2-Bromo-1-(o-tolyl)ethanone

Base Information

• Chemical Name: 2-Bromo-1-(o-tolyl)ethanone
• CAS No.: 51012-65-8
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Hs Code.: 2914700090
• European Community (EC) Number: 808-002-0
• DSSTox Substance ID: DTXSID60497957
• Nikkaji Number: J2.400.404J
• Wikidata: Q72446528
• Mol file: 51012-65-8.mol

Synonyms:51012-65-8;2-bromo-1-(o-tolyl)ethanone;2'-Methylphenacyl bromide;2-bromo-1-(2-methylphenyl)ethanone;2-bromo-1-(2-methylphenyl)ethan-1-one;2-Methylphenacyl bromide;2-Bromo-1-o-tolyl-ethanone;2-Bromo-1-o-tolylethanone;2-bromo-2'-methylacetophenone;2-bromo-1-(o-tolyl)ethan-1-one;MFCD04038955;Ethanone, 2-bromo-1-(methylphenyl)-;2-(Bromoacetyl)toluene;o-Methylphenacyl bromide;2-methyl phenacylbromide;SCHEMBL168885;2'-Methyl-2-bromoacetophenone;2-bromo-2'-methyl acetophenone;Bromomethyl 2-methylphenyl ketone;DTXSID60497957;XMGAXELQRATLJP-UHFFFAOYSA-N;o-methyl-2-bromo-1-phenyl-ethanone;AKOS000210548;Ethanone, 2-bromo-1-(2-methylphenyl)-;1-bromo-2-(2-methylphenyl)-2-oxoethane;AM808057;AS-18388;SY031990;B4750;CS-0029521;FT-0648600;EN300-43734;2-Bromo-2 inverted exclamation mark -methylacetophenone

Chemical Property of 2-Bromo-1-(o-tolyl)ethanone

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 257.251 °C at 760 mmHg
• Flash Point: 69.85 °C
• PSA: 17.07000
• Density: 1.416 g/cm³
• LogP: 2.57260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

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

2-Bromo-1-(o-tolyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)CBr
• Uses: 2-Bromo-2'-methylacetophenone is an aromatic building block for proteomics research.

Technology Process of 2-Bromo-1-(o-tolyl)ethanone

There total 9 articles about 2-Bromo-1-(o-tolyl)ethanone 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%

ortho-toluoyl chloride (933-88-0) + diazomethyl-trimethyl-silane (18107-18-1) → 2-bromo-1-o-tolylethanone (51012-65-8)

Guidance literature:

With hydrogen bromide; In hexane; water; ethyl acetate; acetonitrile;

Reference yield: 90.0%

2-Methylacetophenone (577-16-2,122382-54-1) → 2,2-dibromo-1-(o-tolyl)ethan-1-one (65523-96-8) + 2-bromo-1-o-tolylethanone (51012-65-8)

Guidance literature:

With N-Bromosuccinimide; silica gel; In methanol; for 0.283333h; chemoselective reaction; Reflux;

DOI:10.1016/j.cclet.2013.09.014

Reference yield: 77.0%

1-methyl-2-vinyl-benzene (611-15-4) → 2-bromo-1-o-tolylethanone (51012-65-8)

Guidance literature:

With ferric(III) bromide; oxygen; toluene-4-sulfonic acid; potassium bromide; In tert-butyl methyl ether; at 20 ℃; Irradiation; Green chemistry;

DOI:10.1002/cjoc.201900372

upstream raw materials:

carbon disulfide

aluminium trichloride

para-bromotoluene

acetyl chloride

Downstream raw materials:

3-oxo-3-(o-tolyl)propanenitrile

C₁₃H₁₃NO₃

methyl 2-cyano-4-(2-methylphenyl)-4-oxobutanoate

C₁₆H₁₃NOS₂

Refernces

• 1、 Moriyama, Katsuhiko,Hamada, Tsukasa,Nakamura, Yu,Togo, Hideo. "Catalytic dehydrogenative dual functionalization of ethers: Dealkylation-oxidation-bromination accompanied by C-O bond cleavage: Via aerobic oxidation of bromide". supporting information. p. 6565 - 6568. Retrieved 2017/07/10.
• 2、 Mohan Reddy, Bodireddy,Venkata Ramana Kumar, Velpula,Chinna Gangi Reddy, Nallagondu,Mahender Rao, Siripragada. "Silica gel catalyzed α-bromination of ketones using N-bromosuccinimide: An easy and rapid method". . p. 179 - 182. Retrieved 2014/02/14.