1-Bromo-3-phenyl-2-propanone

Base Information

• Chemical Name: 1-Bromo-3-phenyl-2-propanone
• CAS No.: 20772-12-7
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• European Community (EC) Number: 821-038-1
• DSSTox Substance ID: DTXSID10466890
• Nikkaji Number: J659.612F
• Wikidata: Q82293547
• Mol file: 20772-12-7.mol

Synonyms:20772-12-7;1-BROMO-3-PHENYLPROPAN-2-ONE;1-bromo-3-phenyl-2-propanone;2-Propanone, 1-bromo-3-phenyl-;1-bromo-3-phenylacetone;SCHEMBL1892394;DTXSID10466890;CIFGSVFCDAILNK-UHFFFAOYSA-N;MFCD11847200;AKOS017562101;AB92150;EN300-193391;A814868;1-bromo-3-phenylpropan-2-one;1-Bromo-3-phenyl-2-propanone

Chemical Property of 1-Bromo-3-phenyl-2-propanone

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Melting Point: 58 °C
• Boiling Point: 270.941oC at 760 mmHg
• Flash Point: 79.57oC
• PSA: 17.07000
• Density: 1.429g/cm3
• LogP: 2.19310
• XLogP3: 2.2
• 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:

95%+ ^*data from raw suppliers

1-Bromo-3-phenyl-2-propanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)CBr
• Uses: 1-bromo-3-phenylpropan-2-one, can be used as an intermediate in the synthesis of a variety of pharmaceutical agents such as tyrosine kinase inhibitors and antiangiogenic agents.

Technology Process of 1-Bromo-3-phenyl-2-propanone

There total 23 articles about 1-Bromo-3-phenyl-2-propanone 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%

CH2Cl2-Hexane + phenylacetyl chloride (103-80-0) + diazomethyl-trimethyl-silane (18107-18-1) → 1-bromo-3-phenyl-2-propanone (20772-12-7)

Guidance literature:

With hydrogen bromide; In hexane; acetic acid; acetonitrile;

Reference yield: 91.0%

1-Phenyl-3-(trimethylsilyl)propan-2-one (95547-16-3) → 1-bromo-3-phenyl-2-propanone (20772-12-7) + 1-phenyl-acetone (103-79-7,136675-26-8)

Guidance literature:

With bromine; In tetrachloromethane; Yields of byproduct given; 1.) -20 deg C, 2.) room temperature;

Reference yield: 85.0%

1-phenyl-acetone (103-79-7,136675-26-8) → 1,3-dibromo-1-phenyl-2-propenone (54210-98-9) + 1-bromo-1-phenyl-2-propanone (23022-83-5) + 1-bromo-3-phenyl-2-propanone (20772-12-7)

Guidance literature:

1-phenyl-acetone; With bromine; In acetic acid; at 20 ℃; for 6h;

With acetone; at 20 ℃; for 30h;

DOI:10.1021/ol0271638

upstream raw materials:

1-bromo-3-phenylpropan-2-ol

diazomethane

phenylacetyl chloride

allylbenzene

Downstream raw materials:

benzyl carbamate

4-benzyl-2-dimethylaminothiazole

N-Methyl-N-(2-oxo-3-phenyl-propyl)-formamide

1-(3-methoxy-phenoxy)-3-phenyl-acetone

Refernces

• 1、 -. "PYRROLO [2,3-B]PYRIDINE-3-CARBOXAMIDE COMPOSITIONS AND METHODS FOR AMELIORATING HEARING LOSS". Paragraph 00198; 00200. . Retrieved 2021/08/13.
• 2、 -. "POLYCYCLIC COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF RAPIDLY ACCELERATED FIBROSARCOMA POLYPEPTIDES". Paragraph 1414; 1415. . Retrieved 2020/03/29.