2-Chloro-3-methoxyaniline

Name: 2-Chloro-3-methoxyaniline
Brand: ChemScene
Availability: InStock
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CAS No. 113206-03-4
Cat. No. CS-B0018
Purity≥97%
MDL No.MFCD08691737

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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 113206-03-4

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General Information

CAS No. 113206-03-4
Cat. No. CS-B0018
Purity ≥97%
MDL No. MFCD08691737
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈ClNO
Molecular Weight 157.60
Synonym(s) Benzenamine, 2-chloro-3-methoxy-
SMILES ClC(C(N)=CC=C1)=C1OC

Description

2-Chloro-3-methoxyaniline features a chlorinated aromatic ring paired with a methoxy group, delivering enhanced electron-donating character and improved solubility in organic media. This combination enables efficient coupling reactions and facilitates use in pharmaceutical intermediates and agrochemical synthesis under standard bench conditions.

Application

2-Chloro-3-methoxyaniline serves as a versatile intermediate in the synthesis of pharmaceuticals and agrochemicals, enabling efficient construction of substituted anilines and heterocyclic scaffolds. Its ortho-chloro and meta-methoxy substituents provide orthogonal reactivity for palladium-catalyzed coupling, electrophilic substitution, and amide formation, while offering enhanced bench stability and straightforward purification via crystallization or column chromatography.

Synthesis

Route1
- In-stock
  
  3970-39-6
- ~99%
- In-stock
  
  113206-03-4
References
- WO2004/103996 A1, ; Page 42-43 ; WO 2004/103996 A1
Route2
- 1073118-74-7
- ~%
- In-stock
  
  113206-03-4
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 17 p. 4853 - 4858 Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 18 p. 5095 - 5100

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P311-P312-P330-P361-P363-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 35.25
LogP 1.9308
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-3-methoxyaniline

CAS No. 113206-03-4

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