(Dichloromethylene)dimethylammonium chloride

Base Information

• Chemical Name: (Dichloromethylene)dimethylammonium chloride
• CAS No.: 33842-02-3
• Molecular Formula: C₃H₆Cl₂N*Cl
• Molecular Weight: 162.446
• Hs Code.: 29252900
• European Community (EC) Number: 251-695-4
• NSC Number: 111186
• Mol file: 33842-02-3.mol

Synonyms:33842-02-3;(Dichloromethylene)dimethylammonium chloride;Phosgeniminium chloride;N-(dichloromethylene)-N-methylmethanaminium chloride;Dichloromethylene-dimethyliminium chloride;dichloromethylene dimethylammonium chloride;Dichloromethylenedimethylammonium Chloride;Methanaminium, N-(dichloromethylene)-N-methyl-, chloride;Dichloromethylenedimethyliminium Chloride;dichloromethylidene(dimethyl)azanium;chloride;NSC-111186;Viehe's Salt;C3H6Cl2N.Cl;Phosgene-iminium Chloride;C3-H6-Cl2-N.Cl;N-(dichloromethylene)-N,N-dimethylammonium chloride;SCHEMBL277965;NRNFKRFWZQQDMD-UHFFFAOYSA-M;MFCD00011870;NSC111186;AKOS015913622;AKOS017345160;dichloromethylene-dimethyl-ammonium chloride;Dichloromethylene(dimethyl)ammonium chloride;CS-0314882;D1597;FT-0604907;D89890;N-dichloromethylene-N,N-dimethylammonium chloride;N-(dichloromethylene)-N-methylmethanaminiumchloride;J-019340;N-(dichloromethylene) -N,N-dimethylammonium chloride;N-(dichloromethylene)-N,N-di-methyliminium chloride

Chemical Property of (Dichloromethylene)dimethylammonium chloride

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Melting Point: 183-187 °C (dec.)(lit.)
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 267.81°C (rough estimate)
• PSA: 3.01000
• Density: 1.6902 (rough estimate)
• LogP: -1.90390
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: slightly sol. in Chloroform
• Water Solubility.: hydrolysis
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.956582
• Heavy Atom Count: 7
• Complexity: 68.9

Purity/Quality:

98% ^*data from raw suppliers

Dichloromethylenedimethyliminium Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37-29-22
• Safety Statements: 26-36/37/39-45-8

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](=C(Cl)Cl)C.[Cl-]
• Uses: Chlorinating agent; introduces amide chloride groups into activated substrates. Building block in organic synthesis. Dichloromethylene-dimethyliminium Chloride is a useful chemical reagent. It has been used in the synthesis of 12-deoxychlorovulone II analogs via chloride nucleophilic substitution reaction catalyzed by Viehe''s salt. Dichloromethylene-dimethyliminium chloride was used as reagent in the synthesis of selenourea and (R)-2-(2-chloroethyl)pyrrolidine-1-carboxylic acid ethyl ester. It was used for introducing amide chloride group into activated substrates.

Technology Process of (Dichloromethylene)dimethylammonium chloride

There total 5 articles about (Dichloromethylene)dimethylammonium 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%

Thiram (137-26-8,93196-73-7) → dichloromethylenedimethyliminium chloride (33842-02-3,529510-96-1)

Guidance literature:

With chlorine; for 10h; under 750.06 Torr; Ambient temperature;

DOI:10.1002/prac.19983400409

Reference yield: 100.0%

N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → dichloromethylenedimethyliminium chloride (33842-02-3,529510-96-1)

Guidance literature:

With chlorine; for 10h; under 750.06 Torr; Ambient temperature;

DOI:10.1002/prac.19983400409

Reference yield:

N,N-dimethyl-formamide (68-12-2,33513-42-7) → dichloromethylenedimethyliminium chloride (33842-02-3,529510-96-1)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.molstruc.2020.128907

upstream raw materials:

Thiram

N,N-Dimethyl-toluol-4-sulfonyl-thioformamid

1-hexene

N,N-Dimethylthiocarbamoyl chloride

Downstream raw materials:

1-(Dimethylimonio)-1-(2,6-dimethylphenoxy)methansulfonat

(E)-3-Chloro-2-phenyl-but-2-enoic acid dimethylamide

Dimethyl-[phenoxy-(2,3,4,5-tetrachloro-cyclopenta-2,4-dienylidene)-methyl]-amine

2,3,4,5-Tetrachlor-6,6-diphenoxy-fulven

Refernces

• 1、 Kaupp, Gerd,Boy, Juergen,Schmeyers, Jens. "Iminium Salts in Quantitative Gas/Solid and Solid/Solid Reactions". . p. 346 - 355. Retrieved 2007/10/03.
• 2、 Mironova, D. F.,Stetsyuk, G. A.,Kukhar', V. P.. "CHLORINATING CHARACTERISTICS OF THE COMPLEX OF N,N-DIMETHYLDICHLOROMETHYLENEIMINIUM CHLORIDE WITH CHLORINE". . p. 2319 - 2323. Retrieved 2007/10/02.