280909
(Chloromethylene)dimethyliminium chloride
95%
Synonym(s):
(Chlormethylene)dimethylammonium chloride, Arnold′s reagent, Dimethylchloroformiminium chloride, Vilsmeier reagent
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About This Item
Linear Formula:
ClCH=N(CH3)2Cl
CAS Number:
Molecular Weight:
128.00
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
425-970-6
Beilstein/REAXYS Number:
3566322
MDL number:
Assay:
95%
Form:
solid
Quality Segment
assay
95%
form
solid
reaction suitability
reaction type: C-C Bond Formation
impurities
<5% DMF
mp
132 °C (dec.) (lit.)
functional group
amine, chloro
storage temp.
2-8°C
SMILES string
[Cl-].C\[N+](C)=C\Cl
InChI
1S/C3H7ClN.ClH/c1-5(2)3-4;/h3H,1-2H3;1H/q+1;/p-1
InChI key
QQVDYSUDFZZPSU-UHFFFAOYSA-M
Application
Reagent used to prepare β-lactams from β-amino acids via carboxyl activation and cyclodehydration. Also used to convert α-aminonitriles into 4-chloroimidazoles.
Reagent or Reactant for the synthesis of:
Used for studying organic photosensitizers for application in dye-sensitized solar cells
- β-Lactams vis the Staudinger reaction
- N-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromides
- Multi ring-fused 2-pyridone-based fluorescent scaffold
- ester prodrugs as anti-poxvirus agents
- Trimethine cyanine dyes for sensing G-quadruplex formation
- Phospha-isosteres via Hundsdiecker-Barton iododecacarboxylation
- 2-Azetidinones via [2+2]-cycloaddition
Used for studying organic photosensitizers for application in dye-sensitized solar cells
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1A
supp_hazards
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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