(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
(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)
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.
N-Bromosuccinimide Price
- Product number
- 474533
- Product name
- (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
- Purity
- 98%
- Packaging
- 25g
- Price
- $40.8
- Updated
- 2024/03/01
- Product number
- H0937
- Product name
- (R)-(+)-2-(4-Hydroxyphenoxy)propionic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $24
- Updated
- 2022/04/27
- Product number
- H949715
- Product name
- (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
- Packaging
- 10g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- R821
- Product name
- (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid
- Packaging
- 5g
- Price
- $14
- Updated
- 2021/12/16
- 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
(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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View Lastest Price from (R)-(+)-2-(4-Hydroxyphenoxy)propionic acid manufacturers
- 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
- 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
- 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