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Name	Methylamine	EINECS	200-820-0
CAS No.	74-89-5	Density	0.70 g/cm³
PSA	26.02000	LogP	0.27520
Solubility	Soluble in water, ethanol and ether	Melting Point	-93 °C
Formula	CH₅N	Boiling Point	-6.5 °C
Molecular Weight	31.0574	Flash Point	61°F
Transport Information	UN 1061	Appearance	colourless gas
Safety	7-16-26-36/37-45-29-36/37/39-3/7-3-39-33	Risk Codes	12-20-37/38-41-34-20/22-11-39/23/24/25-36/37/38-23/24/25
Molecular Structure		Hazard Symbols	F+, Xn, C, F, T
Synonyms	Methylamine(8CI);Aminomethane;Carbinamine;Monomethylamine;Methylamine;	Article Data	911

Methylamine Synthetic route

: 107-97-1
sarcosine

A: 50-00-0
formaldehyd

B: 124-38-9
carbon dioxide

C: 74-89-5
methylamine

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium perchlorate; chlorine at 24.9℃; Mechanism; Rate constant; Equilibrium constant; multistep reaction: 1.) water, 298 deg K, 2.) water, 298 deg K; reactions under var. conditions;	A 100% B n/a C n/a

: 52316-59-3
N-chloro-sarcosine

A: 50-00-0
formaldehyd

B: 74-89-5
methylamine

Conditions

Conditions	Yield
In water at 24.9℃; Rate constant; Mechanism; Thermodynamic data; Irradiation; I=0.5 mol-1 L-1; various pH; ΔH(excit.), ΔS(excit.);	A 100% B n/a
With water In 1,4-dioxane at 25℃;
With water In 1,4-dioxane at 25℃; Kinetics; Mechanism;

: 60-35-5
acetamide

: 79483-05-9
4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole

A: 111869-87-5
ethylbis(dimethyl(2-penten-2-yl)silyloxy)borane

B: 74-89-5
methylamine

Conditions

Conditions	Yield
In 1,2,5-trimethyl-benzene dropwise addn. of acetamide to boron compd. soln., 160°C, 3.5h; heating (reflux), 10h; evapn.; all under Ar; distn.; elem. anal.;	A 100% B 98%

: 75-52-5
nitromethane

: 74-89-5
methylamine

Conditions

Conditions	Yield
With borane-ammonia complex In methanol; water at 20℃; for 0.0833333h;	99%
With ammonia borane; Pd/MIL-101 In methanol; water at 20℃; for 0.025h;	99%
With sodium tetrahydroborate In methanol; water at 20℃; for 0.0666667h; Sealed tube; Green chemistry;	99%

: 110-89-4
piperidine

: 110-68-9
N-n-butyl-N-methylamine

A: 4945-48-6
1-butyl-piperidine

B: 74-89-5
methylamine

Conditions

Conditions	Yield
palladium at 160℃; for 5h;	A 98% B n/a

: 110-89-4
piperidine

: 103-67-3
benzyl-methyl-amine

A: 2905-56-8
N-Benzylpiperidine

B: 74-89-5
methylamine

Conditions

Conditions	Yield
palladium at 130℃; for 10h;	A 97% B n/a

: 1-methyl-2-methylamino-4-imino-6-(2,3-dimethylguanidino)-1,4-dihydro-1,3,5-triazine

A: 6726-47-2
1-methyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione

B: 3324-71-8
N,N'-dimethyl-guanidine

C: 74-89-5
methylamine

Conditions

Conditions	Yield
With hydrogenchloride for 10h; Heating;	A 15% B 96% C 4%

: 96-31-1
N,N'-Dimethylurea

: 18522-92-4
sodium p-toluenesulfonamide

A: 13909-69-8
N-Methyl-N'-toluene-p-sulfonylurea

B: 74-89-5
methylamine

Conditions

Conditions	Yield
at 160℃; for 3h; Product distribution; Rate constant; Equilibrium constant; Other temperature, other time, other ratio of reactants, activation energy, ΔH, ΔS;;	A 95.5% B n/a
at 160℃; for 3h;	A 95.5% B n/a

: 107-15-3
ethylenediamine

: 103-67-3
benzyl-methyl-amine

A: 74-89-5
methylamine

B: 4152-09-4
N-benzylethylenediamine

Conditions

Conditions	Yield
palladium at 120℃; for 10h;	A n/a B 95%

: 13325-10-5
4-Aminobutanol

: 79483-05-9
4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole

A: 129363-73-1
4,5-diethyl-2,2,3-trimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{5.3.0}dec-3-ene

B: 129363-50-4
4,5-diethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclodecene

C: 74-89-5
methylamine

Conditions

Conditions	Yield
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20-80°C, 4h;; distn. (vac.); elem. anal.; monocyclic : bicyclic isomer = 95:5;	A n/a B n/a C 95%

Methylamine History

Methylamine(74-89-5) was first prepared by Wurtz by the hydrolysis of methylisocyanate and related compounds.

Methylamine Consensus Reports

Reported in EPA TSCA Inventory.

Methylamine Standards and Recommendations

OSHA PEL: TWA 10 ppm
ACGIH TLV: TWA 5 ppm; STEL 15 ppm
DFG MAK: 10 ppm (13 mg/m³)
DOT Classification: 2.3; Label: Poison Gas, Flammable Gas (UN 1061); DOT Class: 3; Label: Flammable Liquid, Corrosive (UN 1235)

Methylamine Analytical Methods

For occupational chemical analysis use OSHA: #40.

Methylamine Specification

The IUPAC name of this chemical is methanamine. With the CAS registry number 74-89-5, it is also named as Aminomethane. The product's categories are Refrigerants; Alkylamines; Biochemistry; Monofunctional & alpha,omega-Bifunctional Alkanes; Monofunctional Alkanes; Reagents for Oligosaccharide Synthesis. It is colourless gas which is soluble in water, ethanol and ether. In addition, it is the simplest primary amine. It is sold as a solution in methanol, ethanol, THF, and water, or as the anhydrous gas in pressurized metal containers. It is flammable by fire and heat. When heated to decomposition it emits toxic fumes of NO_x. So the storage environment should be ventilate, low-temperature and dry.

The other characteristics of Methylamine can be summarized as:
(1)ACD/LogP: -0.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.76; (4)ACD/LogD (pH 7.4): -3.54; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.34; (13)Molar Refractivity: 10.21 cm³; (14)Molar Volume: 48.7 cm³; (15)Polarizability: 4.05×10^-24 cm³; (16)Surface Tension: 18.4 dyne/cm; (17)Enthalpy of Vaporization: 25.6 kJ/mol; (18)Vapour Pressure: 3970 mmHg at 25°C; (19)Exact Mass: 31.042199; (20)MonoIsotopic Mass: 31.042199; (21)Topological Polar Surface Area: 26; (22)Heavy Atom Count: 2; (23)Complexity: 2.

Preparation of Methylamine:
It can be obtained by many methods. For example: it is produced by the reaction of ammonia with methanol in the presence of a silicoaluminate catalyst. Dimethylamine and trimethylamine are coproduced. CH₃OH + NH₃ → CH₃NH₂ + H₂O
2CH₃OH+NH₃→(CH₃)₂NH+2H₂O
3CH₃OH+NH₃→(CH₃)₃N+3H₂O

Uses of Methylamine:
It is widely used in manufacturing of pharmaceuticals, pesticides, explosives, dyes, photographic developer, vulcanization accelerators, surfactants, preservatives, etc. And it is a good nucleophile as it is highly basic and unhindered, though, as an amine it is considered a weak base. Its use in organic chemistry is pervasive. Liquid methylamine can be used as a solvent analogous to liquid ammonia. Methylamine can also be used for scavenging H₂S from hydrocarbon in refining applications. Furthermore, it is used as a building block for the synthesis of many other commercially available compounds.

When you are using Methylamine, please be cautious about it as the following:
It is extremely flammable and can cause burns, so people should keep it away from sources of ignition. And it is not only toxic by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So it must not empty into drains. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:NC
2. InChI:InChI=1/CH5N/c1-2/h2H2,1H3
3. InChIKey:BAVYZALUXZFZLV-UHFFFAOYAN

The following are the toxicity data of Methylamine:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LDLo	subcutaneous	200mg/kg (200mg/kg)		"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
mammal (species unspecified)	LC50	inhalation	2400mg/m³ (2400mg/m³)		Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975.
mouse	LC50	inhalation	2400mg/m³/2H (2400mg/m³)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 81, 1982.
mouse	LDLo	subcutaneous	2500mg/kg (2500mg/kg)		"Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 949, 1989.
rat	LC50	inhalation	448ppm/2.5H (448ppm)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE"	Journal of Environmental Biology. Vol. 13, Pg. 273, 1992.
rat	LD50	oral	100mg/kg (100mg/kg)		Inhalation Toxicology. Vol. 2, Pg. 29, 1990.
rat	LDLo	subcutaneous	200mg/kg (200mg/kg)		"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.