2-hydroxyphenyl glycol

Base Information

• Chemical Name: 2-hydroxyphenyl glycol
• CAS No.: 82807-37-2
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.166
• Mol file: 82807-37-2.mol

Synonyms:o-Hydroxyphenylglycol

Chemical Property of 2-hydroxyphenyl glycol

Chemical Property:

• Vapor Pressure: 5.45E-06mmHg at 25°C
• Boiling Point: 365.7°C at 760 mmHg
• Flash Point: 188.6°C
• PSA: 60.69000
• Density: 1.323g/cm³
• LogP: 0.41790

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-hydroxyphenyl glycol

There total 3 articles about 2-hydroxyphenyl glycol 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: 15.0%

1-benzofurane (271-89-6) → 6-hydroxybenzofuran (13196-11-7) + C8H8O3 (1397698-22-4) + (1R)-1,2-dihydroxy-1-(2-hydroxyphenyl)ethane (146440-39-3,82807-37-2) + (-)-(6S,7S)-cis-6,7-dihydroxy-6,7-dihydrobenzo[b]furan (141852-42-8,141977-88-0) + (2R,3S)-2,3-Dihydro-benzofuran-2,3-diol + (2S,3R)-2,3-Dihydro-benzofuran-2,3-diol

Guidance literature:

With toluene dioxygenase from Pseudomonas putida UV₄; optical yield given as %ee; Enzymatic reaction;

DOI:10.1039/c2ob26120k

Reference yield:

(2S)-2-hydroxy-2-(2-hydroxyphenyl)ethanoic acid (-)-menthyl ester (133392-23-1) → (S)-1-(2-Hydroxy-phenyl)-ethane-1,2-diol (82807-37-2)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol;

DOI:10.1021/jo982170o

Reference yield:

phenol (108-95-2,27073-41-2) → (S)-1-(2-Hydroxy-phenyl)-ethane-1,2-diol (82807-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TiCl₄ / CH₂Cl₂ / 0.5 h / -30 °C

1.2: CH₂Cl₂ / 20 h / -30 °C

2.1: NaBH₄; LiCl / tetrahydrofuran; ethanol

With sodium tetrahydroborate; titanium tetrachloride; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Reduction;

DOI:10.1021/jo982170o

upstream raw materials:

(2S)-2-hydroxy-2-(2-hydroxyphenyl)ethanoic acid (-)-menthyl ester

phenol

1-benzofurane

Refernces

• 1、 Bigi, Franca,Bocelli, Gabriele,Maggi, Raimondo,Sartori, Giovanni. "Stereoselective Synthesis of Optically Active 2-Hydroxymandelic Acids and Esters via Friedel-Crafts Coordinated Reaction: Crystal Structure of Chiral Dichloro[2-(1-oxido-1-menthoxycarbonylmethyl)-4-methoxyphenoxido-O,O,O] titanium?". . p. 5004 - 5009. Retrieved 2007/10/03.