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Key Documents

H10401

Sigma-Aldrich

Hexamethyleneimine

99%

Synonym(s):

1-Azacycloheptane, Azepane, HMI, Perhydroazepine, Hexahydro-1H-azepine, Homopiperidine

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About This Item

Empirical Formula (Hill Notation):
C6H13N
CAS Number:
Molecular Weight:
99.17
Beilstein:
1084
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

7.4 mmHg ( 21.1 °C)

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.466 (lit.)

bp

138 °C/749 mmHg (lit.)

density

0.88 g/mL at 25 °C (lit.)

SMILES string

C1CCCNCC1

InChI

1S/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2

InChI key

ZSIQJIWKELUFRJ-UHFFFAOYSA-N

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Application

Hexamethyleneimine (HMI) can be used in the preparation of:
  • zeolitic catalysts such as MCM-22 and MCM-49
  • SAPO-35, a molecular sieve
  • various microporous aluminosilicates and titanosilicates
  • organic-inorganic hybrid pervoskite


It can also been used in the total synthesis of various natural products and bioactive molecules such as (−)-balanol, indole estrogens, derivatives of daunorubicin and (+)-cetiedil.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1C - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

64.4 °F - closed cup

Flash Point(C)

18 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of zeolite MCM-22 under rotating and static conditions. Microporous and mesoporous materials.
Guray I, et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 31(3), 241-251 (1999)
Synthesis of SAPO-35 in non-aqueous gels.
Venkatathri N, et al.
J. Chem. Soc., Faraday Trans., 93(18), 3411-3415 (1997)
Design, synthesis, and preclinical characterization of novel, highly selective indole estrogens.
Miller CP, et al.
Journal of Medicinal Chemistry, 44(11), 1654-1657 (2001)
Zeolite MCM-49: a three-dimensional MCM-22 analogue synthesized by in situ crystallization.
Lawton SL, et al.
The Journal of Physical Chemistry, 100(9), 3788-3798 (1996)
[C6H14N] PbBr3: An ABX3?Type Semiconducting Perovskite Hybrid with Above?Room?Temperature Phase Transition.
Zhang J, et al.
Chemistry - An Asian Journal, 13(8), 982-988 (2018)

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