2-Methylbenzyl chloride

Base Information

• Chemical Name: 2-Methylbenzyl chloride
• CAS No.: 552-45-4
• Molecular Formula: C8H9Cl
• Molecular Weight: 140.612
• Hs Code.: 29036990
• European Community (EC) Number: 209-013-8
• UN Number: 1993
• UNII: EQT3V044TW
• DSSTox Substance ID: DTXSID5044441
• Nikkaji Number: J2.652B
• Wikidata: Q15632731
• ChEMBL ID: CHEMBL3183322
• Mol file: 552-45-4.mol

Synonyms:2-Methylbenzyl chloride;552-45-4;1-(Chloromethyl)-2-methylbenzene;ALPHA-CHLORO-O-XYLENE;o-Xylyl chloride;o-Methylbenzyl chloride;1-Chloromethyl-2-methyl-benzene;o-(Chloromethyl)toluene;2-(Chloromethyl)toluene;Benzene, 1-(chloromethyl)-2-methyl-;Benzene, (chloromethyl)methyl-;o-Xylene, .alpha.-chloro-;omega-Chloro-o-xylene;o-Xylyl-alpha-chloride;.alpha.-Chloro-o-xylene;.omega.-Chloro-o-xylene;o-Xylene, alpha-chloro-;o-Xylyl-.alpha.-chloride;UNII-EQT3V044TW;EQT3V044TW;DTXSID5044441;HSDB 2681;EINECS 209-013-8;26519-66-4;99765-61-4;1-(Chloromethyl)-2-Methyl-Benzene;o-Xylylchlorid;o-chloromethyltoluene;MFCD00000899;alpha-chloro o-xylene;alpha-chloro-orthoxylene;2-methyl-benzyl chloride;Xylene, .alpha.-chloro-;2-CH3C6H4CH2Cl;.alpha.-Chloro-ortho-xylene;SCHEMBL52225;Chloromethyl)-2-methylbenzene;1-Chloromethyl-2-methylbenzene;1-methyl-2-chloromethylbenzene;O-XYLYL CHLORIDE [MI];2-Methylbenzyl chloride, 99%;CHEMBL3183322;DTXCID3024441;Tox21_302160;STL141068;AKOS000121523;NCGC00255750-01;AM100941;AS-10899;CAS-552-45-4;BB 0267833;FT-0632374;EN300-21164;A26507;Q15632731;F2190-0256;1-(Chloromethyl)-2-methyl-benzen;8-METHOXYPYRENE-1,3,6-TRISULFONICACIDTRISODIUMSALT

Chemical Property of 2-Methylbenzyl chloride

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Melting Point: -2 °C
• Refractive Index: n20/D 1.541(lit.)
• Boiling Point: 201.3 °C at 760 mmHg
• Flash Point: 76 °C
• PSA: 0.00000
• Density: 1.054 g/cm³
• LogP: 2.73380
• Storage Temp.: 0-6°C
• Solubility.: soluble in Ether
• 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
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

o-Chloromethyltoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xn
• Hazard Codes: C,Xn
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: CC1=CC=CC=C1CCl

Technology Process of 2-Methylbenzyl chloride

There total 46 articles about 2-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: 85.0%

2-methylphenyl aldehyde (529-20-4) → 1-chloromethyl-2-methylbenzene (552-45-4)

Guidance literature:

With chloro-trimethyl-silane; trimethylsilan; In acetic acid methyl ester; at 50 ℃; for 1h;

DOI:10.1039/c5cy00067j

Reference yield: 81.8%

o-xylene (95-47-6) → 1-chloromethyl-2-methylbenzene (552-45-4)

Guidance literature:

With chlorine; UV-irradiation;

DOI:10.1081/SCC-120017132

Reference yield: 62.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 1-methyl-2,4-bis(chloromethyl)benzene (2735-05-9) + 1-chloromethyl-2-methylbenzene (552-45-4) + 4-Methylbenzyl chloride (104-82-5)

Guidance literature:

With hydrogenchloride; 1-ethyl-3-methylimidazolium hexafluorophosphate; at 70 ℃; for 5h; Ionic liquid;

DOI:10.4067/S0717-97072013000400063

upstream raw materials:

N-chloro-succinimide

o-xylene

2-methyl-benzyl alcohol

formaldehyd

Downstream raw materials:

1-(2-Methylbenzyl)-isochinolin

1-(2-methyl-benzyl)-1H-benzo[d][1,2,3]triazole

diethyl 2-(2-methylbenzyl)-malonate

2-methylbenzyl 4-methylbenzyl sulfide

Refernces

• 1、 -. "Synthesis method of 3-isochromanone". Paragraph 0033; 0042-0045; 0056-0059; 0070-0073. . Retrieved 2021/01/04.
• 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.