2-Chloro-N,N-diethylpropionamide

Base Information

• Chemical Name: 2-Chloro-N,N-diethylpropionamide
• CAS No.: 54333-75-4
• Deprecated CAS: 106863-23-4
• Molecular Formula: C7H14ClNO
• Molecular Weight: 163.647
• Hs Code.: 2924199090
• European Community (EC) Number: 259-107-8
• DSSTox Substance ID: DTXSID3052195
• Nikkaji Number: J266.865C
• Mol file: 54333-75-4.mol

Synonyms:2-chloro-N,N-diethylpropanamide;54333-75-4;N,N-Diethyl-2-chloropropionamide;2-Chloro-N,N-diethylpropionamide;Propanamide, 2-chloro-N,N-diethyl-;EINECS 259-107-8;alpha-Chloro-N,N-diethylpropionamide;SCHEMBL2921860;DTXSID3052195;MFCD00066184;AKOS000182278;LS-34783;FT-0769383;EN300-28105;N11831

Chemical Property of 2-Chloro-N,N-diethylpropionamide

Chemical Property:

• Vapor Pressure: 0.137mmHg at 25°C
• Refractive Index: 1.449
• Boiling Point: 216.8 °C at 760 mmHg
• PKA: -0.89±0.70(Predicted)
• Flash Point: 84.9 °C
• PSA: 20.31000
• Density: 1.021 g/cm³
• LogP: 1.48210
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.0763918
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98%Min ^*data from raw suppliers

2-Chloro-N,N-diethylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C(C)Cl

Technology Process of 2-Chloro-N,N-diethylpropionamide

There total 4 articles about 2-Chloro-N,N-diethylpropionamide 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%

N,N-diethylpropanamide (1114-51-8) → 2-chloro-N,N-diethylpropionamide (54333-75-4)

Guidance literature:

N,N-diethylpropanamide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With methyl chlorosulfate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.02.036

Reference yield: 92.0%

L-(-)-isobutyl-2-chloropropionate + diethylamine (109-89-7) → 2-chloro-N,N-diethylpropionamide (54333-75-4)

Guidance literature:

aluminium trichloride; In toluene;

Reference yield:

2-chloropropionyl chloride (7623-09-8) + diethylamine (109-89-7) → 2-chloro-N,N-diethylpropionamide (54333-75-4)

Guidance literature:

With triethylamine; In ethyl acetate; for 2h; Ambient temperature;

DOI:10.1021/jm00123a040

upstream raw materials:

2-chloropropionyl chloride

diethylamine

N,N-diethylpropanamide

Downstream raw materials:

N-(2,6-dimethyl-phenyl)-alanine diethylamide

2-benzoyloxy-propionic acid diethylamide

2-Chloro-N,N-diethyl-2-(1-hydroxycyclohexyl)propanamide

2-chloro-N,N-diethyl-3-hydroxy-2-methyl-3-phenylpropanamide

Refernces

• 1、 Concellon, Jose M.,Bardales, Eva,Concellon, Carmen,Garcia-Granda, Santiago,Diaz, M. Rosario. "Total regioselective and diastereospecific iodolysis of 2,3-epoxyamides promoted by SmI2: Synthesis of (2R*,3R*)- or (2R*,3S*)-2-hydroxy-3-iodoamides". . p. 6923 - 6926. Retrieved 2007/10/03.
• 2、 -. "Process for production of α-haloalkylamides". . . Retrieved 2008/06/13.