Benzyl mandelate

Base Information

• Chemical Name: Benzyl mandelate
• CAS No.: 890-98-2
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Hs Code.: 2918199090
• European Community (EC) Number: 212-965-7
• NSC Number: 9522
• UNII: 2QN49PWH71
• DSSTox Substance ID: DTXSID301035097
• Nikkaji Number: J58.408H
• Wikidata: Q27255488
• ChEMBL ID: CHEMBL3546284
• Mol file: 890-98-2.mol

Synonyms:benzylmandelate

Chemical Property of Benzyl mandelate

Chemical Property:

• Melting Point: 93-95 °C
• Boiling Point: 386.8±27.0 °C(Predicted)
• PKA: 12.15±0.20(Predicted)
• PSA: 46.53000
• Density: 1.204±0.06 g/cm3(Predicted)
• LogP: 2.46340
• Solubility.: soluble in Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 253

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl DL-Mandelate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(C2=CC=CC=C2)O

Technology Process of Benzyl mandelate

There total 18 articles about Benzyl mandelate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

benzyl oxo(phenyl)acetate (62977-82-6) → benzyl 2-hydroxy-2-phenylacetate (62173-99-3,80409-16-1,97415-09-3,890-98-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.25h;

DOI:10.1002/adsc.201100062

Reference yield: 94.0%

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-hydroxy-2-phenylacetate (62173-99-3,80409-16-1,97415-09-3,890-98-2)

Guidance literature:

With salicylaldehyde; In toluene; at 25 - 70 ℃; for 14h; Solvent; Time; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2ra23068b

Reference yield: 92.0%

benzyl bromide (100-39-0) + MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → benzyl 2-hydroxy-2-phenylacetate (62173-99-3,80409-16-1,97415-09-3,890-98-2)

Guidance literature:

MANDELIC ACID; With caesium carbonate; In methanol; water; at 20 ℃; for 0.333333h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/adsc.201100062

upstream raw materials:

phenyldiazomethane

MANDELIC ACID

benzyl alcohol

2-Hydroxy-2-phenyl-1,1,1-tris-(phenylmercapto)-aethan

Downstream raw materials:

benzyl oxo(phenyl)acetate

benzyl O-(tert-butyl)mandelate

(S)-benzyl 2-hydroxy-2-phenylacetate

(R)-benzyl 2-hydroxy-2-phenyl-acetate

Refernces

• 1、 Gao, Yang,Zhang, Xuexin,Laishram, Ronibala Devi,Chen, Jingchao,Li, Kangkui,Zhang, Keyang,Zeng, Guangzhi,Fan, Baomin. "Cobalt-Catalyzed Transfer Hydrogenation of α-Ketoesters and N-Cyclicsulfonylimides Using H2O as Hydrogen Source". supporting information. p. 3991 - 3997. Retrieved 2019/08/02.
• 2、 Gallo, Rafael Douglas C.,Burtoloso, Antonio C. B.. "Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds". . p. 4547 - 4556. Retrieved 2018/10/17.