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

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

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

• 13794-15-5 2-(4-methoxyphenoxy)propanoic acid 
• 65343-67-1 ethyl 2-(4-hydroxyphenoxy)propanoate 
• 103-16-2 4-Benzyloxyphenol 
• 63650-08-8 (+)-ethyl 2-(4-benzyloxyphenoxy)propionate 
• 37067-27-9 hydroquinone sulphate potassium salt 
• 1634-04-4 tert-butyl methyl ether 
• 69033-92-7 2-(4-Methoxyphenoxy)propionsaeuremethylester 
• 1129-46-0 (R)-(+)-2-phenoxypropionic acid 
• 74533-11-2 L-2-chloropropionic acid sodium salt 
• 123-31-9 hydroquinone 
• 131775-56-9 (R)-2-(p-acetylphenoxy)propionic acid ethyl ester 
• 111842-06-9 methyl (R)-2-(4-acetoxyphenoxy)propionate 
• 940-31-8 2-phenoxypropionic acid 
• 94050-90-5 (RS)-2-(4-hydroxyphenoxy)propionic acid 

Downstream Products

• 92723-51-8 2-(4-Isopropoxy-phenoxy)-propionic acid 
• 99761-32-7 2-(4-Ethoxy-phenoxy)-propionic acid 
• 91555-67-8 2-(4-Propoxy-phenoxy)-propionic acid 
• 60074-23-9 2-{4-[(5-chloro-2-pyridyl)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 
• 60075-04-9 (RS)-methyl 2-(4-hydroxyphenoxy)propionate 
• 142095-62-3 2-(4-(5-chloro-3-nitropyridin-2-yloxy)phenoxy)propionic acid 
• 122008-77-9 2-(4-(2'-fluoro-4'-cyanophenoxy)phenoxy)propionic acid 

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, and belongs to the technical field of pesticide intermediate preparation. According to the method, phenol is used as a raw material, phenol and (S)-(-)-2-halogenated propionic acid react to synthesize R-(+)-2-phenoxypropionic acid, and (R)-(+)-2-(4-hydroxyphenoxy) propionic acid is obtained after oxidation. According to the invention, the raw material phenol used in the method is low in price, the procedure operation is simple, use of hydroquinone as the raw material is avoided, and the problems of high raw material cost, difficult product purification, low yield, low product quality and need of recovery of the raw material hydroquinone caused by hydroquinone disubstituted impurities generated in the reaction when hydroquinone is used as the raw material for synthesis in the traditional method are solved; and results of the embodiment show that the yield of the (R)-(+)-2-(4-hydroxyphenoxy) propionic acid prepared by the method is greater than 85%, the liquid phase content is greater than or equal to 99.5%, the optical purity e.e is greater than 99.0%, and the product is high in yield and good in quality.

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

The invention discloses a preparation method for R-(+)-2-(4-hydroxyphenoxy)propionic acid. The method comprises the following steps: mixing phenol and S-2-chloropropionic acid or a salt of the S-2-chloropropionic acid, water and a first catalyst in a closed environment, and under the protection of an inert gas, performing heating and an alkylation reaction to prepare 2-phenoxypropionic acid; mixing the 2-phenoxypropionic acid, a second catalyst and a halogenating agent, and performing a reaction at 20-30 DEG C to prepare 2-(4-halogenated phenoxy)propionic acid; and performing a micro-pressurereaction on the 2-(4-halogenated phenoxy)propionic acid, an alkali solution and a third catalyst at 150-160 DEG C in a sealed environment, after the reaction is completed, performing filtration, and performing acidification treatment to obtain the R-(+)-2-(4-hydroxyphenoxy)propionic acid. The method provided by the invention uses the phenol and the organic acid or the organic acid salt as raw materials, and has simple purification and high purity of the product.

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.

Method for synthesizing R-(+)-2-(4-hydroxyphenoxy)propionic acid through gas phase catalysis

The invention discloses a method for synthesizing R-(+)-2-(4-hydroxyphenoxy)propionic acid through gas phase catalysis, and belongs to the field of organic synthesis. Hydroquinone and D-lactic acid are used as raw materials, and nitrogen is used as a carrier gas. The hydroquinone and the D-lactic acid are completely gasified and then enter a fixed bed reactor, and the R-(+)-2-(4-hydroxyphenoxy)propionic acid is continuously synthesized in a gas phase under the catalysis of a supported heteropolyacid catalyst. The method has the advantages of mild reaction conditions, simple reaction process, high effective conversion rate of hydroquinone and high selectivity of the R-(+)-2-(4-hydroxyphenoxy) propionic acid, and is completely suitable for industrial production, and the self-made supported heteropolyacid solid catalyst has excellent catalytic activity, strong acidity, good stability and no pollution to the environment, and is a green catalyst.

Herbicide composition containing metamifop and quinclorac

The invention discloses an herbicide composition containing metamifop and quinclorac. The herbicide composition comprises primary active ingredients and secondary active ingredients, wherein the primary active ingredients comprise the following components in parts by mass: 5-10 parts of metamifop and 10-20 parts of quinclorac; the secondary active ingredients are selected from the following components in parts by mass: 10-20 parts of cyhalofop-butyl, 3-8 parts of bispyribac-sodium, 1-6 parts of halosulfuron-methyl, 3-7 parts of pyrazosulfuron-ethyl and 6-10 parts of pyribenzoxim; and the secondary active ingredients refer to one of cyhalofop-butyl, bispyribac-sodium, halosulfuron-methyl, pyrazosulfuron-ethyl and pyribenzoxim. The invention relates to the technical field of herbicides. According to the herbicide composition containing metamifop and quinclorac disclosed by the invention, the problems such as herbicide resistant weed plants appearing, soil contamination, degradation of water, harm of non-weeds and the like are solved.

Preparation method of (R)-(+)-2-p-hydroxyl phenoxyl propionic acid

The invention relates to a preparation method of (R)-(+)-2-p-hydroxyl phenoxyl propionic acid. The method comprises the following steps of taking (S)-(-)-lactic acid as a raw material, and performingthree-step reaction, i.e., esterification, nucleophilic substitution and hydrolysis to obtain a target compound. A synthetic process for the (R)-(+)-2-p-hydroxyl phenoxyl propionic acid is further optimized, and the optimum reaction condition and reagent are screened. According to the preparation method designed in the invention, the reaction steps are shortened, and the yield and optical purity of the (R)-(+)-2-p-hydroxyl phenoxyl propionic acid are improved.

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

The invention discloses a synthesis method of R-(+)-2-(4-hydroxyphenoxy) propionic acid. The method comprises the following steps: (1), adding hydroquinone into a sodium hydroxide solution containingan organic solvent in batches, and performing reaction under in N2 atmosphere, so as to obtain p-hydroxy sodium phenate turbid liquid; (2), dissolving S-(-)-2-chloropropionic acid in an organic solvent, and slowly adding Na2CO3 solid in an ice-water bath condition to perform reaction, so as to obtain an S-(-)-2-sodium chloropropionic acid solution; (3), slowly dropwise adding the solution in the step (2) into the turbid liquid in the step (1), and performing reduced pressure distillation, dissolution and acidification, extraction and reduced pressure distillation on obtained reaction liquid, so as to obtain white solid, namely the R-(+)-2-(4-hydroxyphenoxy) propionic acid. The synthesis method has the advantages of simple synthesis route, mild reaction condition, high product yield, high product optical purity ee value, high recovery rate of hydroquinone, less produced three wastes and low energy consumption.

Method for preparing (R)-(+)-2-(4-hydroxyphenoxy) propionic acid in micro-structure reactor

The invention relates to the field of fine chemical engineering, in particular, a method for preparing (R)-(+)-2-(4-hydroxyphenoxy) propionic acid in a micro-structure reactor. The provided method utilizes a micro-structure reactor to prepare R)-(+)-DHPPA, overcomes the shortages of a conventional method, and has the following advantages: (1) the byproduct is few, and the yield is high; (2) the operation is simple, and continuous and controllable production is realized; and (3) according to the production needs, massive production can be realized, and there is no amplification effect.