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(Chloromethylene)dimethyliminium chloride_Molecular_structure_CAS_3724-43-4)
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(Chloromethylene)dimethyliminium chloride

Catalog No. 280909 Name Sigma Aldrich
CAS Number 3724-43-4 Website http://www.sigmaaldrich.com
M. F. C3H7Cl2N Telephone 1-800-521-8956
M. W. 128.00038 Fax
Purity 95% Email
Storage Chembase ID: 148986

SYNONYMS

Title
(氯亚甲基)二甲基氯化铵
IUPAC name
(chloromethylidene)dimethylazanium chloride
IUPAC Traditional name
(chloromethylidene)dimethylazanium chloride
Synonyms
维尔斯梅尔试剂
Dimethylchloroformiminium chloride
(Chlormethylene)dimethylammonium chloride
Arnold′s reagent
Vilsmeier reagent
氯甲叉二甲基氯化铵

DATABASE IDS

Beilstein Number 3566322
PubChem SID 24856957
MDL Number MFCD00011868
CAS Number 3724-43-4
EC Number 425-970-6

PROPERTIES

Impurities <5% DMF
Linear Formula ClCH=N(CH3)2Cl
Purity 95%
Melting Point 132 °C (dec.)(lit.)
GHS Pictograms GHS05
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H302-H314-H360D
European Hazard Symbols Toxic Toxic (T)
MSDS Link Download
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Precautionary statements P201-P280-P305 + P351 + P338-P310
RID/ADR UN 3261 8/PG 2
Risk Statements 61-14-22-35
Safety Statements 53-26-36/37/39-45
Storage Temperature 2-8°C
Supplemental Hazard Statements Reacts violently with water.
Hazard Class 8
UN Number 3261
Packing Group 2
German water hazard class 3

DETAILS

Description (English)
Application
Reagent used to prepare β-lactams from β-amino acids via carboxyl activation and cyclodehydration.9 Also used to convert α-aminonitriles into 4-chloroimidazoles.10
Reagent or Reactant for the synthesis of:
• β-Lactams vis the Staudinger reaction1
• N-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromides2
• Multi ring-fused 2-pyridone-based fluorescent scaffold3
• ester prodrugs as anti-poxvirus agents4
• Trimethine cyanine dyes for sensing G-quadruplex formation5
• Phospha-isosteres via Hundsdiecker-Barton iododecacarboxylation6
• 2-Azetidinones via [2+2]-cycloaddition7Used for studying organic photosensitizers for application in dye-sensitized solar cells8
Packaging
5, 25 g in glass bottle
Description (简体中文)
Application
用 β-氨基酸通过羧基活化与环化脱水作用来制备 β-内酰胺的试剂。9也用于将 α-氨基腈转化为 4-氯咪唑。10
Reagent or Reactant for the synthesis of:
• β-Lactams vis the Staudinger reaction1
• N-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromides2
• Multi ring-fused 2-pyridone-based fluorescent scaffold3
• ester prodrugs as anti-poxvirus agents4
• Trimethine cyanine dyes for sensing G-quadruplex formation5
• Phospha-isosteres via Hundsdiecker-Barton iododecacarboxylation6
• 2-Azetidinones via [2+2]-cycloaddition7Used for studying organic photosensitizers for application in dye-sensitized solar cells8
包装
5, 25 g in glass bottle

REFERENCES