2-Bromo-3-methylbutanoyl chloride

Base Information

• Chemical Name: 2-Bromo-3-methylbutanoyl chloride
• CAS No.: 52574-82-0
• Molecular Formula: C₅H₈BrClO
• Molecular Weight: 199.475
• European Community (EC) Number: 827-062-9
• Nikkaji Number: J136.580K
• Mol file: 52574-82-0.mol

Synonyms:2-bromo-3-methylbutanoyl chloride;52574-82-0;alpha-Bromoisovalerylchloride;2-bromo-3-methylbutyryl chloride;alpha-bromoisovaleryl chloride;2-Bromo-3-methyl butyryl chloride;Bromisovalerylchlorid;a-Bromoisovaleroyl chloride;alpha-bromo-isovaleryl chloride;SCHEMBL1605284;2-bromo-3-methylbutanoylchloride;MVYUMPZRKNBHOP-UHFFFAOYSA-N;AKOS006275730;EN300-113888;27109-47-3

Chemical Property of 2-Bromo-3-methylbutanoyl chloride

Chemical Property:

• Boiling Point: 68 - 70 °C (29 mmHg)
• PSA: 17.07000
• LogP: 2.17130
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.94471
• Heavy Atom Count: 8
• Complexity: 92.4

Purity/Quality:

98%Min ^*data from raw suppliers

ALPHA-BROMOISOVALERYLCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)Cl)Br

Technology Process of 2-Bromo-3-methylbutanoyl chloride

There total 10 articles about 2-Bromo-3-methylbutanoyl 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: 100.0%

2-bromoisovaleric acid (10323-40-7,565-74-2) → 2-bromoisovaleryl chloride (27109-47-3,27318-02-1,66067-58-1,52574-82-0)

Guidance literature:

With thionyl chloride; for 2h; Cooling with ice; Reflux;

Reference yield:

2S-2-bromo-3-methylbutanoic acid (26782-75-2) → (S)-α-Bromoisopentanoic acid chloride (27318-02-1,27109-47-3,52574-82-0,66067-58-1)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 0 - 20 ℃; for 49h;

Reference yield:

isopentanoyl chloride (108-12-3) → 2-bromoisovaleryl chloride (27109-47-3,27318-02-1,66067-58-1,52574-82-0)

Guidance literature:

With bromine; at 80 ℃;

upstream raw materials:

2-bromoisovaleric acid

isopentanoyl chloride

bromine

oxalyl dichloride

Downstream raw materials:

2-bromo-3-methylbutyramide

bromisoval

2-(2-bromo-3-methylbutyryl)amino-4-fluorophenol

2-bromo-N-(3-chloro-2-hydroxyphenyl)-3-methylbutyramide

Refernces

• 1、 Xue, Xiaoqian,Zhang, Yan,Wang, Chao,Zhang, Maofeng,Xiang, Qiuping,Wang, Junjian,Wang, Anhui,Li, Chenchang,Zhang, Cheng,Zou, Lingjiao,Wang, Rui,Wu, Shuang,Lu, Yongzhi,Chen, Hongwu,Ding, Ke,Li, Guohui,Xu, Yong. "Benzoxazinone-containing 3,5-dimethylisoxazole derivatives as BET bromodomain inhibitors for treatment of castration-resistant prostate cancer". . p. 542 - 559. Retrieved 2018/05/24.
• 2、 Bera, Kalisankar,Satam, Nishikant S.,Namboothiri, Irishi N. N.. "Enantioselective synthesis of quaternary α-amino acids via l -tert-leucine-derived squaramide-catalyzed conjugate addition of α-nitrocarboxylates to enones". . p. 5670 - 5680. Retrieved 2016/07/14.