Methyl DL-mandelate - ≥97% , CAS No.4358-87-6

CAS: 4358-87-6 Cat. No.: M107081 Molecular Weight: 166.17 Beilstein Registry Number: 2047558 EC Number: 224-434-7

GRADE & PURITY ≥97%

Synonyms

Methyl phenylglycolate | FT-0605070 | methyl (+/-)-mandelate | [4-[2-(4-carbonochloridoyloxyphenyl)propan-2-yl]phenyl] carbonochloridate | Methyl (2RS)-2-Hydroxy-2-phenylacetate (Methyl Mandelate) | Spectrum_000182 | hydroxyl-phenyl-acetic acid methyl est

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

Methyl phenylglycolate | FT-0605070 | methyl (+/-)-mandelate | [4-[2-(4-carbonochloridoyloxyphenyl)propan-2-yl]phenyl] carbonochloridate | Methyl (2RS)-2-Hydroxy-2-phenylacetate (Methyl Mandelate) | Spectrum_000182 | hydroxyl-phenyl-acetic acid methyl est

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488185503
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185503
• Canonical Smiles: COC(=O)C(C1=CC=CC=C1)O
• IUPAC Name: methyl 2-hydroxy-2-phenylacetate
• InChIKey: ITATYELQCJRCCK-UHFFFAOYSA-N
• INCHI: 1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3
• Isomeric SMILES: COC(=O)C(C1=CC=CC=C1)O
• WGK Germany: 3
• Molecular Weight: 166.17
• Beilstein: 2047558
• Reaxy-Rn: 2047558
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2047558&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Methyl esters Secondary alcohols Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds Aromatic alcohols
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Methyl ester - Secondary alcohol - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic alcohol - Organooxygen compound - Carbonyl group - Alcohol - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol (0.1 g/ml).
• Flash Point(°F): 230 °F
• Flash Point(°C): >110 °C
• Boil Point(°C): 135 °C/12 mmHg
• Melt Point(°C): 54-58°C
• Molecular Weight: 166.170 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.063 Da
• Monoisotopic Mass: 166.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 150.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xie Chao, Lin Longfei, Huang Liang, Wang Zixin, Jiang Zhiwei, Zhang Zehui, Han Buxing.  (2021)  Zn-Nx sites on N-doped carbon for aerobic oxidative cleavage and esterification of C(CO)-C bonds.  Nature Communications,  12  (1): (1-12).  [PMID:34376654] [10.1038/s41467-021-25118-0]

2. Lin Li, Xiao-ting Yuan, Zhi-guo Shi, Lan-ying Xu.  (2020)  Chiral stationary phase based on cellulose derivative coated polymer microspheres and its separation performance.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:32505273] [10.1016/j.chroma.2020.461154]

3. Yuhong Zhou, Qian Liang, Zhilun Zhang, Zhaodi Wang, Mingxian Huang.  (2020)  Chiral separations with crosslinked cellulose derivatives attached onto hybrid silica monolith particles via the thiol–ene click reaction.  Analytical Methods,  12  (21): (2727-2734).  [PMID:32930304] [10.1039/D0AY00772B]

4. Li Zhou, Beibei Liu, Jin Guan, Zhen Jiang, Xingjie Guo.  (2020)  Preparation of sulfobutylether β-cyclodextrin-silica hybrid monolithic column, and its application to capillary electrochromatography of chiral compounds.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:32029266] [10.1016/j.chroma.2020.460932]

5. Mingxian Huang, Hongyan Ma, Mengna Niu, Fei Hu, Shige Wang, Lulu Li, Chunguang Lv.  (2017)  Preparation of silica microspheres with a broad pore size distribution and their use as the support for a coated cellulose derivative chiral stationary phase.  JOURNAL OF SEPARATION SCIENCE,  41  (6): (1232-1239).  [PMID:29211344] [10.1002/jssc.201701215]

6. Juan Chen, You-Ping Zhang, Li-Qin Yu, Bang-Jin Wang, Sheng-Ming Xie, Jun-Hui Zhang, Li-Ming Yuan.  (2024)  Facile synthesis of a new chiral polyimine macrocycle and its application for enantioseparation in high-performance liquid chromatography.  TALANTA,      [PMID:39197311] [10.1016/j.talanta.2024.126781]

7. Guo Fei, Xu Haoming, Xu Hongna, Yu Hongwei.  (2012)  Compensation of the enantioselectivity-activity trade-off in the directed evolution of an esterase from Rhodobacter sphaeroides by site-directed saturation mutagenesis.  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY,  97  (8): (3355-3362).  [PMID:23179614] [10.1007/s00253-012-4516-z]

8. Zixing Wang, Qian Teng, Han Yang, Chenqing Jiang, Xihao Tang, Shengrun Zheng, Yuwei Zhang, Jun Fan, Songliang Cai, Limin Zheng, Weiguang Zhang.  (2026)  Fabrication of Hierarchical Chiral Coordination Polymer-Based Stationary Phases for Enhanced HPLC Enantioseparation.  ACS Applied Materials & Interfaces,      [PMID:] [10.1021/acsami.5c26142]