Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

Safety Information

748730

Sigma-Aldrich

Methyl 1H-imidazole-1-carboxylate

95%

Synonym(s):

Heller-Sarpong Reagent, N-Carbomethoxyimidazole, MImC, Methylimidazolecarbamate, Sarpong reagent

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C5H6N2O2
CAS Number:
61985-23-7
Molecular Weight:
126.11
MDL number:
MFCD00585680
UNSPSC Code:
12352005
PubChem Substance ID:
329765930
NACRES:
NA.22

Assay

95%

form

solid

mp

38-44 °C

storage temp.

−20°C

SMILES string

COC(=O)n1ccnc1

InChI

1S/C5H6N2O2/c1-9-5(8)7-3-2-6-4-7/h2-4H,1H3

InChI key

JQCPMLVMNQVRCC-UHFFFAOYSA-N

General description

Methyl 1H-imidazole-1-carboxylate is a reagent developed by Heller and Sarpong for the amidation and esterification of carboxylic acids chemoselectively.

Application

Methyl 1H-imidazole-1-carboxylate can be used to prepare fluorous β-keto esters, precursors used for the synthesis of fluorinated L-carbidopa derivatives.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

194.0 °F

Flash Point(C)

90 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

748730-25G:
748730-BULK:
748730-5G:
748730-VAR:
748730-1G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLBV0084
MKBJ4071V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Fluorous l-Carbidopa Precursors: Highly Enantioselective Synthesis and Computational Prediction of Bioactivity
Granados A, et al.
The Journal of Organic Chemistry, 83(1), 303-313 (2018)
Chemoselective esterification and amidation of carboxylic acids with imidazole carbamates and ureas
Heller ST and Sarpong R
Organic Letters, 12(20), 4572-4575 (2010)

Related Content

Heller Group – Prof. Product Portal

Professor Heller's research focuses on mild acylation reactions using carbonylimidazole-derived reagents.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service