1-(2-Chloro-4-methoxyphenyl)ethanone

Name: 1-(2-Chloro-4-methoxyphenyl)ethanone
Brand: ChemScene
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CAS No. 41068-36-4
Cat. No. CS-0186222
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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1-(2-Chloro-4-methoxyphenyl)ethanone|CS-0186222

Structure of 41068-36-4

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General Information

CAS No. 41068-36-4
Cat. No. CS-0186222
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉ClO₂
Molecular Weight 184.62
Synonym(s) Benzenemethanol,2-chloro-4-fluoro-a-methyl
SMILES CC(=O)C1=C(C=C(C=C1)OC)Cl

Description

1-(2-Chloro-4-methoxyphenyl)ethanone features a chlorinated aromatic ring fused to an acetyl group, delivering enhanced reactivity in electrophilic substitution. The para-methoxy substituent imparts electron-donating character, while the ortho-chlorine introduces steric and electronic modulation. This compound serves as a key intermediate in pharmaceutical synthesis, particularly for bioactive heterocycles.

Application

1-(2-Chloro-4-methoxyphenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically relevant scaffolds. Its ortho-chloro and para-methoxy substituents provide favorable electronic and steric profiles for electrophilic aromatic substitution and transition-metal-catalyzed coupling reactions. The ketone functionality facilitates downstream transformations including reduction, enolization, and nucleophilic addition, with excellent bench stability and straightforward purification via crystallization or flash chromatography.

Synthesis

Route1
- In-stock
  
  2845-89-8
- 75-36-5
- ~53%
- In-stock
  
  41068-36-4
References
- Yuldashev, Kh. Yu. Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, p. 1610 - 1612 Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 9 p. 1893 - 1895
Route2
- In-stock
  
  2845-89-8
- 108-24-7
- ~79%
- In-stock
  
  41068-36-4
References
- Gust, Ronald; Burgemeister, Thomas; Mannschreck, Albrecht; Schoenenberger, Helmut Journal of Medicinal Chemistry, 1990 , vol. 33, # 9 p. 2535 - 2544
Route3
- In-stock
  
  100-06-1
- ~%
- In-stock
  
  41068-36-4
- 157487-30-4
References
- Narender; Mohan, K.V.V. Krishna; Srinivasu; Kulkarni; Raghavan Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004 , vol. 43, # 6 p. 1335 - 1338

Safety Information

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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 26.3
LogP 2.5512
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(2-Chloro-4-methoxyphenyl)ethanone

CAS No. 41068-36-4

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