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H11696

Sigma-Aldrich

Hexamethylenediamine

98%

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
EC Number:
204-679-6
MDL number:
MFCD00008243
UNSPSC Code:
12352100
PubChem Substance ID:
24895434
NACRES:
NA.22

vapor density

4 (vs air)

assay

98%

form

crystalline solid

expl. lim.

6.3 %

refractive index

n20/D 1.439 (lit.)

pH

12.4 (25 °C, 100 g/L)

bp

204-205 °C

mp

42-45 °C (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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Application

Hexamethylenediamine (HMDA) can be used as a reagent used to modify acrylonitrile copolymers and to polycondense with compounds such as calcein.
It can be used as a:
  • Reactant for the synthesis of dialkyl hexamethylene-1,6-dicarbamate with alkyl carbamate in the presence of various metal catalysts via the transesterification reaction.
  • Surface modifier for chlorinated and fluorinated nanodiamond synthesized by detonation.
  • Reactant with adipic acid for the synthesis of nylon 6-6 by polycondensation.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

176.0 °F - closed cup

flash_point_c

80 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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Journal of Applied Polymer Science. Applied Polymer Symposium, 54, 355-355 (1994)
Hexamethylenediamine (HMDA) from fossil-vs. bio-based routes: an economic and life cycle assessment comparative study.
Dros AB, et al.
Green Chemistry, 17(10), 4760-4772 (2015)
Surface modification of detonation nanodiamond with ethylenediamine and hexamethylenediamine.
Yakovlev RY, et al.
Mendeleev Communications, 4(22), 213-214 (2012)
Sensors and Actuators B, Chemical, 13, 420-420 (1993)
Shuai Liu et al.
Journal of the American Heart Association, 9(8), e014757-e014757 (2020-04-21)
Background The protective effects of polyamines on cardiovascular disease have been demonstrated in many studies. However, the roles of spermidine, a natural polyamine, in abdominal aortic aneurysm (AAA) disease have not been studied. In this study, we investigated the influence
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