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H11696

Sigma-Aldrich

Hexamethylenediamine

98%

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Synonym(s):
1,6-Diaminohexane, 1,6-Hexanediamine, HMDA
Linear Formula:
NH2(CH2)6NH2
CAS Number:
Molecular Weight:
116.20
Beilstein/REAXYS Number:
1098307
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

4 (vs air)

Quality Level

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

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1 of 4

This Item
422002487481491160
Hexamethylenediamine 98%

H11696

Hexamethylenediamine

Hexamethylenediamine technical grade, 70%

422002

Hexamethylenediamine

1,6-Diaminohexane-15N2 98 atom % 15N

487481

1,6-Diaminohexane-15N2

1,6-Diaminohexane-1,6-13C2 99 atom % 13C

491160

1,6-Diaminohexane-1,6-13C2

assay

98%

assay

70%

assay

99% (CP)

assay

-

form

crystalline solid

form

liquid

form

-

form

solid

refractive index

n20/D 1.439 (lit.)

refractive index

n20/D 1.439 (lit.)

refractive index

-

refractive index

-

mp

42-45 °C (lit.)

mp

42-45 °C (lit.)

mp

42-45 °C (lit.)

mp

42-45 °C (lit.)

bp

204-205 °C

bp

111-130 °C

bp

204-205 °C (lit.)

bp

204-205 °C (lit.)

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

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


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Journal of Applied Polymer Science. Applied Polymer Symposium, 54, 355-355 (1994)
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)
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)
Synthesis of dialkyl hexamethylene-1, 6-dicarbamate from 1, 6-hexamethylenediamine and alkyl carbamate over FeCl3 as catalyst.
Guo X, et al.
Catalysis Communications, 10(8), 1248-1251 (2009)

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