2-Bromo-2-cyano-N,N-dimethylacetamide

Base Information

• Chemical Name: 2-Bromo-2-cyano-N,N-dimethylacetamide
• CAS No.: 15430-62-3
• Molecular Formula: C5H7 Br N2 O
• Molecular Weight: 191.027
• Hs Code.: 2926909090
• European Community (EC) Number: 239-441-0
• DSSTox Substance ID: DTXSID50884837
• Nikkaji Number: J26.744I
• Mol file: 15430-62-3.mol

Synonyms:2-Bromo-2-cyano-N,N-dimethylacetamide;15430-62-3;Acetamide, 2-bromo-2-cyano-N,N-dimethyl-;EINECS 239-441-0;C5H7BrN2O;N,N-Dimethyl-2-bromo-2-cyanoacetamide;C5-H7-Br-N2-O;SCHEMBL2947816;DTXSID50884837;MFCD00040509;AKOS015833939;AS-81305;B1016;CS-0359086;FT-0691568;2-(N,N-Dimethylcarbamoyl)-2-bromoacetonitrile;T70334;A883738;2-Bromo-2-cyano-N,N-dimethylacetamide, AldrichCPR;J-009087

Chemical Property of 2-Bromo-2-cyano-N,N-dimethylacetamide

Chemical Property:

• Melting Point: 57°C
• Boiling Point: 135 °C / 3mmHg
• PKA: -0.65±0.70(Predicted)
• Flash Point: 89.3°C
• PSA: 44.10000
• Density: 1.56g/cm³
• LogP: 0.36168
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.97418
• Heavy Atom Count: 9
• Complexity: 158

Purity/Quality:

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

2-Bromo-2-cyano-N,N-dimethylacetamide >90.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C(C#N)Br

Technology Process of 2-Bromo-2-cyano-N,N-dimethylacetamide

There total 1 articles about 2-Bromo-2-cyano-N,N-dimethylacetamide 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:

N,N-dimethylcyanoacetamide (7391-40-4) → N,N-dimethyl-2-bromo-3-nitrilopropionamide (15430-62-3)

Guidance literature:

With bromine;

DOI:10.1248/cpb.22.965

Reference yield:

N,N-dimethyl-2-bromo-3-nitrilopropionamide (15430-62-3) + thiophenol (108-98-5) → 2-cyano-N,N-dimethyl-2-(phenylthio)acetamide (406234-03-5)

Guidance literature:

With potassium carbonate; In ethyl acetate; acetonitrile;

Reference yield:

3-phenyl-propionaldehyde (104-53-0) + N,N-dimethyl-2-bromo-3-nitrilopropionamide (15430-62-3) → 3-benzyl-2-cyano-N,N-dimethyl-4-oxobutanamide

Guidance literature:

With 2,6-dimethylpyridine; tris(bipyridine)ruthenium(II) dichloride hexahydrate; 2,6-dimethylpyridinium trifluoromethanesulfonate; C₁₃H₂₀N₂O₂; In dimethyl sulfoxide; at 23 ℃; for 8h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/anie.201503789

upstream raw materials:

N,N-dimethylcyanoacetamide

Downstream raw materials:

2-cyano-N,N-dimethyl-2-(phenylthio)acetamide

Refernces