94050-90-5

Basic information

• Product Name: (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
• Synonyms: （R）-（+）-（4-hydroxyphenoxy)-propionic acid;(2R)-2-(4-hydroxyphenoxy)propanoic acid;(R)-(+)-2-(4-HYDROXYPENOXY)PROPIONIC ACID;HYDROXYPHENOXYPROPIONIC ACID;(R)-(+)-2-(4-Hydroxyphenoxy)Pr;R-(+)-2-(4-HYDROXYPHENYL)PROPIONIC ACID;R-2-(4-Hydroxyphenoxy)propanoic aicd;R-(+)-2-(4-Hydrobenzoxy)propionic acid
• CAS NO: 94050-90-5
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17
• EINECS: 407-960-3
• Product Categories: Aromatic Propionic Acids;CHIRAL COMPOUNDS;Carboxylic Acids;Chiral Building Blocks;Organic Building Blocks
• Mol File: 94050-90-5.mol
• Article Data: 28

Chemical Properties

• Melting Point: 145-148 °C(lit.)
• Boiling Point: 367.5 °C at 760 mmHg
• Flash Point: 151.3 °C
• Appearance: White crystal
• Density: 1.302 g/cm³
• Vapor Pressure: 4.76E-06mmHg at 25°C
• Refractive Index: 38 ° (C=0.1, MeOH)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.32±0.10(Predicted)
• CAS DataBase Reference: (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid(94050-90-5)
• EPA Substance Registry System: (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid(94050-90-5)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• WGK Germany: 1
• Hazardous Substances Data: 94050-90-5(Hazardous Substances Data)

Usage

Uses

(R)-(+)-2-(4-Hydroxyphenoxy)propionic Acid is a degradation product of Cyhalofop-butyl (C989385); an aryloxyphenoxypropionate compound that is used as a herbicide to eliminate grass weeds in rice fields. Cyhalofop-butyl works by selectively inhibiting acetyl CoA carboxylase, an enzyme that is important for the metabolism of fatty acids.

InChI:InChI=1/C9H10O4/c1-6(9(11)12)13-8-4-2-7(10)3-5-8/h2-6,10H,1H3,(H,11,12)/t6-/m1/s1

Upstream product

• 1129-46-0 (R)-(+)-2-phenoxypropionic acid 
• 1184648-08-5 R-2-(4-hydroxyphenoxy)propanoic acid potassium salt 
• 74533-11-2 L-2-chloropropionic acid sodium salt 
• 30008-10-7 sodium 4-hydroxybenzen-1-olate 
• 13794-15-5 2-(4-methoxyphenoxy)propanoic acid 
• 106-41-2 4-bromo-phenol 
• 106-48-9 4-chloro-phenol 
• 3307-39-9 (R)-2-(4-chlorophenoxy)propanoic acid 
• 10009-44-6 R-(+)-2-(4-iodophenoxy)propionic acid 
• 100-02-7 4-nitro-phenol 
• 10326-41-7 D-Lactic acid 
• 123-31-9 hydroquinone 
• 46232-97-7 R-(+)-2-(4-bromophenoxy)propionic acid 
• 108-95-2 phenol 

Downstream Products

• 60074-23-9 2-{4-[(5-chloro-2-pyridyl)oxy]phenoxy}propionic acid 
• 445041-74-7 (R)-(+)-2-{4-[(7-chloro-2-quinolinyl)oxy]phenoxy}propionic acid 
• 76578-20-6 D-2-[p-[(6-chloro-2-quinolyl)oxy]phenoxy]-propionic acid 
• 445041-75-8 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy} propionic acid 
• 122008-77-9 2-(4-(2'-fluoro-4'-cyanophenoxy)phenoxy)propionic acid 
• 95977-29-0 (R)-2-[4-(3-chloro-5-trifluoromethylpyridin-2-yloxy)phenoxy]propanoic acid 
• 94050-87-0 methyl 2-[[2-(4-hydroxyphenoxy)propionyl]oxy]ethylcarbamate 
• 122008-78-0 cyhalofop-butyl 
• 847604-02-8 ethyl (2R,3S)-2-amino-3-(1H-indol-3-yl)butanoate (R)-2-(4-hydroxyphenoxy)propionate 
• 847603-46-7 (2S,3R)-ethyl 2-amino-3-(1H-indol-3-yl)butanoate 
• 105118-15-8 (S)-2-(4-hydroxyphenoxy)propionic acid 
• 1295650-94-0 (R,R)-(+)-2-(4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy)propionic acid 4-(1-methoxycarbonylethoxy)phenyl ester 
• 1295650-96-2 C₂₆H₂₅ClFNO₇ 
• 1295650-95-1 (R,R)-(+)-2-(4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy)propionic acid 4-(1-ethoxycarbonylethoxy)phenyl ester 

Relevant articles and documents

Preparation method of (R)-(+)-2-(4-hydroxyphenoxy) propionic acid

The invention provides a preparation method of (R)-(+)-2-(4-hydroxyphenoxy) propionic acid, and belongs to the technical field of pesticide intermediates. Phenol compounds (parachlorophenol, p-bromophenol, p-iodophenol or p-hydroxybenzenesulfonic acid) are adopted as raw materials and react with (S)-(-)-2-chloropropionic acid to synthesize R-(+)-2-(4-chlorophenoxy) propionic acid, and the (R)-(+)-2-(4-hydroxyphenoxy) propionic acid is obtained after hydrogen hydrolysis. The raw material phenol compound used in the invention is low in price and simple in process operation; and the method avoids using hydroquinone as a raw material, and solves the problems of high raw material cost, difficult product purification and low product quality caused by hydroquinone disubstituted impurities generated in the reaction when hydroquinone is used as a raw material for synthesis in the traditional method.

Preparation method of R-(+)-2-(4-hydroxyphenoxy) propionic acid

The invention relates to the technical field of organic synthesis, in particular to a preparation method of R-(+)-2-(4-hydroxyphenoxy) propionic acid. The preparation method provided by the invention comprises the following steps that p-nitrophenol and (S)-(-)-2-chloropropionic acid are subjected to substitution reaction under an alkaline condition to obtain R-(+)-2-(4-nitrophenoxy) propionic acid; the R-(+)-2-(4-nitrophenoxy) propionic acid and H2 are subjected to a reduction reaction under the catalysis condition of a catalyst, and the R-(+)-2-(4-aminophenoxy) propionic acid is obtained; and the R-(+)-2-(4-aminophenoxy) propionic acid and sodium nitrite are subjected to a diazotization hydrolysis reaction under the acidic condition, and the R-(+)-2-(4-hydroxyphenoxy) propionic acid is obtained. The preparation method is simple, easy to obtain and low in cost, and the prepared R-(+)-2-(4-hydroxyphenoxy) propionic acid is high in yield and high in purity.

Preparation method of R-(+)-2-(4-hydroxyphenoxy) propionic acid

The invention provides a preparation method of R-(+)-2-(4-hydroxyphenoxy) propionic acid. The preparation method comprises the following steps: under the protection of inert gas, p-nitrophenol is usedas a starting raw material, and p-nitrophenoxy propionic acid is prepared through an etherification reaction; the p-nitrophenoxy propionic acid is reduced by adopting palladium on carbon to prepare p-aminophenoxy propionic acid; the optically pure R-(+)-2-(4-hydroxyphenoxy) propionic acid is prepared by diazotization and hydrolysis reaction of p-aminophenoxy propionic acid. The average yield of the preparation method of R-(+)-2-(4-hydroxyphenoxy) propionic acid is not lower than 85%, and the product purity is 99.5% or above.