Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

761052

Sigma-Aldrich

1H-Imidazole-1-carboxylic acid-3-butenyl ester

97%

Synonym(s):

Heller-Sarpong Reagent-Homoallyl

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C8H10N2O2
CAS Number:
202523-13-5
Molecular Weight:
166.18
MDL number:
MFCD22666440
UNSPSC Code:
12352005
PubChem Substance ID:
329766902
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.488

density

1.107 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

O=C(OCCC=C)N1C=CN=C1

InChI

1S/C8H10N2O2/c1-2-3-6-12-8(11)10-5-4-9-7-10/h2,4-5,7H,1,3,6H2

InChI key

BNGLJMQCDKTXTL-UHFFFAOYSA-N

Application

1H-Imidazole-1-carboxylic acid-3-butenyl ester can be used:
  • To prepare bis-naphthyridine derived cyclic mismatch binding ligands (CMBLs) which exhibit DNA repeat binding properties.
  • As a reagent in the chemoselective esterification of carboxylic acids.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °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

761052-5G:
761052-VAR:
761052-25G:
761052-BULK:

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’.

Already Own This Product?

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

Visit the Document Library

Design and synthesis of cyclic Mismatch-Binding Ligands (CMBLs) with variable linkers by Ring-Closing metathesis and their photophysical and DNA repeat binding properties
Mukherjee S, et al.
Chemistry?A European Journal , 23, 11385-11396 (2017)
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 – Professor Product Portal

Professor Heller and coworkers are engaged in the development of mild and chemoselective acylation reactions using carbonylazole-derived reagents. To that end, they have developed a suite of carbonylimidazole derivatives for facile and chemoselective esterification (MImC, etc.) and amidation (WImC) of carboxylic acids, in collaboration with Professor Richmond Sarpong.

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