Gentisyl alcohol

Base Information

• Chemical Name: Gentisyl alcohol
• CAS No.: 495-08-9
• Molecular Formula: C7H8 O3
• Molecular Weight: 140.139
• European Community (EC) Number: 864-080-6
• UNII: T8T2WY38GH
• DSSTox Substance ID: DTXSID60197804
• Nikkaji Number: J11.774I
• Wikidata: Q27106721
• Metabolomics Workbench ID: 68367
• ChEMBL ID: CHEMBL448800
• Mol file: 495-08-9.mol

Synonyms:2,5-dihydroxybenzyl alcohol;2,5-dihydroxybenzyl alcohol, sodium salt;3,6-dihydroxybenzyl alcohol;gentisyl alcohol

Chemical Property of Gentisyl alcohol

Chemical Property:

• Vapor Pressure: 0.00065mmHg at 25°C
• Melting Point: 100°
• Refractive Index: 1.4638 (estimate)
• Boiling Point: 299.9°Cat760mmHg
• PKA: 10.46±0.18(Predicted)
• Flash Point: 152.6°C
• PSA: 60.69000
• Density: 1.399g/cm³
• LogP: 0.59010
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.047344113
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

98%Min ^*data from raw suppliers

Gentisylalcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)CO)O

Technology Process of Gentisyl alcohol

There total 16 articles about Gentisyl alcohol 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: 80.0%

2-hydroxymethyl-1,4-benzoquinone (644-17-7) → gentisyl alcohol (495-08-9)

Guidance literature:

With sodium dithionite; In dichloromethane; water; at 20 ℃; for 2h;

Reference yield: 70.0%

2,5-Dihydroxybenzaldehyde (1194-98-5) → gentisyl alcohol (495-08-9)

Guidance literature:

2,5-Dihydroxybenzaldehyde; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; C₆H₁₃ClO₂Si; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.08333h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201800544

Reference yield: 59.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + hydroquinone (123-31-9,8027-02-9) → gentisyl alcohol (495-08-9)

Guidance literature:

With 1,2-dimethoxyethane; In 5,5-dimethyl-1,3-cyclohexadiene; at 135 ℃;

DOI:10.1007/s11164-016-2606-8

upstream raw materials:

2,5-Dihydroxybenzaldehyde

hydroquinone

2-hydroxymethyl-1,4-benzoquinone

4-hydroxy-6-methylene-2,4-cyclohexadien-1-one

Downstream raw materials:

2-hydroxymethyl-1,4-benzoquinone

2-methylbenzene-1,4-diol

1,4-diacetoxy-2-acetoxymethyl-benzene

2-(ethoxymethyl)benzene-1,4-diol

Refernces

• 1、 -. "A supple red alkone epirubicin than star-intermediates of the synthesis method (by machine translation)". Paragraph 0034-0036. . Retrieved 2019/10/17.
• 2、 -. "Daunomycinone intermediate compound". Paragraph 0039-0041. . Retrieved 2019/10/17.