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395056

Sigma-Aldrich

Methylamine solution

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Methylamine solution

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
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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

functional group

amine

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.[1][2]
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Application

Methylamine can be used as a reagent in the synthesis of the following:     
  • Methylmorpholine from diethylene glycol.[1]       
  • N-methylalkylamines from oxoamines via formation of imine, followed by hydrogenation using Ni catalyst.[1]   
  • N-Methyldipropylenetriamine by reacting with acrylonitrile, followed by hydrogenation.[1]  
  • N-methyl hydroxypyrrolidines from chlorohydrin in the presence of NaCNBH as a reducing agent.[3]       
  • 2-(Methylamino)-6,7-dichloro-1,4-anthracenedione by reacting with 6,7-dichloro-1,4-anthracenedione.[4]

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.[5][6][7]

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

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Synthesis and in vitro antitumor activity of substituted anthracene-1, 4-diones
Hua DH, et al.
Tetrahedron, 60(45), 10155-10163 (2004)
Amines, aliphatic
Eller K, et al.
Ullmann's Encyclopedia of Industrial Chemistry (2000)
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)

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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