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Sigma-Aldrich

1-Methylimidazole

1-Methylimidazole

≥99%, purified by redistillation

Sinônimo(s):

N-Methylimidazole

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About This Item

Fórmula empírica (Notação de Hill):
C4H6N2
Número CAS:
Peso molecular:
82.10
Beilstein:
105197
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.21
Preço e disponibilidade não estão disponíveis no momento.

pressão de vapor

0.4 mmHg ( 20 °C)

Nível de qualidade

Ensaio

≥99%

Formulário

liquid

temperatura de autoignição

977 °F

purificado por

redistillation

Lim. expl.

15.7 %

Impurezas

≤19 ppm Triazine
<0.005% water

índice de refração

n20/D 1.495 (lit.)

p.e.

198 °C (lit.)

pf

−6 °C (lit.)

densidade

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

cadeia de caracteres SMILES

Cn1ccnc1

InChI

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

chave InChI

MCTWTZJPVLRJOU-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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]

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Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

197.6 °F - closed cup

Ponto de fulgor (°C)

92 °C - closed cup

Equipamento de proteção individual

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


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1 of 4

1,3-Dimethylimidazoyl-2-ylidene borane
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)
Zhan-Yong Wang et al.
The Journal of organic chemistry, 77(15), 6608-6614 (2012-07-19)
A well-defined NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the Suzuki-Miyaura coupling of aryl sulfonates including tosylates and phenylsulfonates with arylboronic acids, giving the desired coupling products in good to high yields. Acceptable yields can also

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

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    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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    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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