1-(2-Bromoethyl)-2-methylbenzene

Base Information

• Chemical Name: 1-(2-Bromoethyl)-2-methylbenzene
• CAS No.: 16793-90-1
• Molecular Formula: C9H11 Br
• Molecular Weight: 199.09
• Hs Code.: 2903999090
• European Community (EC) Number: 627-489-9
• DSSTox Substance ID: DTXSID60373661
• Nikkaji Number: J31.722E
• Wikidata: Q82161932
• Mol file: 16793-90-1.mol

Synonyms:1-(2-bromoethyl)-2-methylbenzene;16793-90-1;2-methylphenethyl bromide;Benzene, 1-(2-bromoethyl)-2-methyl-;1-(2-bromo-ethyl)-2-methyl-benzene;2-(2-Bromoethyl)toluene;2-methylphenethylbromide;SCHEMBL933622;2-Methylphenethyl bromide, 97%;DTXSID60373661;PZXWZXNXBNIAHO-UHFFFAOYSA-N;MFCD04117467;AKOS011895052;AM82901;FS-6509;CS-0217103;FT-0749721;EN300-675172;F19986;A928029;J-010414

Chemical Property of 1-(2-Bromoethyl)-2-methylbenzene

Chemical Property:

• Vapor Pressure: 0.111mmHg at 25°C
• Refractive Index: n20/D 1.5571
• Boiling Point: 228.4°C at 760 mmHg
• Flash Point: >110°C
• PSA: 0.00000
• Density: 1.179 g/mL at 25 °C
• LogP: 2.93240
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 198.00441
• Heavy Atom Count: 10
• Complexity: 90.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methylphenethyl bromide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-51/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1CCBr

Technology Process of 1-(2-Bromoethyl)-2-methylbenzene

There total 13 articles about 1-(2-Bromoethyl)-2-methylbenzene 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: 91.0%

o-methylphenylacetic acid (644-36-0) → 1-(2-bromoethyl)-2-methylbenzene (16793-90-1)

Guidance literature:

With trimethylsilyl bromide; 1,1,3,3-Tetramethyldisiloxane; indium tribromide; In chloroform; at 60 ℃; for 1h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol302168q

Reference yield: 87.0%

o-methylphenylacetic acid (644-36-0) → 1-(2-bromoethyl)-2-methylbenzene (16793-90-1) + 2-(2-methylphenyl)-1-chloroethane (39199-37-6)

Guidance literature:

With indium(III) bromide; Hexamethyldisiloxane; copper dichloride; In 1,2-dichloro-ethane; at 60 ℃; Sealed tube; Inert atmosphere;

DOI:10.1021/jo501912v

Reference yield: 80.0%

o-methylphenylacetic acid (644-36-0) → 2-o-tolylethanol (19819-98-8) + 1-(2-bromoethyl)-2-methylbenzene (16793-90-1)

Guidance literature:

With hydrogenchloride; indium(III) bromide; Hexamethyldisiloxane; In 1,4-dioxane; chloroform; at 60 ℃; Sealed tube; Inert atmosphere;

DOI:10.1021/jo501912v

upstream raw materials:

2-o-tolylethanol

1-(2-Brom-ethyl)-2-triphenylphosphoniomethyl-benzol-bromid

9,9-Dibrom-bicyclo<6.1.0>-2-nonen

1-(2-bromo-ethyl)-2-bromomethyl-benzene

Downstream raw materials:

methyl-(2-methyl-phenethyl)-malonic acid diethyl ester

C₁₈H₂₂Se₂

5-(2-tolyl)pentan-2-one

methyl-(2-methyl-phenethyl)-malonic acid

Refernces

• 1、 Cui, Hai-Bo,Xie, Ling-Zhi,Wan, Nan-Wei,He, Qing,Li, Zhi,Chen, Yong-Zheng. "Cascade bio-hydroxylation and dehalogenation for one-pot enantioselective synthesis of optically active β-halohydrins from halohydrocarbons". supporting information. p. 4324 - 4328. Retrieved 2019/08/21.
• 2、 Sakai, Norio,Nakajima, Takumi,Yoneda, Shinichiro,Konakahara, Takeo,Ogiwara, Yohei. "Gallium-catalyzed reductive chlorination of carboxylic acids with copper(II) chloride". . p. 10619 - 10623. Retrieved 2015/02/19.