Basic information
- CAS
3724-43-4- Standard SMILES
C[N+](C)=CCl.[Cl-]- InChIKey
QQVDYSUDFZZPSU-UHFFFAOYSA-M- Molecular formula
- C3H7Cl2N
- Average molar mass
- 128 g/mol
- Monoisotopic mass
- 126.9955546
Names & identifiers
- Preferred name
- Chloromethylidene(dimethyl)azanium chloride
- IUPAC
- chloromethylidene(dimethyl)azanium chloride
- English name
- (Chloromethylene)dimethyliminium chloride
- Molecular formula
- C3H7ClN.Cl
- Molecular weight
- 128
Names & synonyms
VilsmeierVILSMEIER REAGENTN-(chloroMethylene)-N-MethylMethanaMiniuM chloride(CHLOROMETHYLENE)DIMETHYLAMMONIUM CHLORIDEVILSMEIER SALTArnold'sarnold's reagentReagents, Arnold'sChlorodimethylformiminium chlorideDimethylchloroformiminium chloride
Database identifiers
- CAS
3724-43-4- PubChem CID
- 177561589
- Nikkaji
- J2.336.266J
Properties
Computed structural properties
- Topological polar surface area
- 3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 46.8
Physicochemical properties
- Melting point
- 132 °C · 132 °C (dec.) (lit.)
- Boiling point
- 204.27 °C · 204.27°C (rough estimate)
- Density
- 1.3578 · 1.3578 (rough estimate)
- refractive index
- 1.4525 · 1.4525 (estimate)
- storage temp.
- 2 · 2-8°C
- form
- Crystalline Powder
- color
- Pale brown to yellow-brown
- Water Solubility
- reacts
- Sensitive
- Moisture Sensitive
- BRN
- 3566322 · 3566322
- InChI
- InChI=1S/C3H7ClN.ClH/c1-5(2)3-4;/h3H,1-2H3;1H/q+1;/p-1
- InChIKey
- QQVDYSUDFZZPSU-UHFFFAOYSA-M
- SMILES
- [N+](/C)(\C)=C\Cl.[Cl-]
- CAS DataBase Reference
- 3724 · 3724-43-4(CAS DataBase Reference)
- FDA UNII
- 39 V7G8776 · Q39V7G8776
- EPA Substance Registry System
- Methanaminium, N-(chloromethylene)-N-methyl-, chloride (3724-43-4)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8-10
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 3261
- hs_code
- 29252000
- risk_code
- 61-20/21/22-34-22-14-35
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07,GHS08
- hazard_code
- T
- safety_code
- 53-26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- II
- Hazard statements
- H302-H314-H360D
- Limited Quantities
- 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Repr. 1BSkin Corr. 1A
- Precautionary statements
- P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Applications
Uses(Chloromethylene)dimethylammonium chloride is used in the synthesis of beta-lactams, n-vinyl substituted indoles and fused 2-pyridone rings and 2-azetidinones. It is used as a formylating agent and used in the preparation of anti-poxvirus agents. It is used in Staudinger reaction and Hundsdiecker-barton iododecarboxylation reaction. It is widely used for studying organic photosensitizers, which finds application in dye-sensitized solar cells.
UsesReagent or Reactant for the synthesis of: β-Lactams vis the Staudinger reactionN-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromidesMulti ring-fused 2-pyridone-based fluorescent scaffoldester prodrugs as anti-poxvirus agentsTrimethine cyanine dyes for sensing G-quadruplex formationPhospha-isosteres via Hundsdiecker-Barton iododecacarboxylation2-Azetidinones via [2+2]-cycloadditionUsed for studying organic photosensitizers for application in dye-sensitized solar cells
Upstream & downstream products
Upstream raw materials
Suppliers94 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北云镁科技有限公司027-59206672 18327059871 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
石家庄衍晟生物科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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