Paracetamol impurity 1

Name: Paracetamol impurity 1
Brand: ChemScene
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CAS No. 3964-54-3
Cat. No. CS-W022899
Purity≥96%
MDL No.MFCD01318123

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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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Structure of 3964-54-3

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General Information

CAS No. 3964-54-3
Cat. No. CS-W022899
Purity ≥96%
MDL No. MFCD01318123
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈ClNO₂
Molecular Weight 185.61
Synonym(s) None
SMILES O=C(NC1=CC=C(O)C(Cl)=C1)C

Description

N-(3-Chloro-4-hydroxyphenyl)acetamide features a phenolic hydroxyl group flanked by electron-withdrawing chlorine and acetyl substituents, enabling selective reactivity in electrophilic substitution. This bench-stable scaffold integrates readily into bioactive molecule design, particularly for kinase inhibitors and pharmaceutical intermediates requiring polar, hydrogen-bonding functionality.

Application

N-(3-Chloro-4-hydroxyphenyl)acetamide serves as a versatile building block in medicinal chemistry, enabling direct incorporation of a phenolic hydroxyl group and a chlorinated aromatic ring into target molecules. The acetamide functionality provides synthetic handle for further derivatization via amide bond formation or reduction. Bench-stable and readily purified by recrystallization, it facilitates efficient access to substituted anilines and heterocyclic scaffolds under standard coupling conditions.

Synthesis

Route1
- 3964-52-1
- ~%
- In-stock
  
  3964-54-3
References
- Zeneca Limited Patent: US5866611 A1, 1999 ;
Route2
- In-stock
  
  50700-49-7
- ~17%
- In-stock
  
  103-90-2
- In-stock
  
  3964-54-3
- 106-51-4
References
- Novak, Michael; Pelecanou, Maria; Roy, Ajit K.; Andronico, Anthony F.; Plourde, Francine M.; et al. Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5623 - 5631
Route3
- In-stock
  
  60-35-5
- 3964-52-1
- ~81%
- In-stock
  
  3964-54-3
References
- Peng, Yanqing; Song, Gonghua; Ding, Fang Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004 , vol. 43, # 9 p. 2021 - 2023

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 49.33
LogP 2.004
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Paracetamol impurity 1

CAS No. 3964-54-3

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