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CAS No.: | 74-89-5 |
---|---|
Name: | Methylamine |
Article Data: | 911 |
Cas Database | |
Molecular Structure: | |
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Formula: | CH5N |
Molecular Weight: | 31.0574 |
Synonyms: | Methylamine(8CI);Aminomethane;Carbinamine;Monomethylamine;Methylamine; |
EINECS: | 200-820-0 |
Density: | 0.70 g/cm3 |
Melting Point: | -93 °C |
Boiling Point: | -6.5 °C |
Flash Point: | 61°F |
Solubility: | Soluble in water, ethanol and ether |
Appearance: | colourless gas |
Hazard Symbols: |
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Risk Codes: | 12-20-37/38-41-34-20/22-11-39/23/24/25-36/37/38-23/24/25 |
Safety: | 7-16-26-36/37-45-29-36/37/39-3/7-3-39-33 |
Transport Information: | UN 1061 |
PSA: | 26.02000 |
LogP: | 0.27520 |
Conditions | Yield |
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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 |
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; |
acetamide
4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole
A
ethylbis(dimethyl(2-penten-2-yl)silyloxy)borane
B
methylamine
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% |
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% |
Conditions | Yield |
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palladium at 160℃; for 5h; | A 98% B n/a |
Conditions | Yield |
---|---|
palladium at 130℃; for 10h; | A 97% B n/a |
A
1-methyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
B
N,N'-dimethyl-guanidine
C
methylamine
Conditions | Yield |
---|---|
With hydrogenchloride for 10h; Heating; | A 15% B 96% C 4% |
N,N'-Dimethylurea
sodium p-toluenesulfonamide
A
N-Methyl-N'-toluene-p-sulfonylurea
B
methylamine
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 |
ethylenediamine
benzyl-methyl-amine
A
methylamine
B
N-benzylethylenediamine
Conditions | Yield |
---|---|
palladium at 120℃; for 10h; | A n/a B 95% |
4-Aminobutanol
4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole
A
4,5-diethyl-2,2,3-trimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{5.3.0}dec-3-ene
B
4,5-diethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclodecene
C
methylamine
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% |
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 NOx. 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 |
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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. |