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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
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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[1][2][3]
  • SAPO-35, a molecular sieve[4][5]
  • various microporous aluminosilicates and titanosilicates[6][7][8]
  • organic-inorganic hybrid pervoskite[9]


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.[10][11][12][13]

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCV3437
MKCT3570
MKCR7411
MKCS3887
MKCN9751

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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)
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)
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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