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2-Hydroxy-3-phenylpropanoic acid methyl ester, commonly known as mandelic acid methyl ester, is an organic compound with the chemical formula C9H10O3. It is a colorless to pale yellow liquid that serves as a precursor in the synthesis of various pharmaceuticals, fragrances, and agrochemicals. As a chiral compound, it can exist in two enantiomeric forms, with the S-enantiomer being particularly significant for its potential applications in the pharmaceutical industry. Mandelic acid methyl ester is recognized for its antimicrobial and anti-inflammatory properties, making it a valuable ingredient in skincare products and formulations for cosmetic and dermatological treatments.

13674-16-3

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13674-16-3 Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-3-phenylpropanoic acid methyl ester is used as a precursor in the synthesis of various pharmaceuticals for its versatile chemical properties and potential in drug development.
Used in Fragrance Industry:
Mandelic acid methyl ester is used as a component in the creation of fragrances, leveraging its unique scent characteristics.
Used in Agrochemicals:
2-Hydroxy-3-phenylpropanoic acid methyl ester is utilized in the development of agrochemicals, contributing to its effectiveness in agricultural applications.
Used in Skincare Products:
Mandelic acid methyl ester is used as an active ingredient in skincare products for its antimicrobial and anti-inflammatory properties, promoting skin health and treatment of various skin conditions.
Used in Cosmetic Formulations:
2-Hydroxy-3-phenylpropanoic acid methyl ester is used as a key component in cosmetic formulations, enhancing the product's effectiveness in skincare and beauty applications.
Used in Dermatological Treatments:
Mandelic acid methyl ester is employed in dermatological treatments to address specific skin concerns, capitalizing on its beneficial properties for skin health.
Used in Urinary Tract Infections Treatment:
2-Hydroxy-3-phenylpropanoic acid methyl ester has been investigated for its potential use in treating urinary tract infections, offering a novel therapeutic approach.
Used in Anti-Aging Cosmetic Formulations:
Mandelic acid methyl ester is used as an anti-aging agent in cosmetic formulations, targeting the signs of aging and promoting youthful skin appearance.

Check Digit Verification of cas no

The CAS Registry Mumber 13674-16-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,7 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13674-16:
(7*1)+(6*3)+(5*6)+(4*7)+(3*4)+(2*1)+(1*6)=103
103 % 10 = 3
So 13674-16-3 is a valid CAS Registry Number.

13674-16-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 2-hydroxy-3-phenylpropanoate

1.2 Other means of identification

Product number -
Other names Methyl2-hydroxy-3-phenylpropanoate

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:13674-16-3 SDS

13674-16-3Relevant academic research and scientific papers

Tandem Wittig rearrangement/aldol reactions for the synthesis of glycolate aldols

Bertrand, Myra Beaudoin,Wolfe, John P.

, p. 4661 - 4663 (2006)

A new tandem Wittig Rearrangement/aldol reaction of O-benzyl or O-allyl glycolate esters is described. This reaction generates two carbon-carbon bonds and two contiguous stereocenters in a single step from simple starting materials. The [1,2]-Wittig rearrangement proceeds under very mild reaction conditions that do not require the use of a strong base, and the 1,2-diol products are obtained in good yield with excellent diastereoselectivity (>20:1).

Photochemically induced coupling reaction of triarylstibines with olefins

Kakusawa, Naoki,Tsuchiya, Takashi,Kurita, Jyoji

, p. 9743 - 9746 (1998)

Photoreaction of triarylstibines with styrenes resulted in the formation of 2-aryl-1-phenylethanols accompanied by air oxidation. Formation of the products has been explained by the valence expansion of the oxygen-antimony- styrene complex to a five-valent intermediate, followed by reductive coupling.

Controllable Intramolecular Unactivated C(sp3)-H Amination and Oxygenation of Carbamates

Guo, Qihang,Ren, Xiang,Lu, Zhan

supporting information, p. 880 - 884 (2019/05/16)

Dual catalyst-controlled intramolecular unactivated C(sp3)-H amination and oxygenation of carbamates merging visible-light photocatalysis and earth-abundant transition metal catalysis have been reported. Useful amino alcohol and diol derivatives could be selectively obtained from readily available tertiary alcohol derivatives. The possible mechanisms have been proposed via a 1,5-HAT process followed by Lewis acid-controlled cyclization. The nickel and zinc catalysts inhibit the formation of oxygenation and amination products, respectively. An interesting phenomenon of chirality transfer is also observed.

Mechanistic insight into catalytic aerobic chemoselective α-oxidation of acylpyrazoles

Taninokuchi, Seiya,Yazaki, Ryo,Ohshima, Takashi

, p. 906 - 918 (2019/08/01)

Mechanistic studies on catalytic aerobic chemoselective α-oxidation of acylpyrazoles, including control experiments, kinetic isotope effect experiments, and radical clock experiments, are described. The key to promoting the reaction was the in-situ genera

PROCESS OF PRODUCING ALPHA-HYDROXY COMPOUNDS AND USES THEREOF

-

Page/Page column 20-22, (2019/08/29)

New process of producing alpha-hydroxy compounds from sustainable resources useful as platform chemicals, such as hydroxy analogues of amino acids or polymer precursors.

PYRIDONE OR PYRIMIDONE DERIVATIVE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF

-

Paragraph 0173; 0174; 0175, (2017/02/24)

Provided is a pyridone or pyrimidone derivative(s) represented by general formula (I) and its preparation method and use. Substituents of the compound of general formula (I) are defined the same as in the specification.

Catalytic Aerobic Chemoselective α-Oxidation of Acylpyrazoles en Route to α-Hydroxy Acid Derivatives

Taninokuchi, Seiya,Yazaki, Ryo,Ohshima, Takashi

, p. 3187 - 3190 (2017/06/23)

Catalytic aerobic chemoselective α-oxidation of acylpyrazoles is described. Acylpyrazoles, carboxylic acid oxidation state substrates, were efficiently oxidized under aerobic conditions using TEMPO as an oxygenating agent. The mild catalytic conditions of the present catalysis were amenable to late-stage α-oxidation of various pharmaceutical agents and natural products, leading to previously unreported α-hydroxy acid derivatives in short steps. Preliminary mechanistic studies revealed that in situ generated copper(II) peroxo species served as a Lewis acid/Br?nsted base cooperative catalyst.

Metal-free one-pot α-carboxylation of primary alcohols

Van Der Heijden, Gydo,Kraakman, Jasper,Biemolt, Jasper,Ruijter, Eelco,Orru, Romano V. A.

supporting information, p. 9716 - 9719 (2016/10/31)

An efficient metal-free procedure for the formal α-carboxylation of primary alcohols has been developed. The method involves a one-pot oxidation/Passerini/hydrolysis sequence and provides access to α-hydroxy acids bearing a broad range of functional groups. A minor modification to the reaction conditions extends the range of accessible products to α-hydroxy esters.

Asymmetric transfer hydrogenation of α-azido acrylates

Ji, Yang,Xue, Ping,Ma, Dan-Dan,Li, Xue-Qiang,Gu, Peiming,Li, Rui

supporting information, p. 192 - 194 (2015/02/05)

The asymmetric transfer hydrogenation of α-azido acrylates has been explored, a range of α-hydroxy esters are produced with good enantioselectivities (80-90% ee). The reaction was conducted in the wet HCO2H/NEt3 with Ru-TsDPEN A.

Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30

Chen, Peiran,Yang, Wenhong

supporting information, p. 2290 - 2294 (2014/04/17)

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed.

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