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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:
111-49-9
Molecular Weight:
99.17
Beilstein:
1084
EC Number:
203-875-9
MDL number:
MFCD00006934
UNSPSC Code:
12352100
PubChem Substance ID:
24895424
NACRES:
NA.22

vapor pressure

7.4 mmHg ( 21.1 °C)

Quality Level

100

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

H225,H300,H314,H331,H335

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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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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)
Direct Dual?Template Synthesis of MWW Zeolite Monolayers.
Margarit VJ, et al.
Angewandte Chemie (International Edition in English), 127(46), 13928-13932 (2015)
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)
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)
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)
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