3-Hydroxymandelic acid

Base Information

• Chemical Name: 3-Hydroxymandelic acid
• CAS No.: 17119-15-2
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.149
• Hs Code.: 2918290000
• European Community (EC) Number: 241-182-3
• UNII: 537K5QMU5F
• DSSTox Substance ID: DTXSID70864737
• Nikkaji Number: J100.347J
• Wikidata: Q10395567
• Metabolomics Workbench ID: 37406
• Mol file: 17119-15-2.mol

Synonyms:3-hydroxymandelic acid;meta-hydroxymandelic acid

Chemical Property of 3-Hydroxymandelic acid

Chemical Property:

• Vapor Pressure: 5.91E-08mmHg at 25°C
• Melting Point: 128-132 °C
• Boiling Point: 424.3°Cat760mmHg
• PKA: 3.36±0.10(Predicted)
• Flash Point: 224.5°C
• PSA: 77.76000
• Density: 1.48g/cm³
• LogP: 0.51020
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

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

3-Hydroxymandelic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C(C(=O)O)O
• Uses: 3-Hydroxymandelic Acid (cas# 17119-15-2) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxymandelic acid

There total 6 articles about 3-Hydroxymandelic acid 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: 60.0%

ethyl 3-hydroxymandelate (102654-39-7) → (R,S)3-hydroxymandelic acid (17119-15-2,53623-77-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 12h;

DOI:10.1021/ja0499389

Reference yield:

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → 4-hydroxymandelic acid (1198-84-1) + (R,S)3-hydroxymandelic acid (17119-15-2,53623-77-1) + 2-hydroxymandelic acid (1678-71-3) + benzaldehyde (100-52-7) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With ferrous perchlorate; dihydrogen peroxide; In water; at 25 ℃; Product distribution; Mechanism; pH 1-2.5, other oxidant;

DOI:10.1021/ja00369a005

Reference yield:

α,3-dihydroxybenzeneacetonitrile (53313-95-4) → (R,S)3-hydroxymandelic acid (17119-15-2,53623-77-1)

Guidance literature:

With hydrogenchloride; diethyl ether; ethanol; Erwaermen des Reaktionsprodukts mit wss. NaOH;

DOI:10.1021/jo01116a023

upstream raw materials:

α,3-dihydroxybenzeneacetonitrile

MANDELIC ACID

ethyl 3-hydroxymandelate

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate

Downstream raw materials:

meta-hydroxybenzaldehyde

3-Carboxyphenol

(6R)-3-acetoxymethyl-7t-[(Ξ)-2-hydroxy-2-(3-hydroxy-phenyl)-acetylamino]-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; triethylamine salt

m-hydroxymandelic acid

Refernces

• 1、 Walling, Cheves,Amarnath, Kalyani. "Oxidation of Mandelic Acid by Fenton's Reagent". . p. 1185 - 1189. Retrieved 2007/10/02.
• 2、 -. "7-(D-α-Hydroxy-2-arylacetamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo-[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acids and derivatives". . . Retrieved 2008/06/13.