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(R)-(−)-Hexahydromandelic acid

CAS 53585-93-6C6H11CH(OH)CO2HChemical Synthesis

(R)-(−)-Hexahydromandelic acid (CAS 53585-93-6) is a chiral carboxylic acid with the molecular formula C6H11CH(OH)CO2H. This optically active compound serves as a valuable building block in asymmetric synthesis. Its specific stereochemistry makes it particularly useful for introducing chirality in complex organic molecules during chemical synthesis, contributing to the development of enantiomerically pure compounds for various research and industrial applications.

IUPAC
(R)-(−)-Cyclohexylhydroxyacetic acid
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(R)-(−)-Hexahydromandelic acid (C6H11CH(OH)CO2H) — chemical structure, CAS 53585-93-6; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisCarboxylic AcidsChemical SynthesisChiral Building BlocksOrganic Building Blocks
01 /Applications

Chiral Building Block

(R)-(−)-Hexahydromandelic acid is used as a chiral synthon in the preparation of enantiomerically enriched target molecules. Its defined stereocenter allows for precise control over the chirality of newly formed stereocenters in synthetic routes.

Asymmetric Synthesis

This compound finds application in asymmetric synthesis, where it can be employed as a starting material or intermediate for creating complex chiral structures. It is instrumental in stereoselective reactions leading to optically active products.

Organic Synthesis Intermediate

As a functionalized carboxylic acid with a chiral hydroxyl group, (R)-(−)-Hexahydromandelic acid serves as a versatile intermediate in multi-step organic synthesis pathways. It can undergo various transformations to yield diverse chemical entities.

02 /Properties
Molecular weight158.19
Linear formulaC6H11CH(OH)CO2H
Assay98%
Optical activity[α]18/D −23°, c = 1 in acetic acid
Optical purityee: 99% (GLC)
Melting point127-129 °C(lit.)
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
53585-93-6
MDL number
MFCD00009824
PubChem substance
24858168
Beilstein registry
3196809
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (R)-(−)-Hexahydromandelic acid used for?

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(R)-(−)-Hexahydromandelic acid is primarily used as a chiral building block in asymmetric synthesis and as an intermediate in organic synthesis for creating enantiomerically pure compounds.

What are the CAS number and formula for (R)-(−)-Hexahydromandelic acid?

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The CAS number is 53585-93-6, and its linear formula is C6H11CH(OH)CO2H.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (R)-(−)-Hexahydromandelic acid with an assay of 98% and an optical purity of 99% ee (GLC). This is a research/technical grade material, and TSS does not represent it as USP, BP, or EP grade.

What are the safety and handling precautions for (R)-(−)-Hexahydromandelic acid?

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Handle (R)-(−)-Hexahydromandelic acid with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It is classified with WGK 2 in Germany, indicating it is hazardous to water.

How is (R)-(−)-Hexahydromandelic acid packed and shipped?

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Tech Serve Solutions exports fine chemicals globally, ensuring appropriate packaging for safe transport according to international regulations.

How can I request a sample or quote for (R)-(−)-Hexahydromandelic acid?

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Please contact our sales team via the website or phone to request a sample or a quotation for (R)-(−)-Hexahydromandelic acid.

Need (R)-(−)-Hexahydromandelic acid in a specific grade or volume?