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66770

Sigma-Aldrich

Methylenediamine dihydrochloride

≥98.0% (AT)

Synonym(s):

Diaminomethane dihydrochloride

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About This Item

Linear Formula:
CH2(NH2)2 · 2HCl
CAS Number:
57166-92-4
Molecular Weight:
118.99
Beilstein:
3664689
EC Number:
260-602-6
MDL number:
MFCD00040377
UNSPSC Code:
12352100
PubChem Substance ID:
57652063
NACRES:
NA.22

Assay

≥98.0% (AT)

form

solid

storage temp.

2-8°C

SMILES string

Cl.Cl.NCN

InChI

1S/CH6N2.2ClH/c2-1-3;;/h1-3H2;2*1H

InChI key

QCYJCJJCNRIMNG-UHFFFAOYSA-N

Application

Methylenediamine dihydrochloride can be used as a reactant to synthesize:
  • Poly(methylene biguanides) via polycondensation reaction with sodium dicyanamide in the presence of 1-butanol.
  • Didodecanoylamides by reacting with (2S)-2-methyldodecanoyl chloride via acylation in the presence of sodium bicarbonate.
It can also be used as a hydrogen source in catalytic hydrogenation reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Poly(alkylene biguanides) as proton conductors for high-temperature PEMFCs.
Jochen Britz et al.
Advanced materials (Deerfield Beach, Fla.), 22(8), E72-E76 (2010-03-11)
G Galaverna et al.
International journal of peptide and protein research, 42(1), 53-57 (1993-07-01)
Amide formation from acids, N-protected amino acids and peptides was achieved in an easy and convenient way by treating "active esters" such as succinimidyl or 4-nitrophenyl esters or acyl chlorides with diaminomethane dihydrochloride in dioxane in the presence of Et3N.
Nickel-catalyzed transfer semihydrogenation and hydroamination of aromatic alkynes using amines as hydrogen donors
Reyes S, et al.
Organometallics, 30, 3340-3345 (2011)
Takaaki Sumiyoshi et al.
Journal of the American Chemical Society, 125(40), 12137-12142 (2003-10-02)
A series of 10 didodecanoylamides of alpha,omega-alkylidenediamines bridged by a straight carbon chain varying in length from 0 to 9 carbons was examined as possible gelator molecules of organic liquids to gain information on the relationships between the spacial arrangement
'Passe-partout effect' in positive patch test reactions: a novel pattern of edge effect.
Esen Ozkaya
Contact dermatitis, 61(4), 245-247 (2009-10-15)

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