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422002

Sigma-Aldrich

Hexamethylenediamine

technical grade, 70%

Synonym(s):

1,6-Diaminohexane, 1,6-Hexanediamine, HMDA

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About This Item

Linear Formula:
NH2(CH2)6NH2
CAS Number:
124-09-4
Molecular Weight:
116.20
Beilstein/REAXYS Number:
1098307
MDL number:
MFCD00008243
UNSPSC Code:
12352100
PubChem Substance ID:
24866408
NACRES:
NA.22

grade

technical grade

Quality Level

200

vapor density

4 (vs air)

assay

70%

form

liquid

expl. lim.

6.3 %

technique(s)

gas chromatography (GC): suitable

refractive index

n20/D 1.439 (lit.)

bp

111-130 °C

mp

42-45 °C (lit.)

solubility

alcohol: soluble(lit.)
hydrocarbons: soluble(lit.)
water: soluble(lit.)

density

0.89 g/mL at 25 °C (lit.)

SMILES string

NCCCCCCN

InChI

1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2

InChI key

NAQMVNRVTILPCV-UHFFFAOYSA-N

Gene Information

rat ... Ppm1a(24666)

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General description

Hexamethylenediamine (1,6-Diaminohexane) is a linear aliphatic diamine. It reacts with various inorganic acids to afford mono and diacid salts. It can be prepared from adipic dinitrile via catalytic hydrogenation reaction.
Hexamethylenediamine is a useful industrial intermediate widely used in the production of aliphatic and semi-aromatic polyamides. Analysis of 1,6-hexamethylenediamine (HDA) in aqueous solution, human urine and plasma by capillary gas chromatographic method with thermionic specific detection has been reported.

Application

Hexamethylenediamine (1,6-hexanediamine, HDA ) may be used in the preparation of the following:
  • polyamides and their hydrolytic and fungal degradability was investigated
  • mullite ceramics
  • dialkyl hexamethylene-1,6-dicarbamate (AHDC), via trans-esterification reaction of HDA and alkyl carbamates (AC) using FeCl3 as catalyst

Other Notes

remainder water

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 1

flash_point_f

201.2 °F

flash_point_c

94 °C

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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Preparation of mullite ceramics from coprecipitated aluminum hydroxide and kaolinite using hexamethylenediamine.
Pascual J, et al.
Journal of the American Ceramic Society. American Ceramic Society, 83(11), 2677-2680 (2000)
Chromatographic determination of amines in biological fluids with special reference to the biological monitoring of isocyanates and amines: I. Determination of 1, 6-hexamethylenediamine using glass capillary gas chromatography and thermionic specific detection.
Skarping G, et al.
Journal of Chromatography A, 479, 125-133 (1989)
The catalytic hydrogenation of adiponitrile to hexamethylenediamine over a rhodium/alumina catalyst in a three phase slurry reactor.
Alini S, et al.
J. Mol. Catal. A: Chem., 206(1), 262-270 (2003)
Eagleson M.
Concise Encyclopedia Chemistry, 313-313 (1994)
Hydrolytic and fungal degradation of polyamides derived from tartaric acid and hexamethylenediamine.
Marques MS, et al.
Polymer, 41(8), 2765-2772 (2000)
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