Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

528102

Sigma-Aldrich

6-Chloronicotinoyl chloride

97%

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

About This Item

Empirical Formula (Hill Notation):
C6H3Cl2NO
CAS Number:
66608-11-5
Molecular Weight:
176.00
MDL number:
MFCD00051775
UNSPSC Code:
12352100
PubChem Substance ID:
24874669
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

mp

48-51 °C (lit.)

functional group

acyl chloride
chloro

SMILES string

ClC(=O)c1ccc(Cl)nc1

InChI

1S/C6H3Cl2NO/c7-5-2-1-4(3-9-5)6(8)10/h1-3H

InChI key

FMEBIWNKYZUWFV-UHFFFAOYSA-N

Related Categories

General description

6-Chloronicotinoyl chloride undergoes esterification reaction with diethylene glycol and pentaethylene glycol.[1]

Application

6-Chloronicotinoyl chloride may be used to synthesize:
  • [3H]imidacloprid (a candidate radioligand)[2]
  • [3H]acetamiprid[3]
  • N,N′-(1,4-phenylene)bis(6-(4-aminophenoxy) nicotinamide)[4]
  • 3-acetyl-6-chloropyridine[5]
  • 1,3-dipropyl-8(6-chloro-3-pyridyl)xanthine[6]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCP0849
MKCB6087
MKBP3873V
MKBJ5876V
MKBF0273V

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

Shinzo Kagabu et al.
Bioscience, biotechnology, and biochemistry, 67(5), 980-988 (2003-07-02)
The asymmetric chloronicotinyl insecticide, 1-[1-(6-chloro-3-pyridyl)ethyl]-2-nitroiminoimidazolidine, was prepared, and the absolute configurations of the enantiomers were determined by an X-ray analysis. The insecticidal activity against the housefly measured with metabolic inhibitors showed the (S) enantiomer to be slightly more active than
Nicotinic acid crown ethers. Synthesis and structural characterization of polyethereal macrocyclic lactones from 6-chloronicotinic acid.
Newkome GR, et al.
The Journal of Organic Chemistry, 45(26), 5423-5425 (1980)
P J Scammells et al.
Journal of medicinal chemistry, 37(17), 2704-2712 (1994-08-19)
This report describes the synthesis of 29 xanthines containing a chemoreactive chloroaryl, beta-chloroethylamino, alpha,beta-unsaturated carbonyl, bromoacetyl, 3-(fluorosulfonyl)benzoyl, or 4-(fluorosulfonyl)benzoyl group as part of an exocyclic 1-, 3-, or 8-substituent. The xanthines inhibited the binding of [3H]-8-cyclopentyl-1,3-dipropylxanthine ([3H]CPX) to the A1
Preparation of thermally stable, low dielectric constant, pyridine-based polyimide and related nanofoams.
Aram E and Mehdipour-Ataei S.
Journal of Applied Polymer Science, 128(6), 4387-4394 (2013)
[6-chloro-3-pyridylmethyl-3H] neonicotinoids as high-affinity radioligands for the nicotinic acetylcholine receptor: Preparation using NaB3H4 and LiB3H4.
Latli B, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 38(11)971-978, 971-978 (1996)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

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