2-Acetoxy-2-phenylacetic acid

Name: 2-Acetoxy-2-phenylacetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 5438-68-6
Cat. No. CS-0539335
Purity≥98%
MDL No.MFCD00662355

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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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2-Acetoxy-2-phenylacetic acid|CS-0539335

Structure of 5438-68-6

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Description

2-Acetoxy-2-phenylacetic acid features a benzoyl-stabilized α-hydroxy carboxylic acid scaffold with a pendant acetyl group, enabling direct integration into esterification and conjugation workflows. This bench-stable reagent delivers efficient functionalization under mild conditions, serving as a key intermediate in the synthesis of bioactive esters and prodrugs.

Application

2-Acetoxy-2-phenylacetic acid serves as a versatile synthon in synthetic organic chemistry, enabling efficient access to phenyl-substituted heterocycles and functionalized carboxylic acid derivatives. Its acetoxy group facilitates mild deprotection and acts as a latent electrophile, while the adjacent benzylic position supports stable functionalization. The molecule exhibits good bench stability, tolerates diverse reaction conditions, and simplifies purification—making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

General Information

CAS No. 5438-68-6
Cat. No. CS-0539335
Purity ≥98%
MDL No. MFCD00662355
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀O₄
Molecular Weight None
Synonym(s) O-Acetylmandelic acid
SMILES CC(=O)OC(C1=CC=CC=C1)C(=O)O

Computational Chemistry Data

TPSA 63.6
LogP 1.3754
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Acetoxy-2-phenylacetic acid

CAS No. 5438-68-6

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