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187518

Sigma-Aldrich

2,6-Dichlorobenzoyl chloride

99%

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About This Item

Linear Formula:
Cl2C6H3COCl
CAS Number:
4659-45-4
Molecular Weight:
209.46
Beilstein:
639531
EC Number:
225-102-4
MDL number:
MFCD00000662
UNSPSC Code:
12352100
eCl@ss:
39050513
PubChem Substance ID:
24851277
NACRES:
NA.22

Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.560 (lit.)

bp

142-143 °C/21 mmHg (lit.)

mp

15-17 °C

density

1.462 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)c1c(Cl)cccc1Cl

InChI

1S/C7H3Cl3O/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H

InChI key

JBLIDPPHFGWTKU-UHFFFAOYSA-N

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General description

2,6-Dichlorobenzoyl chloride participates in esterification of (fluoren-9-ylmethoxy)carbonyl (Fmoc)-amino acids to 4-alkoxybenzyl alcohol polystyrene.

Application

2,6-Dichlorobenzoyl chloride was used:
  • in substrate activity screening method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases
  • in the synthesis of 1-acyliridoles
  • in enantiocontrolled total synthesis of (-)-aspicilin

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP0676
MKCD1238
MKBJ9629V
MKBG5977V
MKBC2129

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Sensitisation to dichlorobenzoyl chloride.
J De Boer et al.
Contact dermatitis, 18(2), 116-117 (1988-02-01)
Morphine recognition by a porphyrin-cyclocholate molecular bowl.
Bonar-Law RP, et al.
Journal of the Chemical Society. Chemical Communications, 5, 456-458 (1993)
An improved method for anchoring of 9-fluorenylmethoxycarbonyl-amino acids to 4-alkoxybenzyl alcohol resins.
Sieber, P.
Tetrahedron Letters, 28(49), 6147-6150 (1987)
Stereocontrolled total synthesis of the macrocyclic lactone (-)-aspicilin.
Waanders PP, et al.
Tetrahedron Letters, 28(21), 2409-2412 (1987)
Andrew W Patterson et al.
Nature protocols, 2(2), 424-433 (2007-04-05)
Substrate activity screening (SAS) is a fragment-based method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases. The method consists of three steps: (i) a library of N-acyl aminocoumarins with diverse
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