4-Chloro-1-naphthoic acid

Name: 4-Chloro-1-naphthoic acid
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CAS No. 1013-04-3
Cat. No. CS-W022134
Molecule weight206.63
Purity≥95%
MDL No.MFCD18252916

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 1013-04-3

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General Information

CAS No. 1013-04-3
Cat. No. CS-W022134
Purity ≥95%
MDL No. MFCD18252916
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₇ClO₂
Molecular Weight 206.63
Synonym(s) 4-chloro-1-phthalenecarboxylic acid
SMILES OC(=O)C1=CC=C(Cl)C2=C1C=CC=C2

Description

4-Chloro-1-naphthoic acid features a chlorine substituent at the 4-position of the naphthalene ring, enhancing electrophilic reactivity and metabolic stability. This bench-stable carboxylic acid integrates readily into synthetic routes for pharmaceutical intermediates, agrochemicals, and functional materials. The para-chloro configuration supports efficient coupling reactions under standard conditions.

Application

4-Chloro-1-naphthoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted naphthalene scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions under standard conditions. The ortho-chloro substituent provides a handle for palladium-catalyzed cross-coupling transformations, enhancing structural diversity in pharmaceutical and materials research. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group compatibility and predictable reactivity.

Synthesis

Route1
- In-stock
  
  4053-08-1
- ~%
- 16650-52-5
- In-stock
  
  1013-04-3
References
- Moseley, Jonathan D.; Gilday, John P. Tetrahedron, 2006 , vol. 62, # 19 p. 4690 - 4697
Route2
- 90-13-1
- ~%
- In-stock
  
  1013-04-3
References
- Wang, Zhi Yuan; Broughton, Peter W. Canadian Journal of Chemistry, 1997 , vol. 75, # 10 p. 1346 - 1353
Route3
- 16243-44-0
- ~%
- In-stock
  
  1013-04-3
References
- Parik, Patrik; Ludwig, Miroslav Collection of Czechoslovak Chemical Communications, 1997 , vol. 62, # 11 p. 1737 - 1746

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 37.3
LogP 3.1914
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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4-Chloro-1-naphthoic acid

CAS No. 1013-04-3

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