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336092

Sigma-Aldrich

1-Methylimidazole

1-Methylimidazole

≥99%, purified by redistillation

Synonyme(s) :

N-Methylimidazole

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About This Item

Formule empirique (notation de Hill) :
C4H6N2
Numéro CAS:
616-47-7
Poids moléculaire :
82.10
Beilstein:
105197
Numéro CE :
210-484-7
Numéro MDL:
MFCD00005292
Code UNSPSC :
12352100
ID de substance PubChem :
57648790
Nomenclature NACRES :
NA.21
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Pression de vapeur

0.4 mmHg ( 20 °C)

Niveau de qualité

300

Essai

≥99%

Forme

liquid

Température d'inflammation spontanée

977 °F

Produit purifié par

redistillation

Limite d'explosivité

15.7 %

Impuretés

≤19 ppm Triazine
<0.005% water

Indice de réfraction

n20/D 1.495 (lit.)

pb

198 °C (lit.)

Pf

−6 °C (lit.)

Densité

1.03 g/mL at 25 °C (lit.)
1.034-1.036 g/mL

Chaîne SMILES 

Cn1ccnc1

InChI

1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3

Clé InChI

MCTWTZJPVLRJOU-UHFFFAOYSA-N

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Catégories apparentées

Description générale

1-Methylimidazole is an N-donor ligand generally used in the preparation of coordinate complexes.[1]

Application

1-Methylimidazole may be used as a starting material to synthesize:
  • 1-(2-hydroxypropyl)-3-methylimidazolium salts used as ionic liquids[2]
  • 1,3-dimethylimidazoyl-2-ylidene borane, a stable and easy to handle N-heterocyclic carbene borane[3]
  • It can act both as a catalyst and a solvent in the synthesis of aldononitrile acetates from aldoses.[4]

Conditionnement

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Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Skull and crossbonesHealth hazardCorrosion
GHS06,GHS08,GHS05

Mention d'avertissement

Danger

Mentions de danger

H302,H311,H314,H361d

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

197.6 °F - closed cup

Point d'éclair (°C)

92 °C - closed cup

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
SHBS6234
SHBS4824
SHBS3747
SHBS4094
SHBS3974

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Gardner S, et al.
Organic Syntheses, 92, 342-342 (2015)
New ionic liquids containing an appended hydroxyl functionality from the atom-efficient, one-pot reaction of 1-methylimidazole and acid with propylene oxide.
Holbrey JD, et al.
Green Chemistry, 5(6), 731-736 (2003)
The use of 1-methylimidazole as a solvent and catalyst for the preparation of aldononitrile acetates of aldoses.
Chen CC & McGinnis GD
Carbohydrate Research, 90(1), 127-130 (1981)
Nickel (II)-, cobalt (II)-, copper (II)-, and zinc (II)-phthalate and 1-methylimidazole coordination compounds: synthesis, crystal structures and magnetic properties.
Baca SG, et al.
Inorgorganica Chimica Acta, 357(12), 3419-3429 (2004)
Pengfei Zhang et al.
Journal of chromatography. A, 1218(22), 3459-3465 (2011-04-19)
The development of mixed-mode stationary phase to achieve multiple separation capabilities in one column is very important for high performance liquid chromatography. In this paper, a new specific stationary phase based on grafting N-methylimidazolium to a monolithic silica column was
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Questions

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  1. 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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  2. 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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