3-Phenylcyclobutanecarboxylic acid

Name: 3-Phenylcyclobutanecarboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 66016-28-2
Cat. No. CS-W000558
Molecule weightNone
Purity≥98%
MDL No.MFCD01734191

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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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3-Phenylcyclobutanecarboxylic acid|CS-W000558

Structure of 66016-28-2

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General Information

CAS No. 66016-28-2
Cat. No. CS-W000558
Purity ≥98%
MDL No. MFCD01734191
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂O₂
Molecular Weight None
Synonym(s) None
SMILES O=C(O)C1CC(C2=CC=CC=C2)C1

Description

3-Phenylcyclobutanecarboxylic acid features a rigid cyclobutane core fused to a phenyl ring, delivering enhanced structural stability and defined spatial orientation. This configuration supports precise molecular recognition in synthetic applications. The carboxylic acid group enables direct derivatization or salt formation for improved solubility and handling. Its bench-stable nature facilitates use in multi-step synthesis without degradation.

Application

3-Phenylcyclobutanecarboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds through standard functional group transformations. Its rigid cyclobutane core imparts conformational constraint, enhancing target binding affinity in drug discovery. The carboxylic acid functionality facilitates direct coupling reactions and derivatization, while the phenyl substituent offers π-stacking potential and synthetic handle for further modification. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses.

Synthesis

Route1
- 1570-97-4
- ~%
- In-stock
  
  66016-28-2
References
- Wiberg, Kenneth B.; Dailey, William P.; Walker, Frederick H.; Waddell, Sherman T.; Crocker, Louis S.; Newton, Marshall Journal of the American Chemical Society, 1985 , vol. 107, # 25 p. 7247 - 7257

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
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P330-P332+P313-P337+P313-P362+P364-P501

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Computational Chemistry Data

TPSA 37.3
LogP 2.2648
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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3-Phenylcyclobutanecarboxylic acid

CAS No. 66016-28-2

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