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H10401

Sigma-Aldrich

Hexamethyleneimine

99%

Synonym(s):
1-Azacycloheptane, Azepane, HMI, Hexahydro-1H-azepine, Homopiperidine, Perhydroazepine
Empirical Formula (Hill Notation):
C6H13N
CAS Number:
Molecular Weight:
99.17
Beilstein:
1084
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor pressure

7.4 mmHg ( 21.1 °C)

assay

99%

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.

Packaging

25, 100, 500 mL in glass bottle

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

71.6 °F

Flash Point(C)

22 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Direct Dual?Template Synthesis of MWW Zeolite Monolayers.
Margarit VJ, et al.
Angewandte Chemie (International Edition in English), 127(46), 13928-13932 (2015)
A novel titanosilicate with MWW structure. I. Hydrothermal synthesis, elimination of extra framework titanium, and characterizations.
Wu P, et al.
The Journal of Physical Chemistry B, 105(15), 2897-2905 (2001)
SAPO-35 Molecular Sieve: Synthesis, Characterization, and Adsorbate Interactions of Cu (II) in CuH? SAPO-35.
Prakash AM, et al.
Chemistry of Materials, 10(3), 932-941 (1998)
Efficiency of zeolite MCM-22 with different SiO2/Al2O3 molar ratios in gas phase glycerol dehydration to acrolein.
Carrico CS, et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 181, 74-82 (2013)
Formal total synthesis of (-)-balanol: Concise approach to the hexahydroazepine segment based on RCM.
Furstner A and Thiel OR
The Journal of Organic Chemistry, 65(6), 1738-1742 (2000)

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