2-Bromopropanamide

Base Information

• Chemical Name: 2-Bromopropanamide
• CAS No.: 5875-25-2
• Molecular Formula: C3H6BrNO
• Molecular Weight: 151.991
• Hs Code.: 2924199090
• European Community (EC) Number: 820-237-0
• NSC Number: 402153
• UNII: 92W215G050
• DSSTox Substance ID: DTXSID101031970
• Nikkaji Number: J797.236I
• Wikidata: Q27271528
• Mol file: 5875-25-2.mol

Synonyms:2-Bromopropanamide;5875-25-2;2-Bromopropionamide;Propanamide, 2-bromo-;alpha-Bromopropionamide;C3H6BrNO;CCRIS 1817;Propionamide, 2-bromo-;NSC 402153;BRN 1720244;UNII-92W215G050;MFCD00012376;NSC-402153;92W215G050;bromo propionamide;2-bromo-propionamide;2-Bromopropionamide, 99%;(+/-) 2-bromopropanamide;(RS)-2-bromo-propionamide;C3-H6-Br-N-O;SCHEMBL310693;alpha-bromopropionic acid amide;.ALPHA.-BROMOPROPANAMIDE;Propanamide, 2-bromo- (9CI);.ALPHA.-BROMOPROPIONAMIDE;AMY7273;DTXSID101031970;NSC402153;AKOS015894294;2-BROMOPROPANAMIDE, (+/-)-;SB76072;AS-19406;SY106825;LS-124070;CS-0139914;FT-0635893;D71122;EN300-136868;A869375;Q27271528

Chemical Property of 2-Bromopropanamide

Chemical Property:

• Vapor Pressure: 0.0244mmHg at 25°C
• Melting Point: 123-125 °C(lit.)
• Refractive Index: 1.5
• Boiling Point: 248.3 °C at 760 mmHg
• PKA: 14.79±0.50(Predicted)
• Flash Point: 104 °C
• PSA: 43.09000
• Density: 1.644g/cm³
• LogP: 0.95540
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Benzene (Slightly), Chloroform (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.96328
• Heavy Atom Count: 6
• Complexity: 63.8

Purity/Quality:

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

2-Bromopropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)N)Br
• Uses: 2-Bromopropanamide is a reagent used in the preparation of arylamines via amination of phenols, synthesis of phenylurea derivatives as potent antitumor agents..

Technology Process of 2-Bromopropanamide

There total 4 articles about 2-Bromopropanamide 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: 85.0%

2-bromopropionitrile (19481-82-4) → 2-bromo-propionic acid amide (5875-25-2)

Guidance literature:

With [2,2]bipyridinyl; water; palladium diacetate; at 70 ℃; for 24h; Schlenk technique; Sealed tube;

DOI:10.1016/j.tetlet.2017.09.034

Reference yield: 80.9%

(S)-2-bromopropanoic acid (32644-15-8,10327-08-9) → (2S)-2-bromopropanamide (5875-25-2,41137-34-2,41137-35-3,87205-50-3)

Guidance literature:

(S)-2-bromopropanoic acid; With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃;

With ammonia; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

oxalyl dichloride (79-37-8) → 2-bromo-propionic acid amide (5875-25-2) + 2,2,2-trifluoroacetamide (354-38-1)

Guidance literature:

With triethylamine; In dimefox; dichloromethane;

upstream raw materials:

oxalyl dichloride

2-bromopropionitrile

(S)-2-bromopropionyl chloride

(S)-2-bromopropanoic acid

Downstream raw materials:

1,1-Dibromoethane

2-bromopropionitrile

(2S)-2-bromopropanenitrile

N-phenyl-2-(phenylamino)propanamide

Refernces

• 1、 -. "Method for manufacturing isavuconazole or ravuconazole". Paragraph 0072; 0073. . Retrieved 2017/08/27.
• 2、 Tka, Najeh,Kraem, Jamil,Hassine, Bechir Ben. "Enantio-and diastereoselective oxidation of N-alkylimines using chiral-bromonitriles and hydrogen peroxide system". experimental part. p. 2994 - 3003. Retrieved 2012/08/07.