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Methylamine hydrochloride

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CAS:593-51-1
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Methylamine hydrochloride Basic information
Product Name:Methylamine hydrochloride
Synonyms:Methylamine-hydrogenchloride(1/1);MERCURIALIN HYDROCHLORIDE;METHYLAMINE HYDROCHLORIDE;MethylaMine hydrochloride, 99% 250GR;MONOMETHYLAMINE HYDROCHLORIDE;CH3NH3Cl(MACl);MethylaMine hydrochloride, CP,97.0%;Methylamine hydrochloride Vetec(TM) reagent grade, 98%
CAS:593-51-1
MF:CH5N.ClH
MW:67.52
EINECS:209-795-0
Product Categories:Amine Salts;Nitrogen Compounds;Organic Building Blocks;amine series;Amine Salts;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Others;methylamine hydrochloride;593-51-1;bc0001
Mol File:593-51-1.mol
Methylamine hydrochloride Structure
Methylamine hydrochloride Chemical Properties
Melting point 231-233 °C(lit.)
Boiling point 225-230 °C15 mm Hg(lit.)
density 0.8306 (rough estimate)
vapor pressure 0.134Pa at 25℃
refractive index 1.5500 (estimate)
Fp 225-230°C/15mm
storage temp. Store below +30°C.
solubility soluble
form powder
color White crystalline
OdorOdorless
PH Range5 - 7 at 10 g/l at 20 °C
PH5-7 (10g/l, H2O, 20℃)
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,6014
BRN 3588822
Stability:Stable, but may be moisture sensitive. Incompatible with strong oxidizing agents.
InChIKeyNQMRYBIKMRVZLB-UHFFFAOYSA-N
LogP-3.82
CAS DataBase Reference593-51-1(CAS DataBase Reference)
NIST Chemistry ReferenceMethylammonium chloride(593-51-1)
EPA Substance Registry SystemMethylamine hydrochloride (593-51-1)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-37/39
WGK Germany 1
RTECS PA0603000
10
TSCA Yes
HS Code 29211190
MSDS Information
ProviderLanguage
Methylammonium chloride English
SigmaAldrich English
ACROS English
ALFA English
Methylamine hydrochloride Usage And Synthesis
DescriptionMethylamine 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
Chemical Propertieswhite to light tan solid
UsesMethylamine 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.
PreparationMethylamine 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.
ApplicationMethylamine hydrochloride can be used as a reactant to synthesize:
Betahistine via aza-Michael reaction with 2-vinylpyridine in water.
Azatripyrrolic and azatetrapyrrolic macrocycles by reacting with pyrrole and formaldehyde via base-catalyzed Mannich reaction.
Tetrahydropyridines via Aza-Diels–Alder reaction with dienes and aldehydes.
N-methylsecondary arylamines from aryl chlorides via nickel-catalyzed amination reaction.
DefinitionChEBI: The hydrochloride formed from methylamine.
PharmacologyMethylamine hydrochloride reduces blood pressure in both normotensive and hypertensive individuals. It has a gradual onset of action (1/2 to 2 hours) and a long-lasting effect (usually 6 to 12 hours or more). A small oral dosage often produces a smooth and predictable reduction of blood pressure. Although this antihypertensive effect is predominantly orthostatic, the supine blood pressure is also significantly reduced.
Solubility in organicsVery soluble in N,N-Dimethylformamide,Soluble in methanol,Sparingly soluble inglacial acetic acid, Very slightly soluble inchloroform.
Solubility in waterThe experimental water solubility of Methylamine hydrochloride at 20 ℃ was 1080mg/L. Methylamine hydrochloride is highly soluble in water.
storageKeep in a dry, cool and well-ventilated place. Keep container tightly close
Purification MethodsCrystallise the salt from n-butanol, absolute EtOH or MeOH/CHCl3. Wash it with CHCl3 to remove traces of dimethylamine hydrochloride. Dry it under vacuum first with H2SO4 then P2O5. It is deliquescent; store it in a desiccator over P2O5. [Beilstein 4 IV 122.]
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