213479-90-4

Basic information

• Product Name: 1,2-Ethanediol,1-(4-fluorophenyl)-,(1S)-(9CI)
• Synonyms: 1,2-Ethanediol,1-(4-fluorophenyl)-,(1S)-(9CI)
• CAS NO: 213479-90-4
• Molecular Formula: C₈H₉FO₂
• Molecular Weight: 156.15
• Product Categories: HALIDE
• Mol File: 213479-90-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 293.0±25.0 °C(Predicted)
• Appearance: /
• Density: 1.277±0.06 g/cm3(Predicted)
• PKA: 13.55±0.20(Predicted)
• CAS DataBase Reference: 1,2-Ethanediol,1-(4-fluorophenyl)-,(1S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediol,1-(4-fluorophenyl)-,(1S)-(9CI)(213479-90-4)
• EPA Substance Registry System: 1,2-Ethanediol,1-(4-fluorophenyl)-,(1S)-(9CI)(213479-90-4)

Safety Data

• Hazardous Substances Data: 213479-90-4(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 8 carbon (C), 9 hydrogen (H), 1 fluorine (F), and 2 oxygen (O) atoms.

Explanation

A chiral compound is one that has a stereocenter, which is an atom (usually carbon) bonded to four different groups. This compound has one stereocenter, making it chiral.

Explanation

The number of stereocenters in a molecule is the count of atoms that are bonded to four different groups, which can result in different spatial arrangements of the molecule.

Explanation

This is an alternative name for the compound, indicating the specific arrangement of the atoms and the presence of a fluorine atom on the phenyl group.

Explanation

The compound serves as a starting material or building block in the production of various pharmaceuticals and organic compounds, which can have different applications.

Explanation

The compound is used as a building block in the synthesis of chiral molecules, which are essential in various fields, including the pharmaceutical industry.

Explanation

The compound is a liquid at room temperature and is colorless, which is a characteristic of its physical state.

Chiral Compound

Yes

Stereocenter

1

Known as

(S)-1-(4-fluorophenyl)ethane-1,2-diol

Application

Intermediate in the synthesis of pharmaceuticals and organic compounds

Building Block

Chiral molecules

Physical State

Colorless liquid at room temperature

Upstream product

• 18511-62-1 4-fluorostyrene oxide 
• 18511-62-1 (2S)-2-(4-fluorophenyl)oxirane 
• 18511-62-1 R-(-)-2-(4-fluorophenyl)oxirane 
• 405-99-2 para-fluorostyrene 
• 1813-94-1 ethyl 4-fluorobenzoylformate 
• 403-32-7 (4-fluorophenyl)glyoxal 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 459-57-4 4-fluorobenzaldehyde 
• 403-31-6 4-fluoro-2-hydroxy-acetophenone 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 17951-22-3 1-(4-fluorophenyl)ethane-1,2-diol 
• 100-52-7 benzaldehyde 

Downstream Products

• 18511-62-1 (2S)-2-(4-fluorophenyl)oxirane 

Relevant articles and documents

Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution

Structure-guided microtuning of an Aspergillus usamii epoxide hydrolase was executed. One mutant, A214C/A250I, displayed a 12.6-fold enhanced enantiomeric ratio (E = 202) toward rac-styrene oxide, achieving its nearly perfect kinetic resolution at 0.8 M in pure water or 1.6 M in n-hexanol/water. Several other beneficial mutants also displayed significantly improved E values, offering promising biocatalysts to access 19 structurally diverse chiral monosubstituted epoxides (97.1 - ≥ 99% ees) and vicinal diols (56.2-98.0% eep) with high yields.

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions

Molecular structures of the most prominent chiral non-racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen-bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts was extended to the enantioselective dioxygenation of alkenes. A series of terminal styrenes are converted into the corresponding vicinal diacetoxylation products under mild conditions and provide the proof of principle for a truly intermolecular asymmetric alkene oxidation under iodine(I/III) catalysis.