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395056

Sigma-Aldrich

Methylamine solution

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2.0 M in THF

Synonym(s):

Monomethylamine

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About This Item

Linear Formula:
CH3NH2
CAS Number:
Molecular Weight:
31.06
Beilstein:
741851
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

23.87 psi ( 55 °C)
7.24 psi ( 20 °C)

Quality Level

form

liquid

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concentration

2.0 M in THF

density

0.861 g/mL at 25 °C

greener alternative category

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.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Methylamines synthesis: A review
Corbin DR, et al.
Catalysis Today, 37(2), 71-102 (1997)
Deactivation of ion exchange catalysts by acetonitrile and methylamine
Gonzalez R, et al.
Topics in Catalysis, 54(16-18), 1054-1054 (2011)

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