Methanamine, hydrochloride (1:1)
MACl · METHYLAMINE HCL · METHYLAMMONIUM CHLORIDE · CH3NH3Cl · MACI · Methanaminium chloride · Methyl-ammonium · MONOMETHYLAMINE HCL
Identifiers & Physical Properties
| CAS No. | 593-51-1 |
|---|---|
| Molecular formula | CH6ClN |
| Average molar mass | 67.52 g/mol |
| SMILES | C[NH3+].[Cl-] |
| InChIKey | NQMRYBIKMRVZLB-UHFFFAOYSA-N |
| PubChem CID | 11637 |
| ChEBI | CHEBI:59337 |
| DTXSID | DTXSID30873360 |
Chemical & Physical Properties
| Topological polar surface area | 27.6 |
|---|---|
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 3 |
| Formal charge | 0 |
| Complexity | 2 |
| Melting point | 231-233 °C(lit.) |
| Boiling point | 225-230 °C15 mm Hg(lit.) |
| Density | 0.8306 (rough estimate) |
| Bulk density | 1100kg/m3 |
| Vapor pressure | 0.134Pa at 25℃ |
| Refractive index | 1.5500 (estimate) |
| Flash point | 225-230°C/15mm |
| Storage conditions | Store below +30°C. |
| Solubility | soluble |
| Physical state | powder |
| Color | White crystalline |
| Odor | Odorless |
| PH Range | 5 - 7 at 10 g/l at 20 °C |
| pH | 5-7 (10g/l, H2O, 20℃) |
| Sensitivity | Hygroscopic |
| Merck | 14,6014 |
| BRN | 3588822 |
| Stability | Stable, but may be moisture sensitive. Incompatible with strong oxidizing agents. |
| InChI | 1S/CH5N.ClH/c1-2/h2H2,1H3 |
| InChIKey | NQMRYBIKMRVZLB-UHFFFAOYSA-N |
| SMILES | Cl[H].CN |
| LogP (partition coefficient) | -3.82 |
| CAS DataBase Reference | 593-51-1(CAS DataBase Reference) |
| FDA UNII | M439EX322K |
| NIST Chemistry Reference | Methylammonium chloride(593-51-1) |
| EPA Substance Registry System | Methylamine hydrochloride (593-51-1) |
| UNSPSC Code | 12352107 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302 |
| GHS precautionary statements | P264-P270-P301+P312-P501 |
| Hazard symbols | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-37/39 |
| Water hazard class (WGK) | 1 |
| RTECS number | PA0603000 |
| F | 10 |
| TSCA inventory status | TSCA listed |
| Customs code | 29211190 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 Oral |
| REACH registrations | Active |
Safety & Regulations
| F | 10 |
|---|---|
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| RTECS number | PA0603000 |
| Customs code | 29211190 |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn |
| Safety statements (S) | 26-37/39 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302 |
| REACH registrations | Active |
| Hazard class | Acute Tox. 4 Oral |
| GHS precautionary statements | P264-P270-P301+P312-P501 |
Applications & Uses
Description
Methylamine Hydrochloride is a colorless organic solid that has an odor similar to that of fish and is used as an essential part for the synthesis of a wide variety of commercial compounds such as ephedrine, theophylline and other intermediates for a wide range of agricultural chemicals, including herbicides, fungicides, insecticides, biocides, and miticides. Methylamine hydrochloride is also a key ingredient in the synthesis of methamphetamine
Uses
Methylamine is used as a building block for the synthesis of other organic compounds. It is on the DEA watchlist for chemical precursors because of clandestine use in manufacture of the drug MDMA (ecstasy) and methamphetamine.The HCl salt is in the form of white deliquescent crystals, and is frequently substitutable for the aq. soln. in many synthesis preparations. Methylamines are used directly as catalysts or as raw materials to produce other compounds with catalytic activity. Fuel additives are used to improve engine performance in a variety of ways. Trimethylamine is used to make paper chemicals. The manufacture of intermediates to make pharmaceuticals is one of the most diverse uses of methylamines.
Preparation & Synthesis
Preparation
Methylamine hydrochloride is prepared by heating a mixture of aqueous formaldehyde and ammonium chloride; the residual water and the formic acid produced in the reaction are removed via vacuum distillation. This leaves behind solid methylamine hydrochloride. The solid is then purified by organic extractions and additional vacuum distillations. Methylamine gas for the reaction with P2P is generated in situ by heating the hydrochloride salt with sodium hydroxide. Alternatively, methylamine can be liberated from the hydrochloride with base and collected in a cold finger or flask immersed in a dry ice bath.