2-Chloro-1-(3,4-dihydroxyphenyl)ethanone

Name: 2-Chloro-1-(3,4-dihydroxyphenyl)ethanone
Brand: ChemScene
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CAS No. 99-40-1
Cat. No. CS-W016884
Purity≥97%
MDL No.MFCD00002200

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-1-(3,4-dihydroxyphenyl)ethanone|CS-W016884

Structure of 99-40-1

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General Information

CAS No. 99-40-1
Cat. No. CS-W016884
Purity ≥97%
MDL No. MFCD00002200
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₃
Molecular Weight 186.59
Synonym(s) None
SMILES OC1=CC=C(C(CCl)=O)C=C1O

Description

A synthetic zwitterionic detergent, which unlike other amphoteric surfactants, retains its zwitterionic character over a broad pH range (CMC: 330 mM). This property is attributed to both the presence of a strongly basic quaternary ammonium ion and an acidic sulfonate ion of equal strength. This ionic balance presumably prevents irreversible binding to either anionic or cationic compounds.

Application

2-Chloro-1-(3,4-dihydroxyphenyl)ethanone serves as a versatile synthetic intermediate for catechol-containing scaffolds. Its chloroacetophenone functionality enables reliable nucleophilic substitution and coupling reactions, particularly in the construction of bioactive heterocycles. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns requiring ortho-dihydroxyarene motifs.

Synthesis

Route1
- 120-80-9
- 79-04-9
- ~64%
- In-stock
  
  99-40-1
References
- DSM IP ASSETS B.V. Patent: WO2008/107109 A1, 2008 ; Location in patent: Page/Page column 4-5 ;
Route2
- 120-80-9
- 79-11-8
- ~%
- In-stock
  
  99-40-1
References
- Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, , vol. 25, p. 154 Chemische Berichte, 26 Ref. <1893>, 58 Journal of the American Chemical Society, , vol. 57, p. 1382 Bulletin des Societes Chimiques Belges, , vol. 46, p. 270,271,272,273
Route3
- 30287-15-1
- ~%
- In-stock
  
  99-40-1
References
- Chemische Berichte, , vol. 46, p. 4019

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 57.53
LogP 1.5193
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-1-(3,4-dihydroxyphenyl)ethanone

CAS No. 99-40-1

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