Methylamine

Methylamine
Ball and stick model of methylamine	Spacefill model of methylamine
Names
Pronunciation	/ˌmɛθələˈmiːn/; (METH-ə-lə-MEEN), /ˌmɛθəˈlæmən/; (METH-ə-LA-mən), /məˈθɪləˌmiːn/; (mə-THIL-ə-meen)
	Preferred IUPAC name Methanamine
	Other names Aminomethane; Monomethylamine;
Identifiers
CAS Number	74-89-5 ;
3D model (JSmol)	Interactive image;
3DMet	B00060;
Abbreviations	MMA
Beilstein Reference	741851
ChEBI	CHEBI:16830 ;
ChEMBL	ChEMBL43280 ;
ChemSpider	6089 ;
DrugBank	DB01828 ;
ECHA InfoCard	100.000.746
EC Number	200-820-0;
Gmelin Reference	145
KEGG	C00218 ;
MeSH	methylamine
PubChem CID	6329;
RTECS number	PF6300000;
UNII	BSF23SJ79E ;
UN number	1061
CompTox Dashboard (EPA)	DTXSID7025683 ;
	InChI InChI=1S/CH5N/c1-2/h2H2,1H3 Key: BAVYZALUXZFZLV-UHFFFAOYSA-N ;
	SMILES CN;
Properties
Chemical formula	CH3NH2
Molar mass	31.058 g·mol−1
Appearance	Colorless gas
Odor	Fishy, ammoniacal
Density	0.6562 g/cm3 (at 25 °C)
Melting point	−93.10 °C; −135.58 °F; 180.05 K
Boiling point	−6.6 to −6.0 °C; 20.0 to 21.1 °F; 266.5 to 267.1 K
Solubility in water	1008 g/L (at 20 °C)
log P	−0.472
Vapor pressure	186.10 kPa (at 20 °C)
Henry's law; constant (kH)	1.4 mmol/(Pa·kg)
Acidity (pKa)	10.66
Conjugate acid	[CH3NH3]+ (Methylammonium)
Magnetic susceptibility (χ)	-27.0·10−6 cm3/mol
Viscosity	230 μPa·s (at 0 °C)
Dipole moment	1.31 D
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−23.5 kJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H220, H315, H318, H332, H335
Precautionary statements	P210, P261, P280, P305+P351+P338, P410+P403
NFPA 704 (fire diamond)	3 4 0
Flash point	−10 °C; 14 °F; 263 K (liquid, gas is extremely flammable)
Autoignition; temperature	430 °C (806 °F; 703 K)
Explosive limits	4.9–20.7%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	100 mg/kg (oral, rat)
LC50 (median concentration)	1860 ppm (mouse, 2 hr)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 10 ppm (12 mg/m3)
REL (Recommended)	TWA 10 ppm (12 mg/m3)
IDLH (Immediate danger)	100 ppm
Safety data sheet (SDS)	emdchemicals.com
Related compounds
Related alkanamines	ethylamine, dimethylamine, trimethylamine
Related compounds	ammonia
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methylamine is an organic compound with a formula of CH₃NH₂. This colorless gas is a derivative of ammonia, but with one hydrogen atom being replaced by a methyl group. It is the simplest primary amine.

Methylamine is sold as a solution in methanol, ethanol, tetrahydrofuran, or water, or as the anhydrous gas in pressurized metal containers. Industrially, methylamine is transported in its anhydrous form in pressurized railcars and tank trailers. It has a strong odor similar to rotten fish. Methylamine is used as a building block for the synthesis of numerous other commercially available compounds.

^ Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 670. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4.
^ "Methylamine Definition & Meaning". Retrieved 22 April 2022.
^ ^a ^b ^c ^d ^e NIOSH Pocket Guide to Chemical Hazards. "#0398". National Institute for Occupational Safety and Health (NIOSH).

[iupac2013-1] Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 670. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4.

[2] "Methylamine Definition & Meaning". Retrieved 22 April 2022.

[PGCH-3] NIOSH Pocket Guide to Chemical Hazards. "#0398". National Institute for Occupational Safety and Health (NIOSH).

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