3-Methylbenzyl chloride

Base Information

• Chemical Name: 3-Methylbenzyl chloride
• CAS No.: 620-19-9
• Molecular Formula: C8H9Cl
• Molecular Weight: 140.612
• Hs Code.: 29036990
• European Community (EC) Number: 210-628-9
• NSC Number: 76592
• UNII: 771291VTT8
• DSSTox Substance ID: DTXSID60211034
• Nikkaji Number: J1.671C
• Wikidata: Q27266528
• Mol file: 620-19-9.mol

Synonyms:3-Methylbenzyl chloride;620-19-9;1-(chloromethyl)-3-methylbenzene;m-Xylyl chloride;m-Methylbenzyl chloride;3-Methylbenzylchloride;ALPHA-CHLORO-M-XYLENE;Benzene, 1-(chloromethyl)-3-methyl-;m-(Chloromethyl)toluene;3-(Chloromethyl)toluene;1-(chloromethyl)-3-methyl-benzene;m-Xylene, .alpha.-chloro-;3-methyl benzyl chloride;.alpha.-Chloro-m-xylene;m-Xylyl-.alpha.-chloride;m-Xylyl-alpha-chloride;NSC 76592;3-methylphenylmethyl chloride;1-Methyl-3-chloromethylbenzene;UNII-771291VTT8;EINECS 210-628-9;NSC-76592;771291VTT8;m-Xylylchlorid;3-metylbenzyl chloride;4-methyl benzyl chloride;m-Xylene, alpha-chloro-;.alpha.-Chloro-meta-xylene;SCHEMBL52147;1-Chloromethyl-3-methylbenzene;ghl.PD_Mitscher_leg0.1073;M-XYLYL CHLORIDE [MI];3-Methylbenzyl chloride, 98%;.OMEGA.-CHLORO-M-XYLENE;1-chloromethyl-3-methyl-benzene;LZBOHNCMCCSTJX-UHFFFAOYSA-;DTXSID60211034;NSC76592;STR01886;MFCD00000909;STL141071;AKOS000121524;FT-0629043;EN300-21165;E76481;A833539;W-105058;Q27266528;F2190-0260

Chemical Property of 3-Methylbenzyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.521mmHg at 25°C
• Melting Point: -41.95°C (estimate)
• Refractive Index: n20/D 1.535(lit.)
• Boiling Point: 197.9 °C at 760 mmHg
• Flash Point: 75.6 °C
• PSA: 0.00000
• Density: 1.054 g/cm³
• LogP: 2.73380
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Insoluble
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 140.0392780
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99%+ ^*data from raw suppliers

1-(Chloromethyl)-3-methylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi
• Statements: 34-36/37-36/37/38
• Safety Statements: 23-26-27-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)CCl
• Uses: Intermediate. 3-Methylbenzyl chloride is used as an organic light-emitting diode and as an intermediate in organic synthesis.

Technology Process of 3-Methylbenzyl chloride

There total 26 articles about 3-Methylbenzyl chloride 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: 88.0%

3-methylbenzyl alcohol (587-03-1) → 1-chloromethyl-3-methyl-benzene (620-19-9)

Guidance literature:

With thionyl chloride; In diethyl ether; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113861

Reference yield: 80.0%

m-tolyl aldehyde (620-23-5) → 1-chloromethyl-3-methyl-benzene (620-19-9)

Guidance literature:

With chloro-trimethyl-silane; trimethylsilan; In acetic acid methyl ester; at 0 ℃; for 4h;

DOI:10.1039/c5cy00067j

Reference yield: 75.0%

3-methylbenzyl Co(III)(dmgH)2py (36583-13-8) → 1-chloromethyl-3-methyl-benzene (620-19-9)

Guidance literature:

With chlorine; In chloroform; a solution of two equivalents of halogen added dropwise to a solution of organocobaloxime at room temperature under nitrogen in the dark; NMR, UV;

upstream raw materials:

N-chloro-succinimide

m-xylene

3-methylbenzyl alcohol

tetrachloromethane

Downstream raw materials:

2,4-dimethyl-1-(3-methylbenzyl)benzene

4-((3-methylbenzyl)oxy)benzoic acid

5-(3-methyl-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

1,4-bis(chloromethyl)-2-methylbenzene

Refernces

• 1、 Li, Zi-Hao,Fiser, Béla,Jiang, Biao-Lin,Li, Jian-Wei,Xu, Bao-Hua,Zhang, Suo-Jiang. "N -Hydroxyphthalimide/benzoquinone-catalyzed chlorination of hydrocarbon C-H bond using N -chlorosuccinimide". supporting information. p. 3403 - 3408. Retrieved 2019/04/01.
• 2、 Moretti, Florian,Poisson, Guillaume,Marsura, Alain. "Improved Halogenation of Methyl Aromatics and Methyl Heteroaromatics: Unexpected Reactivity of Tetrahalogeno-diphenylglycolurils". . p. 173 - 183. Retrieved 2016/05/19.