

1-(4-chloromethyl phenyl)-2,2-dichloropropane

3-methyl-1-(4-vinyl-benzyl)-1H-indole

Refernces

• 1、 Arshady et al.. "". . p. 2911,2916. Retrieved 1976.
• 2、 -. "Synthesis method of p-chloromethyl styrene". Paragraph 0043; 0046. . Retrieved 2019/11/25.
• 3、 Haubenreisser, Stefan,W?ste, Thorsten H.,Martnez, Claudio,Ishihara, Kazuaki,Muiz, Kilian. "Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions". supporting information. p. 413 - 417. Retrieved 2016/01/25.