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1912-23-8

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1912-23-8 Usage

Description

(S)-(-)-2-Phenoxypropionic Acid, also known as (R)-2-phenoxypropanoic acid, is a chemical compound with the molecular formula C9H10O3. It features a phenyl group attached to a propionic acid, with an additional oxygen atom forming the phenoxy group. This chiral molecule exists as a clear to slightly yellow liquid and exhibits optical activity. It is utilized in various applications in organic chemistry and chemical research, but should be handled with caution due to its potential to cause irritation to the skin, eyes, and respiratory system.

Uses

Used in Organic Chemistry:
(S)-(-)-2-Phenoxypropionic Acid is used as a building block for the synthesis of other compounds, playing a crucial role in the development of new chemical entities.
Used in Chemical Research:
This acid is employed as a research tool in various chemical studies, contributing to the understanding of chemical reactions and the properties of different molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 1912-23-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,1 and 2 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1912-23:
(6*1)+(5*9)+(4*1)+(3*2)+(2*2)+(1*3)=68
68 % 10 = 8
So 1912-23-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O3/c1-7(9(10)11)12-8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m0/s1

1912-23-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-2-phenoxypropanoic acid

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1912-23-8 SDS

1912-23-8Relevant articles and documents

Ligand-Free Copper-Catalyzed Ullmann-Type C?O Bond Formation in Non-Innocent Deep Eutectic Solvents under Aerobic Conditions

Quivelli, Andrea Francesca,Marinò, Manuela,Vitale, Paola,García-álvarez, Joaquín,Perna, Filippo M.,Capriati, Vito

, (2021/12/09)

An efficient and novel protocol was developed for a Cu-catalyzed Ullmann-type aryl alkyl ether synthesis by reacting various (hetero)aryl halides (Cl, Br, I) with alcohols as active components of environmentally benign choline chloride-based eutectic mixtures. Under optimized conditions, the reaction proceeded under mild conditions (80 °C) in air, in the absence of additional ligands, with a catalyst [CuI or CuII species] loading up to 5 mol% and K2CO3 as the base, providing the desired aryloxy derivatives in up to 98 % yield. The potential application of the methodology was demonstrated in the valorization of cheap, easily available, and naturally occurring polyols (e. g., glycerol) for the synthesis of some pharmacologically active aryloxypropanediols (Guaiphenesin, Mephenesin, and Chlorphenesin) on a 2 g scale in 70–96 % yield. Catalyst, base, and deep eutectic solvent could easily and successfully be recycled up to seven times with an E-factor as low as 5.76.

Mutual Kinetic Resolution of Racemic 3,4-Dihydro-3-methyl-2H-[1,4]benzoxazines with Acyl Chlorides of Racemic O-Phenyllactic Acids and DFT Modelling of Transition States

Korolyova, Marina A.,Vakarov, Sergey A.,Kozhevnikov, Dmitry N.,Gruzdev, Dmitry A.,Levit, Galina L.,Krasnov, Victor P.

, p. 4577 - 4585 (2018/09/06)

The effect of the electronic nature of the para substituent on the aromatic ring of 2-aryloxypropionyl chlorides on the stereochemical outcome of the acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzoxazine and its 7,8-difluoro-containing analogue has been studied. The geometries of the diastereoisomeric transition states and the corresponding Gibbs free enthalpies of activation were determined through DFT calculations at the COSMO-CH2Cl2-B3LYP-D3-gCP/def2-TZVP (or def2-SVP)//B3LYP-D3-gCP/def2-SVP level of theory. It has been found that a low-cost quantum chemical calculation at a chosen level of theory describes well the quantitative dependence of the selectivity of acylation on the structures of the reagents. The obtained results indicate that aromatic interactions between the reagents play a significant role in the process of stereodifferentiation, ensuring high selectivity of the acylation of benzoxazines with 2-aryloxyacyl chlorides.

A new method for production of chiral 2-aryloxypropanoic acids using effective kinetic resolution of racemic 2-aryloxycarboxylic acids

Tengeiji, Atsushi,Nakata, Kenya,Ono, Keisuke,Shiina, Isamu

, p. 1227 - 1252 (2013/08/23)

We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv2O) as an activating agent, bis(a-naphthyl)methanol ((α-Np)2CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.

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