1-(4-Methoxyphenyl)cyclopropanecarboxylic acid

Name: 1-(4-Methoxyphenyl)cyclopropanecarboxylic acid
Brand: ChemScene
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CAS No. 16728-01-1
Cat. No. CS-W005131
Molecule weightNone
Purity≥97%
MDL No.MFCD00019223

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Excepted Quantity	$0.00
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1-(4-Methoxyphenyl)cyclopropanecarboxylic acid|CS-W005131

Structure of 16728-01-1

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General Information

CAS No. 16728-01-1
Cat. No. CS-W005131
Purity ≥97%
MDL No. MFCD00019223
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂O₃
Molecular Weight None
Synonym(s) 1-(4-methoxyphenyl)-1-cyclopropanecarboxylate
SMILES COC1=CC=C(C=C1)C1(CC1)C(O)=O

Description

This cyclopropanecarboxylic acid derivative features a para-methoxyphenyl group that enhances solubility and modulates electronic properties. The strained cyclopropane ring imparts unique conformational rigidity, enabling precise spatial orientation in synthetic intermediates. Bench-stable and moisture-tolerant, it integrates efficiently into medicinal chemistry campaigns targeting bioactive scaffolds.

Application

1-(4-Methoxyphenyl)cyclopropanecarboxylic acid serves as a valuable building block in medicinal chemistry, enabling the synthesis of bioactive cyclopropyl-containing scaffolds. Its stability and defined stereochemistry facilitate reliable incorporation into target molecules. The carboxylic acid group supports direct derivatization—such as amide formation or esterification—while the para-methoxyphenyl moiety provides favorable electronic and lipophilic properties for drug-like compounds.

Synthesis

Route1
- In-stock
  
  16728-00-0
- ~77%
- In-stock
  
  16728-01-1
References
- Mndzhoyan, Sh. L.; Tsinker, M. G.; Ovakimyan, A. R.; Ter-Zakharyan, Yu. Z.; Kazaryan, E. V.; Paronikyan, R. V. Pharmaceutical Chemistry Journal, 1980 , vol. 14, # 2 p. 114 - 118 Khimiko-Farmatsevticheskii Zhurnal, 1980 , vol. 14, # 2 p. 40 - 45
Route2
- 104173-40-2
- ~62%
- In-stock
  
  16728-01-1
References
- Kirmse, Wolfgang; Rode, Jutta Chemische Berichte, 1986 , vol. 119, # 12 p. 3694 - 3703
Route3
- 39729-00-5
- ~%
- In-stock
  
  16728-01-1
References
- Chemische Berichte, , vol. 119, # 12 p. 3694 - 3703

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 46.53
LogP 1.8114
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

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1-(4-Methoxyphenyl)cyclopropanecarboxylic acid

CAS No. 16728-01-1

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