395056

Sigma-Aldrich

Methylamine solution

greener alternative

2.0 M in THF

Synonym(s):
Monomethylamine
Linear Formula:
CH3NH2
CAS Number:
Molecular Weight:
31.06
Beilstein/REAXYS Number:
741851
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor pressure

23.87 psi ( 55 °C)
7.24 psi ( 20 °C)

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

concentration

2.0 M in THF

density

0.861 g/mL at 25 °C

SMILES string

CN

InChI

1S/CH5N/c1-2/h2H2,1H3

InChI key

BAVYZALUXZFZLV-UHFFFAOYSA-N

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General description

Methylamine (CH3NH2) is a simple aliphatic primary amine used as a chemical intermediate in organic synthesis. It is prominently used in the production of pesticides and solvents.
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Application

Methylamine can be used as a reagent in the synthesis of the following:     
  • Methylmorpholine from diethylene glycol.       
  • N-methylalkylamines from oxoamines via formation of imine, followed by hydrogenation using Ni catalyst.   
  • N-Methyldipropylenetriamine by reacting with acrylonitrile, followed by hydrogenation.  
  • N-methyl hydroxypyrrolidines from chlorohydrin in the presence of NaCNBH as a reducing agent.       
  • 2-(Methylamino)-6,7-dichloro-1,4-anthracenedione by reacting with 6,7-dichloro-1,4-anthracenedione.

Methylamine solution 2.0 M in THF can be used as a precursor that facilitates the synthesis of perovskite based materials. It can also be used as a deactivating agent to study the catalytic performance of acidic macroporous ion exchange resins. It can be annealed to reduce impurity in the grain boundaries, improve the stability and efficiency of the perovskite solar cells.

Packaging

100, 4×100, 800 mL in Sure/Seal™
2 L in Sure/Seal™

Signal Word

Danger

hazcat

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Supp Hazards

EUH019

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 2

Flash Point(F)

-29.2 °F - closed cup

Flash Point(C)

< -34 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Methylamines synthesis: A review
Corbin DR, et al.
Catalysis Today, 37(2), 71-102 (1997)
Jason A Draper et al.
Organic letters, 12(18), 4034-4037 (2010-08-24)
A convergent and stereoselective synthesis of 2,5-disubstituted 3-hydroxypyrrolidines has been developed that involves reductive annulation of β-iminochlorohydrins, which are readily available from β-ketochlorohydrins, and provides rapid access to a variety of 2,5-syn-pyrrolidines. Application of this process to the concise (three-step)...
Amines, aliphatic
Eller K, et al.
Ullmann's Encyclopedia of Industrial Chemistry (2000)
Synthesis and in vitro antitumor activity of substituted anthracene-1, 4-diones
Hua DH, et al.
Tetrahedron, 60(45), 10155-10163 (2004)
Post-annealing of MAPbI 3 perovskite films with methylamine for efficient perovskite solar cells
Jiang Y, et al.
Materials Horizons, 3(6), 548-555 (2016)

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