Bromoacetyl chloride

Base Information

• Chemical Name: Bromoacetyl chloride
• CAS No.: 22118-09-8
• Molecular Formula: C2H2BrClO
• Molecular Weight: 157.394
• Hs Code.: 29159000
• European Community (EC) Number: 244-790-7
• NSC Number: 97376
• DSSTox Substance ID: DTXSID80176636
• Nikkaji Number: J149.670K
• Wikidata: Q72451243
• Mol file: 22118-09-8.mol

Synonyms:Bromoacetyl chloride;22118-09-8;2-bromoacetyl chloride;Acetyl chloride, bromo-;bromoacetylchloride;MFCD00000724;bromo-acetyl chloride;monobromoacetic acid chloride;bromacetylchioride;bromacetylchloride;bromoacetylchioride;bromacetyl chloride;bromo-acetylchloride;C2H2BrClO;bromoacetic acid chloride;alpha-bromoacetyl chloride;Bromoacetyl chloride, 85%;Bromoacetyl chloride, 95%;SCHEMBL140291;SYZRZLUNWVNNNV-UHFFFAOYSA-;DTXSID80176636;AMY13645;NSC97376;STR09510;EINECS 244-790-7;Bromoacetyl chloride, >=95% (GC);NSC 97376;NSC-97376;AKOS000121194;AM85672;B0900;FT-0623221;D87897;J-014521

Chemical Property of Bromoacetyl chloride

Chemical Property:

• Appearance/Colour: Colorless transparent or light yellow liquid
• Vapor Pressure: 11.4mmHg at 25°C
• Refractive Index: n20/D 1.495
• Boiling Point: 126.999 °C at 760 mmHg
• Flash Point: 26.15 °C
• PSA: 17.07000
• Density: 1.891 g/cm³
• LogP: 1.14670
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.89775
• Heavy Atom Count: 5
• Complexity: 44.9

Purity/Quality:

98% ^*data from raw suppliers

Bromoacetyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(=O)Cl)Br
• Uses: Bromoacetyl chloride was used in the synthesis of α,α-disubstituted thioisomünchnones. It was also used in the preparation of 1,3-dibromoacetone.

Technology Process of Bromoacetyl chloride

There total 5 articles about Bromoacetyl chloride 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: 95.23%

bromoacetic acid (79-08-3) → 2-bromoacetyl chloride (22118-09-8)

Guidance literature:

With thionyl chloride; for 2h; Reflux; Inert atmosphere;

DOI:10.1007/s11164-014-1615-8

Reference yield:

bromoacetic anhydride (13094-51-4) + dichloro(fluoro)(phenyl)silane (368-44-5) → 2-bromoacetyl chloride (22118-09-8) + PhSiFClOC(O)CH2Br (1344680-40-5)

Guidance literature:

at 20 ℃;

DOI:10.1134/S0012500811080015

Reference yield:

benzoyl chloride (98-88-4) + bromoacetic acid (79-08-3) → 2-bromoacetyl chloride (22118-09-8)

Guidance literature:

upstream raw materials:

1,1-bromochloroethylene

benzoyl chloride

bromoacetic acid

bromoacetic anhydride

Downstream raw materials:

2-bromo-N-methyl-N-(4-nitrophenyl)acetamide

2-bromo-N-p-tolylacetamide

trans-3-bromo-1,4-diphenylazetidin-2-one

C₂₃H₂₆N₂O₃S

Refernces

• 1、 Kutty, Samuel K.,Barraud, Nicolas,Pham, Amy,Iskander, George,Rice, Scott A.,Black, David Stc.,Kumar, Naresh. "Design, synthesis, and evaluation of fimbrolide-nitric oxide donor hybrids as antimicrobial agents". . p. 9517 - 9529. Retrieved 2013.
• 2、 Kaur, Gurinderjit,Kaur, Harleen,Kaur, Pardeep,Sharma, Sunita,Singh, Ravneet. "Synthesis and Fungitoxic Evaluation of Acylamino-1,2,4-Triazoles". . p. 389 - 395. Retrieved 2021/11/22.
• 3、 Wang, Zhao,Yu, Zhao,Kang, Dongwei,Zhang, Jian,Tian, Ye,Daelemans, Dirk,De Clercq, Erik,Pannecouque, Christophe,Zhan, Peng,Liu, Xinyong. "Design, synthesis and biological evaluation of novel acetamide-substituted doravirine and its prodrugs as potent HIV-1 NNRTIs". . p. 447 - 456. Retrieved 2019/01/04.