3-bromopropiophenone

Base Information

• Chemical Name: 3-bromopropiophenone
• CAS No.: 29636-75-7
• Molecular Formula: C9H9 Br O
• Molecular Weight: 213.074
• DSSTox Substance ID: DTXSID30952104
• Nikkaji Number: J286.916K
• Wikidata: Q82930617
• Mol file: 29636-75-7.mol

Synonyms:Propiophenone,3-bromo- (6CI,8CI); 2-Bromoethyl phenyl ketone; 3-Bromo-1-phenyl-1-propanone;3-Bromopropiophenone; b-Bromopropiophenone

Chemical Property of 3-bromopropiophenone

Chemical Property:

• Vapor Pressure: 0.00408mmHg at 25°C
• Melting Point: 58-59 °C
• Boiling Point: 271°Cat760mmHg
• Flash Point: 79.6°C
• PSA: 105.80000
• Density: 1.386g/cm³
• LogP: -2.06220
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

β-romopropiophenone;3-Bromo-1-phenyl-propan-1-one 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CCBr

Technology Process of 3-bromopropiophenone

There total 17 articles about 3-bromopropiophenone 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: 94.0%

3-Bromopropionyl chloride (15486-96-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 3-bromo-1-phenylpropan-1-one (29636-75-7)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c5cc05808b

Reference yield: 71.0%

1-phenylcyclopropan-1-ol (29526-96-3) → 3-bromo-1-phenylpropan-1-one (29636-75-7)

Guidance literature:

With ammonium cerium(IV) nitrate; sodium bromide; In water; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/ol070159h

Reference yield: 68.0%

1-Bromo-3-phenylpropane (637-59-2) → 3-bromo-1-phenylpropan-1-one (29636-75-7)

Guidance literature:

With oxygen; uranyl(VI) acetate dihydrate; In acetone; at 20 ℃; under 760.051 Torr; Schlenk technique; Irradiation;

DOI:10.1039/d1gc04042a

upstream raw materials:

3-Bromopropionyl chloride

benzene

Phenyl vinyl ketone

3-Bromopropionic acid

Downstream raw materials:

1-(1-imidazolyl)-3-phenyl-propan-3-one

imidazole hydrobromide

N-Benzyl-2-[(3-oxo-3-phenyl-propyl)-(toluene-4-sulfonyl)-amino]-acetamide

N,N-Dimethyl-2-[(3-oxo-3-phenyl-propyl)-(toluene-4-sulfonyl)-amino]-acetamide

Refernces

• 1、 Hu, Deqing,Jiang, Xuefeng. "Stepwise benzylic oxygenation via uranyl-photocatalysis". supporting information. p. 124 - 129. Retrieved 2022/01/19.
• 2、 An, Sejin,Moon, Da Yoon,Park, Bong Ser. "Solvent free, light induced 1,2-bromine shift reaction of α-bromo ketones". . p. 6922 - 6928. Retrieved 2018/10/24.