Dichloroacetamide

Base Information

• Chemical Name: Dichloroacetamide
• CAS No.: 683-72-7
• Molecular Formula: C2H3Cl2NO
• Molecular Weight: 127.958
• Hs Code.: 29241900
• European Community (EC) Number: 211-674-2
• NSC Number: 402025
• UNII: I202LTA03D
• DSSTox Substance ID: DTXSID8021561
• Nikkaji Number: J55.454E
• Wikipedia: Dichloroacetamide
• Wikidata: Q5272474
• Metabolomics Workbench ID: 123645
• ChEMBL ID: CHEMBL156653
• Mol file: 683-72-7.mol

Synonyms:2,2-Dichloroacetamide;Dichloroacetamide;NSC 402025;

Chemical Property of Dichloroacetamide

Chemical Property:

• Appearance/Colour: white powder or crystals
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.5680 (estimate)
• Boiling Point: 234.3 °C at 760 mmHg
• PKA: 13.29±0.50(Predicted)
• Flash Point: 104.3 °C
• PSA: 43.09000
• Density: 1.496 g/cm³
• LogP: 0.97570
• Storage Temp.: Store below +30°C.
• Solubility.: 71g/l
• Water Solubility.: soluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 126.9591691
• Heavy Atom Count: 6
• Complexity: 62.6

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dichloroacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; T
• Hazard Codes: Xi,T
• Statements: 36/37/38-43-24/25
• Safety Statements: 26-37/39-45-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)N)(Cl)Cl
• Uses: 2,2-Dichloroacetamide was an aliphatic halogenated DBP precursor identified in drinking water treatment; a pollutant.

Technology Process of Dichloroacetamide

There total 37 articles about Dichloroacetamide 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: 86.0%

dichloroacetonitrile (3018-12-0) → dichloroacetamide (683-72-7)

Guidance literature:

With [Ru(OTf){η⁶:κ¹(P)-PPh₂-binaphthyl}{PPh₂(OH)}][OTf]; In water; at 100 ℃; for 4h; Catalytic behavior; Inert atmosphere; Sealed tube;

DOI:10.1039/c4ra12013b

Reference yield: 52.0%

trichloroacetamide (594-65-0) → dichloroacetamide (683-72-7)

Guidance literature:

With Diethyl phosphonate; triethylamine; In benzene; for 12h; Ambient temperature;

Reference yield: 26.0%

α,α-dichloro-N-bromoacetamide (52259-82-2) → dichloroacetamide (683-72-7) + N-((1S,2R)-2-Bromo-cyclohexyl)-2,2-dichloro-acetamide (78162-81-9,78174-03-5) + N-((1S,2S)-2-Bromo-cyclohexyl)-2,2-dichloro-acetamide (78162-81-9,78174-03-5)

Guidance literature:

With cyclohexene; In dichloromethane; at 15 - 20 ℃; for 1.5h; Yields of byproduct given; Irradiation;

upstream raw materials:

chloral hydrate

1-amino-2,2,2-trichloro-ethanol

potassium cyanide

dichloroacetonitrile

Downstream raw materials:

S,S-Diethyl-N-dichloracetyl-sulfilimin

N-phenyl-2,2-dichloroacetamide

2,2-difluoroacetamide

(E)-3-cyclohexylacrylamide

Refernces

• 1、 Toms-Mendivil, Eder,Menndez-Rodrguez, Luca,Francos, Javier,Crochet, Pascale,Cadierno, Victorio. "Investigation of binap-based hydroxyphosphine arene-ruthenium(II) complexes as catalysts for nitrile hydration". . p. 63466 - 63474. Retrieved 2015/02/19.
• 2、 Ferrer, íngrid,Rich, Jordi,Fontrodona, Xavier,Rodríguez, Montserrat,Romero, Isabel. "Ru(ii) complexes containing dmso and pyrazolyl ligands as catalysts for nitrile hydration in environmentally friendly media". . p. 13461 - 13469. Retrieved 2013/09/23.