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Methylamine information


Methylamine
Skeletal formula of methylamine with all explicit hydrogens added
Ball and stick model of methylamine
Ball and stick model of methylamine
Spacefill model of methylamine
Spacefill model of methylamine
Names
Pronunciation /ˌmɛθələˈmn/
(METH-ə-lə-MEEN), /ˌmɛθəˈlæmən/
(METH-ə-LA-mən), /məˈθɪləˌmn/
(mə-THIL-ə-meen)[2]
Preferred IUPAC name
Methanamine[1]
Other names
  • Aminomethane
  • Monomethylamine
Identifiers
CAS Number
  • 74-89-5 checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B00060
Abbreviations MMA
Beilstein Reference
741851
ChEBI
  • CHEBI:16830 ☒N
ChEMBL
  • ChEMBL43280 checkY
ChemSpider
  • 6089 checkY
DrugBank
  • DB01828 ☒N
ECHA InfoCard 100.000.746 Edit this at Wikidata
EC Number
  • 200-820-0
Gmelin Reference
145
KEGG
  • C00218 checkY
MeSH methylamine
PubChem CID
  • 6329
RTECS number
  • PF6300000
UNII
  • BSF23SJ79E checkY
UN number 1061
CompTox Dashboard (EPA)
  • DTXSID7025683 Edit this at Wikidata
InChI
  • InChI=1S/CH5N/c1-2/h2H2,1H3 checkY
    Key: BAVYZALUXZFZLV-UHFFFAOYSA-N checkY
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 fH298)
−23.5 kJ/mol
Hazards
GHS labelling:
Pictograms
GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark
Signal word
Danger
Hazard statements
H220, H315, H318, H332, H335
Precautionary statements
P210, P261, P280, P305+P351+P338, P410+P403
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propaneInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
4
0
Flash point −10 °C; 14 °F; 263 K (liquid, gas is extremely flammable)[3]
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)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 10 ppm (12 mg/m3)[3]
REL (Recommended)
TWA 10 ppm (12 mg/m3)[3]
IDLH (Immediate danger)
100 ppm[3]
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).
☒N verify (what is checkY☒N ?)
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.

  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.
  3. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0398". National Institute for Occupational Safety and Health (NIOSH).

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Methylamine

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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...

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Methylammonium chloride

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halide with a formula of CH3NH3Cl. It is an ammonium salt composed of methylamine and hydrogen chloride. One potential application for the methylammonium...

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Methylammonium nitrate

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salt formed by the neutralization of methylamine with nitric acid. This substance is also known as methylamine nitrate and monomethylamine nitrate, not...

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Methylammonium formate

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(HCOO–) as the anion. This salt can be formed by the reaction between methylamine (CH3NH2) and formic acid (HCOOH). It has characteristics of both an ammonium...

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Dimethylamine

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base and the pKa of the ammonium CH3-NH+ 2-CH3 is 10.73, a value above methylamine (10.64) and trimethylamine (9.79). Dimethylamine reacts with acids to...

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Dead Freight

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the tracking device found affixed to the bottom of one of Madrigal's methylamine barrels. Mike and Walt believe that she planted it and decide to kill...

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Synephrine dehydratase

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⇌{\displaystyle \rightleftharpoons } (4-hydroxyphenyl)acetaldehyde + methylamine This enzyme belongs to the family of lyases, specifically the hydro-lyases...

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Methyldiethanolamine

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which is also abbreviated MDEA. MDEA is produced by ethoxylation of methylamine using ethylene oxide: CH3NH2 + 2 C2H4O → CH3N(C2H4OH)2 Another route...

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Chelation

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the contrasting affinities of copper(II) for ethylenediamine (en) vs. methylamine. In (1) the ethylenediamine forms a chelate complex with the copper ion...

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Amine dehydrogenase

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Amine Dehydrogenase (EC 1.4.99.3), also known as methylamine dehydrogenase (MADH), is a tryptophan tryptophylquinone-dependent (TTQ-dependent) enzyme...

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Bhopal disaster

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site in 1979. The chemical process employed in the Bhopal plant had methylamine reacting with phosgene to form MIC, which was in turn reacted with 1-naphthol...

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Chlormethine

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Chlormethine (INN, BAN), also known as mechlorethamine (USAN, USP), mustine, HN2, and (in post-Soviet states) embikhin (эмбихин), is a nitrogen mustard...

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Water

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Cyanodiacetylene Ethylene oxide Glycolonitrile Hexatriynyl radical Methylacetylene Methylamine Methyl isocyanate Vinyl alcohol Eight atoms Acetic acid Aminoacetonitrile...

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Pseudooxynicotine oxidase

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name 4-(methylamino)-1-(pyridin-3-yl)butan-1-one:oxygen oxidoreductase (methylamine releasing). This enzyme catalyses the following chemical reaction...

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Mike Ehrmantraut

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tracking the methylamine Madrigal supplies, she provides Mike, Walt, and Jesse with information on a train that includes a tanker car of methylamine. They arrange...

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Sarcosine reductase

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is an enzyme that catalyzes the chemical reaction acetyl phosphate + methylamine + thioredoxin disulfide ⇌{\displaystyle \rightleftharpoons } N-methylglycine...

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Carbon dioxide

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Cyanodiacetylene Ethylene oxide Glycolonitrile Hexatriynyl radical Methylacetylene Methylamine Methyl isocyanate Vinyl alcohol Eight atoms Acetic acid Aminoacetonitrile...

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Trimethylamine

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(CH3)3N + 3 H2O This reaction coproduces the other methylamines, dimethylamine (CH3)2NH and methylamine CH3NH2. Trimethylammonium chloride has been prepared...

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