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528102

Sigma-Aldrich

6-Chloronicotinoyl chloride

97%

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25 G
$110.78

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25 G
$110.78

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

$110.78

List Price$139.00Save 20%
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

Quality Level

100

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

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP0849
MKCB6087
MKBP3873V
MKBJ5876V
MKBF0273V

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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)
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
[3H] imidacloprid: Synthesis of a candidate radioligand for the nicotinic acetylcholine receptor.
Latli B and Casida JE.
Journal of Labelled Compounds & Radiopharmaceuticals, 31(8), 609-613 (1992)
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)
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