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383384

Sigma-Aldrich

5′-Chloro-2′-hydroxyacetophenone

99%

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About This Item

Linear Formula:
ClC6H3(OH)COCH3
CAS Number:
1450-74-4
Molecular Weight:
170.59
EC Number:
215-916-8
MDL number:
MFCD00067788
UNSPSC Code:
12352100
PubChem Substance ID:
24863960
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

bp

126-128 °C/28 mmHg (lit.)

mp

54-56 °C (lit.)

functional group

chloro
ketone

SMILES string

CC(=O)c1cc(Cl)ccc1O

InChI

1S/C8H7ClO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3

InChI key

XTGCUDZCCIRWHL-UHFFFAOYSA-N

General description

5′-Chloro-2′-hydroxyacetophenone (5-chloro-2- hydroxyacetophenone) on condensation with salicylhydrazide yields Schiff base, which is reported to form copper(II) complexes. Dipole moment of 5-chloro-2- hydroxyacetophenone has been evaluated in benzene solution.

Application

5′-Chloro-2′-hydroxyacetophenone (5-chloro-2- hydroxyacetophenone) may be used in the synthesis of:
  • 6-chloro-2-methyl-4H-chrome-4-one
  • 1-(2-hydroxyphenyl)-5-phenyl-2,4-pentadien-1-ones
  • 1-(2-hydroxyphenyl)-5-phenyl-2,4-pentadien-1-ones
  • 2-styrenyl allyl ether

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

383384-5G:
383384-BULK:
383384-25G:
383384-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0918
MKCL9068
MKCG2825
MKCD0338
MKBW5044V

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Synthesis and characterization of copper (II) complexes with a tridentate schiff base ligand derived from 5-chloro-2-hydroxyacetophenone and salicylhydrazide. X-ray structure of copper (II)(5-chloro-2-hydroxyacetophenone-salicylhydrazide) dimethylformamide.
Dance JM, et al.
Inorgorganica Chimica Acta, 162(2), 239-244 (1989)
Studies on the Intramolecular Hydrogen Bond in Conjugated Systems by the Measurements of Dipole Moments. II. Salicylaldehyde and o-Hydroxyacetophenone
Eda B and Ito K.
Bulletin of the Chemical Society of Japan, 30(2), 164-167 (1957)
A Highly Efficient and Practical Synthesis of Chromene Derivatives Using Ring-Closing Olefin Metathesis.
Sukbok Chang et al.
The Journal of organic chemistry, 63(3), 864-866 (2001-10-24)
T Keim et al.
Journal of industrial microbiology & biotechnology, 23(4-5), 359-363 (2001-06-26)
Due to their physicochemical and toxicological properties, polychlorinated dibenzofurans are regarded as a class of compounds providing reason for serious environmental concern. While the nonhalogenated basic structure dibenzofuran is effectively mineralized by appropriate bacterial strains, its polychlorinated derivatives are not.
Nicoletta Desideri et al.
Antiviral chemistry & chemotherapy, 14(4), 195-203 (2003-10-30)
Recently, we identified 2-styrylchromones as a new class of antirhinovirus flavonoids with moderate activity against both rhinovirus groups A and B. In order to improve the antiviral effect of the first series of tested 2-styrylchromones, a hydroxy or methoxy group

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