ChemicalBook > CAS DataBase List > (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid

(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid

Product Name
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
CAS No.
94050-90-5
Chemical Name
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
Synonyms
D-HPPA;(R)-2-(4-HYDROXYPHENOXY)PROPIONIC ACID;(R)-(+)-2-(4-Hydroxy;Hydroxy phenyl propionate;Phenyl Acetate Impurity 24;HYDROXYPHENOXYPROPIONIC ACID;(R)-(+)-2-(4-Hydroxyphenoxy);(-)-p-Hydroxyhydratropic acid;(R)-(+)-2-(4-Hydroxyphenoxy)Pr;R-(+)-2-(HYDROXYPHENOXY)PROPIONIC
CBNumber
CB6711601
Molecular Formula
C9H10O4
Formula Weight
182.17
MOL File
94050-90-5.mol
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(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid Property

Melting point:
145-148 °C (lit.)
alpha 
58 º (c=1, MeOH)
Boiling point:
367.5±17.0 °C(Predicted)
Density 
1.302±0.06 g/cm3(Predicted)
refractive index 
38 ° (C=0.1, MeOH)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
3.32±0.10(Predicted)
color 
Off-White
optical activity
[α]20/D +58°, c = 1 in methanol
InChI
InChI=1S/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
InChIKey
AQIHDXGKQHFBNW-ZCFIWIBFSA-N
SMILES
C(O)(=O)[C@H](OC1=CC=C(O)C=C1)C
CAS DataBase Reference
94050-90-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
WGK Germany 
1
HS Code 
29189900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
474533
Product name
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
Purity
98%
Packaging
25g
Price
$40.8
Updated
2024/03/01
TCI Chemical
Product number
H0937
Product name
(R)-(+)-2-(4-Hydroxyphenoxy)propionic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$24
Updated
2022/04/27
TRC
Product number
H949715
Product name
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
Packaging
10g
Price
$55
Updated
2021/12/16
AK Scientific
Product number
R821
Product name
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
Packaging
5g
Price
$14
Updated
2021/12/16
Chem-Impex
Product number
39505
Product name
(R)-(+)-2-(4-Hydroxyphenoxy)propionicacid,≥98%(Assaybytitration,GC)
Purity
≥98%(Assaybytitration,GC)
Packaging
5G
Price
$25.63
Updated
2021/12/16
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(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid Chemical Properties,Usage,Production

Chemical Properties

White to off-white powder or crystal

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.

Synthesis

(R)-2-(4-hydroxyphenoxy)propionic acid ((R)-HPOPA) is an essential intermediate for the production of chiral aryloxyphenoxypropionic acid-type herbicides such as clod inafop-propargyl, cyhalofop-butyl, fenoxaprop-p-ethyl, metam ifop, quizalofop-p-ethyl, and quizalofop-p-tefuryl. In general, there are three chemical methods for the preparation of (R)-HPOPA: (1) resolution of racemic HPOPA with alkaloids such as quinine, cinchonine, ephedrine, vauquline or chiral agents such as S-(?)-α-phenylethylamine, L-(+)-chloromethane, R-(+)-α-isopropyl-4-chlorobenzylamine and (2) asymmetric synthesis from L-lactic acids or L-alanine. However, these methods are not always useful for industrial applications because of expensive reagents, problems with enantiopurity of product and low yields. Regioselective hydroxylation of (R)-2-phenoxypropionic acid ((R)-POPA) by microbes is a highly feasible method for the production of (R)-HPOPA, which under mild conditions allows complete transformation of substrate into a single stereoisomeric product with a high yield and without byproduct formation[1-2].

References

[1] Hai-Feng Hu . “A rapid throughput assay for screening (R)-2-(4-hydroxyphenoxy)propionic acid producing microbes.” Journal of microbiological methods 158 (2019): Pages 44-51.
[2] Haiyan Zhou. “An efficient route towards R-2-phenoxypropionic acid synthesis for biotransformative production of R-2-(4-hydroxyphenoxy)propionic acid.” Chinese Journal of Chemical Engineering 32 (2021): Pages 315-323.

(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid Suppliers

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View Lastest Price from (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid manufacturers

Jinan Finer Chemical Co., Ltd
Product
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid 94050-90-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000mt/year
Release date
2022-09-28
Hebei Zhuanglai Chemical Trading Co Ltd
Product
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid 94050-90-5
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-11
hebei hongtan Biotechnology Co., Ltd
Product
(R)-(+)-2-(4-Hydroxyphenoxy)propionic acid 94050-90-5
Price
US $30.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-05-15

94050-90-5, (R)-(+)-2-(4-Hydroxyphenoxy)propionic acidRelated Search:

4-Hydroxybenzoic acid 4-Hydroxybenzaldehyde Propionic anhydride L(+)-Lactic acid Propionic acid 3-(4-Hydroxyphenyl)propionic acid Anisole Methylparaben 3-(4-Methoxyphenyl)propionic acid (Trifluoromethoxy)benzene Nandrolone phenylpropionate Methyl (R)-(+)-2-(4-hydroxyphenoxy)propanoate Butyl (R)-(+)-2-(4-hydroxyphenoxy)propionate Ethyl (R)-(+)-2-(4-hydroxyphenoxy)propionate Propynyl (R)-(+)-2-(4-hydroxyphenoxy)propionate 2-(4-HYDROXYPHENYL)PROPIONIC ACID 2-(4-HYDROXYPHENOXY)PROPIONIC ACID HYDRAZIDE 2-(p-Hydroxyphenoxy)propionic acid,2-(4-HYDROXYPHENOXY)PROPIONIC ACID

  • （R）-（+）-（4-hydroxyphenoxy)-propionic acid
  • (2R)-2-(4-hydroxyphenoxy)propanoic acid
  • R-(+)-2-(HYDROXYPHENOXY)PROPIONIC
  • (R)-(+)-2-(HYDROXYPHENOXY)PROPIONIC ACID
  • (R)-2-(4-HYDROPHENOXY)PROPIONIC ACID
  • R-2-(4-HYDROXYPHENOXY)PROPANOIC ACID
  • (R)-(+)-2-(4-HYDROXYPHENOXY)PROPIONIC ACID
  • (R)-2-(4-HYDROXYPHENOXY)PROPIONIC ACID
  • D-2-(4-HYDROXYPHENOXY)PROPIONIC ACID
  • D-HPPA
  • (R) -(+) -2- (4-Hydroxyphenoxy) propanoic acid (D-HPPA)
  • (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
  • (-)-p-Hydroxyhydratropic acid
  • [R,(-)]-2-(p-Hydroxyphenyl)propionic acid
  • (S)-2-(4-Hydroxyphenyl)propionic acid
  • [S,(+)]-2-(p-Hydroxyphenyl)propionic acid
  • (R)-2-(p-Hydroxyphenoxy)propionic acid
  • (R)-(+)-2-(4-Hydroxy
  • Propanoicacid, 2-(4-hydroxyphenoxy)-, (2R)-
  • R - (+) - 2 - (4 - hydroxyl phenoxy) propionic acid
  • (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid 98%
  • Hydroxy phenyl propionate
  • (R)-(+)-2-(4-Hydroxyphenoxy)propionicAcid&gt
  • (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid ISO 9001：2015 REACH
  • (R)-(+)-2-(4-Hydroxyphenoxy)
  • Pesticide Intermediate CAS?94050-90-5?(R) - (+) -2- (4-Hydroxy Phenoxy) Propionic Acid
  • (R-(+-2-(4-hydroxyphenoxy)propylene Sour
  • Phenyl Acetate Impurity 24
  • 94050-90-5
  • Carboxylic Acids
  • Asymmetric Synthesis
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