2-Methylbenzyl bromide

Base Information

• Chemical Name: 2-Methylbenzyl bromide
• CAS No.: 89-92-9
• Molecular Formula: C8H9Br
• Molecular Weight: 185.063
• Hs Code.: 29036990
• European Community (EC) Number: 201-951-6
• NSC Number: 60145
• UNII: 3NDQ4L309U
• DSSTox Substance ID: DTXSID00870422
• Nikkaji Number: J4.311G
• Wikidata: Q27257752
• Mol file: 89-92-9.mol

Synonyms:o-Xylene, a-bromo- (6CI,7CI,8CI);1-(Bromomethyl)-2-methylbenzene;2-(Bromomethyl)toluene;2-Methylbenzylbromide;2-Xylyl bromide;NSC 60145;o-(Bromomethyl)toluene;o-Methylbenzylbromide;o-Xylyl bromide;a-Bromo-o-xylene;

Chemical Property of 2-Methylbenzyl bromide

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Melting Point: 16-20 °C(lit.)
• Refractive Index: n20/D 1.575(lit.)
• Boiling Point: 223.5 °C at 760 mmHg
• Flash Point: 82.2 °C
• PSA: 0.00000
• Density: 1.368 g/cm³
• LogP: 2.88990
• Storage Temp.: 2-8°C
• Water Solubility.: practically insoluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 183.98876
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99% ^*data from raw suppliers

1-(Bromomethyl)-2-methyl-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 36/37/38-34-20/21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: CC1=CC=CC=C1CBr

Technology Process of 2-Methylbenzyl bromide

There total 21 articles about 2-Methylbenzyl bromide 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: 100.0%

2-methyl-benzyl alcohol (89-95-2) → 2-methylbenzyl bromide (89-92-9)

Guidance literature:

With bromine; triphenylphosphine; In dichloromethane; at -78 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.202001905

Reference yield: 98.0%

o-xylene (95-47-6) → 2-methylbenzyl bromide (89-92-9)

Guidance literature:

With bromine; In tetrachloromethane; Solvent;

DOI:10.1039/c4ra10557e

Reference yield: 83.0%

2-methylphenyl aldehyde (529-20-4) → 2-methylbenzyl bromide (89-92-9)

Guidance literature:

With isopinocampheyl-boron dibromide dimethylsulfide complex; In hexane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)00811-X

upstream raw materials:

bromocyane

(4-chloro-benzyl)-methyl-(2-methyl-benzyl)-amine

o-xylene

2-methyl-benzyl alcohol

Downstream raw materials:

1-methyl-2-(piperidin-1-ylmethyl)benzene

1-(2-methylbenzyl)piperazine

4-[(2-methylphenyl)methyl]pyridine

2-[(2-methylphenyl)methyl]pyridine

Refernces

• 1、 Houle, Camille,Savoie, Paul R.,Davies, Clotilde,Jardel, Damien,Champagne, Pier Alexandre,Bibal, Brigitte,Paquin, Jean-Fran?ois. "Thiourea-Catalyzed C?F Bond Activation: Amination of Benzylic Fluorides". supporting information. p. 10620 - 10625. Retrieved 2020/07/24.
• 2、 Wu, Xi-Shan,Wang, Rui,Xing, Yan-Li,Xue, Xiao-Qian,Zhang, Yan,Lu, Yong-Zhi,Song, Yu,Luo, Xiao-Yu,Wu, Chun,Zhou, Yu-Lai,Jiang, Jian-Qin,Xu, Yong. "Discovery and structural optimization of 4-(4-(benzyloxy)phenyl)-3,4-dihydropyrimidin-2(1H)-ones as RORc inverse agonists". . p. 1516 - 1524. Retrieved 2016/11/11.