32860-39-2

Basic information

• Product Name: (2R)-3-fluoropropane-1,2-diol
• Synonyms: (2R)-3-fluoropropane-1,2-diol;(R)-3-FLUOROPROPANE-1,2-DIOL;D-1-Fluorodeoxyglycerol;(2R)-3-Fluoro-1,2-propanediol
• CAS NO: 32860-39-2
• Molecular Formula: C₃H₇FO₂
• Molecular Weight: 94.08
• Mol File: 32860-39-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 205.4°Cat760mmHg
• Flash Point: 87.2°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 0.0598mmHg at 25°C
• Refractive Index: 1.4
• CAS DataBase Reference: (2R)-3-fluoropropane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-3-fluoropropane-1,2-diol(32860-39-2)
• EPA Substance Registry System: (2R)-3-fluoropropane-1,2-diol(32860-39-2)

Safety Data

• Hazardous Substances Data: 32860-39-2(Hazardous Substances Data)

Usage

General Description

(2R)-3-fluoropropane-1,2-diol, also known as 3-fluoro-1,2-propanediol, is an organic compound with the chemical formula C3H7FO2. It is a colorless, odorless liquid that is commonly used as a precursor in the synthesis of pharmaceuticals and agrochemicals. (2R)-3-fluoropropane-1,2-diol is a chiral molecule, meaning it has two enantiomers, (2R)- and (2S)-3-fluoropropane-1,2-diol, with the (2R)-enantiomer being the biologically active form. (2R)-3-fluoropropane-1,2-diol exhibits antiviral and anticancer properties and is used in the development of potential drug candidates. It is also used as a building block in organic synthesis to create complex molecules with specific pharmaceutical or industrial applications.

InChI:InChI=1/C3H7FO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m0/s1

Upstream product

• 32860-38-1 (R)-3-fluoro-1,2-propanediol acetonide 
• 453-16-7 3-fluoropropane-1,2-diol 
• 503-09-3 epifluorohydrine 

Downstream Products

• 32860-40-5 D-3-Deoxy-fluorglycerol-1-phosphat-dibenzylester 
• 33644-26-7 C₁₇H₁₅FO₄ 
• 83398-52-1 (R)-1-fluoro-3-O-ptoluenesulfonyl-2,3-propanediol 

Relevant articles and documents

Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)CoIII complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols

The hydrolytic kinetic resolution (HKR) of terminal epoxides catalyzed by chiral (salen)CoIII complex 1·OAc affords both recovered unreacted epoxide and 1,2-diol product in highly enantioenriched form. As such, the HKR provides general access to useful, highly enantioenriched chiral building blocks that are otherwise difficult to access, from inexpensive racemic materials. The reaction has several appealing features from a practical standpoint, including the use of H2O as a reactant and low loadings (0.2-2.0 mol %) of a recyclable, commercially available catalyst. In addition, the HKR displays extraordinary scope, as a wide assortment of sterically and electronically varied epoxides can be resolved to ≥ 99% ee. The corresponding 1,2-diols were produced in good-to-high enantiomeric excess using 0.45 equiv of H2O. Useful and general protocols are provided for the isolation of highly enantioenriched epoxides and diols, as well as for catalyst recovery and recycling. Selectivity factors (krel) were determined for the HKR reactions by measuring the product ee at ca. 20% conversion. In nearly all cases, krel values for the HKR exceed 50, and in several cases are well in excess of 200.

Selectively Deuterated and Optically Active Cyclic Ethers

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