4-Methylbenzyl chloride

Base Information

• Chemical Name: 4-Methylbenzyl chloride
• CAS No.: 104-82-5
• Molecular Formula: C8H9Cl
• Molecular Weight: 140.612
• Hs Code.: 29036990
• European Community (EC) Number: 203-241-1
• NSC Number: 46590
• UNII: 858830J11H
• DSSTox Substance ID: DTXSID2051477
• Nikkaji Number: J3.233F
• Wikidata: Q27269610
• Mol file: 104-82-5.mol

Synonyms:4-methylbenzyl chloride

Chemical Property of 4-Methylbenzyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 0.504mmHg at 25°C
• Melting Point: 4 °C(lit.)
• Refractive Index: n20/D 1.533(lit.)
• Boiling Point: 198.6 °C at 760 mmHg
• Flash Point: 75.6 °C
• PSA: 0.00000
• Density: 1.054 g/cm³
• LogP: 2.73380
• Storage Temp.: 2-8°C
• Sensitive.: Lachrymatory
• 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: 72.6

Purity/Quality:

99% ^*data from raw suppliers

α-Chloro-p-methyltoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37/38-22
• Safety Statements: 26-27-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: CC1=CC=C(C=C1)CCl

Technology Process of 4-Methylbenzyl chloride

There total 76 articles about 4-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: 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

Reference yield: 35.0%

p-methylbenzyltri-n-butyl-stannane (74260-32-5) → 4-Methylbenzyl alcohol (589-18-4) + 4-methyl-benzaldehyde (104-87-0) + 4-Methylbenzyl chloride (104-82-5)

Guidance literature:

With C₂H₂Cl₂F₃O₂V; In tert-butyl alcohol; at 50 ℃; for 3h;

DOI:10.1016/S0040-4039(01)00083-1

Reference yield:

N-(p-methylbenzyl)-O-benzyl-N-nitrosohydroxylamine (146085-66-7) → N-(p-methylbenzyl)hydroxylamine (16814-17-8) + 4-methyl-benzaldehyde (104-87-0) + benzyl chloride (100-44-7) + 4-Methylbenzyl chloride (104-82-5)

Guidance literature:

With hydrogenchloride; for 5h; Further byproducts given; Heating;

DOI:10.1016/S0040-4020(01)89037-2

upstream raw materials:

1,3,5-Trioxan

toluene

N-chloro-succinimide

para-xylene

Downstream raw materials:

para-methylbenzylamine

(+/-)-2-(4-methylbenzyl)cyclohexanone

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

1-(4-methylphenyl)-2-(naphth-1-yl)ethene

Refernces

• 1、 Rueggeberg,Ginsburg,Frantz. "-". . p. 2154. Retrieved 1945.
• 2、 Shacklett,Smith. "-". . p. 766. Retrieved 1951.
• 3、 Bucos, Madalina,Villalonga-Barber, Carolina,Micha-Screttas, Maria,Steele, Barry R.,Screttas, Constantinos G.,Heropoulos, Georgios A.. "Microwave assisted solid additive effects in simple dry chlorination reactions with n-chlorosuccinimide". . p. 2061 - 2065. Retrieved 2010.
• 4、 Bai, Ling Ling,Zhou, Yong Hao,Wang, Xiu Li,Yuan, Si Guo,Wu, Xian Li. "Facile synthesis of hypercrosslinked resin via photochlorination of p-xylene and succedent alkylation polymerization". . p. 1115 - 1118. Retrieved 2011.
• 5、 Xie, Guangyong,Zheng, Qiong,Huang, Chi,Chen, Yuanyin. "Efficient synthesis of tolunitriles by selective ammoxidation". . p. 1103 - 1107. Retrieved 2003.
• 6、 Yan, Yu-Hang,Li, Wenfang,Chen, Wei,Li, Chao,Zhu, Kai-Rong,Deng, Ji,Dai, Qing-Qing,Yang, Ling-Ling,Wang, Zhenling,Li, Guo-Bo. "Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors". . . Retrieved 2021/11/17.
• 7、 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.