o-Toluic acid, 5-chloro-

Name: o-Toluic acid, 5-chloro-
Brand: ChemScene
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CAS No. 7499-06-1
Cat. No. CS-W020714
Purity≥97%
MDL No.None

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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 7499-06-1

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General Information

CAS No. 7499-06-1
Cat. No. CS-W020714
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₂
Molecular Weight 170.59
Synonym(s) 5-Chloro-2-methylbenzoic acid; 3-Chloro-6-methylbenzoic acid; 5-Chloro-o-toluic acid; NSC 407520
SMILES O=C(O)C1=CC(Cl)=CC=C1C

Description

2-Methyl-5-chlorobenzoic acid features a chlorinated aromatic ring with a methyl group at the ortho position, enhancing electron-withdrawal and steric influence. This combination improves metabolic stability and modulates lipophilicity, making it valuable for medicinal chemistry scaffolds and pharmaceutical intermediates requiring precise electronic tuning and enhanced bioavailability.

Application

2-Methyl-5-chlorobenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of ortho-substituted aromatic carboxylic acid motifs. Its reactivity is well-documented in standard esterification, amide coupling, and Suzuki-type transformations, with the methyl and chloro groups providing orthogonal handles for further functionalization. The compound exhibits excellent bench stability and facilitates straightforward purification via recrystallization, making it ideal for high-throughput screening and process-scale applications.

Synthesis

Route1
- 103039-12-9
- ~%
- In-stock
  
  7499-06-1
References
- WO2006/19768 A1, ; Page/Page column 156-157 ; WO 2006/019768 A1
Route2
- 118-90-1
- ~12%
- In-stock
  
  7499-08-3
- In-stock
  
  7499-06-1
- In-stock
  
  133232-56-1
- In-stock
  
  54811-38-0
References
- EP1595862 A1, ; Page/Page column 11-12 ;
Route3
- 124-38-9
- 95-73-8
- ~0%
- 118-90-1
- In-stock
  
  5162-82-3
- In-stock
  
  7499-06-1
- In-stock
  
  99-94-5
References
- Heintz, Monique; Sock, Oumar; Saboureau, Christophe; Perichon, Jacques; Troupel, Michel Tetrahedron, 1988 , vol. 44, # 6 p. 1631 - 1636

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.34662
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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o-Toluic acid, 5-chloro-

CAS No. 7499-06-1

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