71301-98-9

Basic information

• Product Name: Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate
• Synonyms: Ethyl(R)-(+)-2-(4-hydroxyphenoxy)propanoate;(R)-ethyl 2-(4-hydroxyphenoxy)propanoate;(R)-2-(4-Hydroxyphenoxy)propionic acid ethyl ester;(R)-2-(p-Hydroxyphenoxy)propionic acid ethyl ester
• CAS NO: 71301-98-9
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210
• Mol File: 71301-98-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 36-37℃
• Boiling Point: 327℃
• Flash Point: 124℃
• Appearance: /
• Density: 1.156
• Vapor Pressure: 0.000106mmHg at 25°C
• Refractive Index: 1.518
• Storage Temp.: 2-8°C
• PKA: 10.09±0.15(Predicted)
• CAS DataBase Reference: Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate(71301-98-9)
• EPA Substance Registry System: Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate(71301-98-9)

Safety Data

• Hazardous Substances Data: 71301-98-9(Hazardous Substances Data)

Usage

Description

Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate, also known as Ethyl 4-hydroxyphenylglycidate, is a chiral ester with the molecular formula C12H14O4. It is a colorless to pale yellow liquid that exhibits a fruity, floral odor. Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate is characterized by its specific three-dimensional arrangement of atoms, which is crucial for its biological and chemical properties. Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate is commonly used as a building block in organic synthesis and is known for its enantiomeric purity, which is important in various applications.

Uses

Used in Pharmaceutical Industry:
Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate is used as an intermediate in the synthesis of pharmaceuticals for its specific chiral properties. Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate's unique arrangement of atoms allows for the creation of enantiomerically pure drugs, which is essential for ensuring the desired biological activity and minimizing potential side effects.
Used in Agrochemical Industry:
In the agrochemical industry, Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate is used as a building block for the development of chiral agrochemicals. Its enantiomeric purity ensures that the synthesized compounds exhibit the desired biological activity and selectivity, reducing the risk of unintended environmental impacts.
Used in Flavor and Fragrance Industry:
Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate is used as a key component in the production of flavor and fragrance compounds. Its fruity, floral odor makes it a valuable ingredient in creating various scents and flavors for the food, beverage, and cosmetics industries.
Used in Organic Synthesis:
As a chiral ester, Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate is widely used in organic synthesis for the preparation of various chiral compounds. Its specific three-dimensional arrangement of atoms allows for the selective formation of enantiomerically pure products, which is crucial in many chemical reactions and applications.

InChI:InChI=1/C11H14O4/c1-3-14-11(13)8(2)15-10-6-4-9(12)5-7-10/h4-8,12H,3H2,1-2H3/t8-/m1/s1

Upstream product

• 3731-51-9 2-(Aminomethyl)pyridine 
• 66441-23-4 fenoxaprop-p-ethyl 
• 3731-52-0 3-Aminomethylpyridine 
• 3731-53-1 4-(aminomethyl)pyridine 
• 74497-15-7 (L) Ethyl 2-chloropropanoate 
• 123-31-9 hydroquinone 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 65343-67-1 ethyl 2-(4-hydroxyphenoxy)propanoate 
• 131775-56-9 (R)-2-(p-acetylphenoxy)propionic acid ethyl ester 
• 2516-47-4 cyclopropanemethylamine 
• 765-30-0 Cyclopropylamine 
• 2620-50-0 1,3-benzodioxol-5-ylmethyl amine 

Downstream Products

• 94050-90-5 (R)-2-(4-hydroxyphenoxy)propionic acid 
• 122008-78-0 cyhalofop-butyl 
• 113776-20-8 (-)-ethyl (2S)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]propanoate 
• 66441-23-4 fenoxaprop-p-ethyl 

Relevant articles and documents

Resolution of (R, S)-ethyl-2-(4-hydroxyphenoxy) propanoate using lyophilized mycelium of Aspergillus oryzae WZ007

The mycelium of Aspergillus oryzae WZ007 was successfully developed to kinetic resolution of (R, S)-ethyl-2-(4-hydroxyphenoxy) propanoate ((R, S)-EHPP) for production of (R)-ethyl-2-(4-hydroxyphenoxy) propanoate ((R)-EHPP). The key biocatalytic process parameters (pH, temperature, rotation speed and substrate concentration) were optimized. Under the optimum conditions, the optical purity of (R)-EHPP was improved up to >99% when the conversion was above 49%. A. oryzae WZ007 whole-cell lipase exhibited high reaction capacity, enantioselectivity and good reusability. The tolerable substrate concentration was 0.5 mol/L, and dry mycelium of A. oryzae WZ007 maintains over 80% of its initial activity after eight repeating cycles. Therefore the enzymatic preparation of (R)-EHPP route was suitable for industrial application.

A PROCESS FOR OPTICAL PURE (R)-2-PHENOXYPROPIONIC ACID DERIVATIVES

The present invention relates to a method for manufacturing optically active (R)-2-phenoxypropionic acid derivatives. More particularly, the present invention relates to a method for manufacturing optically active (R)-2-phenoxypropionic acid derivatives with high purity by using p-substituted phenol derivatives and alkyl (S)-2-arylsulfonyloxypropionate as starting materials and reacting them at 60 to 100 °C in the presence of an alkalimetal salt as a base and. a hydrocarbon solvent.