2,7-Dihydroxynaphthalene

Base Information

• Chemical Name: 2,7-Dihydroxynaphthalene
• CAS No.: 582-17-2
• Molecular Formula: C10H8O2
• Molecular Weight: 160.172
• Hs Code.: 29072900
• European Community (EC) Number: 209-478-7
• NSC Number: 407541
• UNII: 0TO8E448UD
• DSSTox Substance ID: DTXSID2060387
• Nikkaji Number: J70.178E
• Wikidata: Q27237248
• ChEMBL ID: CHEMBL205165
• Mol file: 582-17-2.mol

Synonyms:2,7-dihydroxynaphthalene;2,7-naphthalenediol

Chemical Property of 2,7-Dihydroxynaphthalene

Chemical Property:

• Appearance/Colour: Light yellow to grey needle crystal
• Vapor Pressure: 3.62E-06mmHg at 25°C
• Melting Point: 185-190 °C(lit.)
• Refractive Index: 1.725
• Boiling Point: 375.4 °C at 760 mmHg
• PKA: 9.14±0.40(Predicted)
• Flash Point: 193.5 °C
• PSA: 40.46000
• Density: 1.33 g/cm³
• LogP: 2.25100
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.052429494
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98.0% Min ^*data from raw suppliers

2,7-Naphthalenediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthols
• Canonical SMILES: C1=CC(=CC2=C1C=CC(=C2)O)O
• Uses: 2,7-Dihydroxynaphthalene can be used as starting material for the synthesis of sulfonic acids and divinylnaphthalenes. 2,7-Dihydroxynaphthalene is a reagent used in the preparation of monomers of high carbon materials. Also used in the synthesis of splitomicin analogues. 2,7-Naphthalenediol is a reagent used in the preparation of monomers of high carbon materials. Also used in the synthesis of splitomicin analogues.

Technology Process of 2,7-Dihydroxynaphthalene

There total 34 articles about 2,7-Dihydroxynaphthalene 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: 95.0%

2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-naphthalene (178161-06-3) → 2,7-Dihydroxynaphthalene (582-17-2)

Guidance literature:

With iron(III) chloride; In methanol; at 60 ℃; for 6h;

Reference yield: 90.0%

2,7-diisopropylnaphthalene (40458-98-8) → 2,7-Dihydroxynaphthalene (582-17-2)

Guidance literature:

2,7-diisopropylnaphthalene; With N-hydroxyphthalimide; azobisisobutyronitrile; oxygen; In acetonitrile; at 75 ℃; for 21h; under 15201 Torr;

With sulfuric acid; In acetonitrile; at 25 ℃; for 2h; Further stages.;

DOI:10.1002/adsc.200303168

Reference yield: 90.0%

7‐((tert‐butyldimethylsilyl)oxy)naphthalen‐2‐ol (145970-32-7) → 2,7-Dihydroxynaphthalene (582-17-2)

Guidance literature:

With iron(III) chloride; In methanol; at 60 ℃; for 6h;

upstream raw materials:

tetrachloromethane

2-hydroxynaphthalene-7-sulfonic acid

(±)-2,2’,7,7’-tetrahydroxy-1,1’-binaphthyl

2,7-naphthalenedisulfonic acid

Downstream raw materials:

6-hydroxy-7-phenyl-phenalen-1-one

2,7-Dimethoxynaphthalene

2,7-Diethoxy-naphthalin

4-(2,7-dihydroxy-[1]naphthylazo)-benzenesulfonic acid

Refernces

Synthesis of a Helical Ferrocene

10.1021/ja00365a087

The research includes three distinct studies. The first study investigates the biosynthetic pathway of streptonigrin, utilizing [U - L3C6] glucose to elucidate the complex process, with erythrose-4-phosphate and 4-aminoanthranilic acid being key intermediates. The second study details the synthesis of a helical ferrocene. It involves creating a helical structure with cyclopentadienyl rings, using 2,7-dihydroxynaphthalene, vinyl ketone cyclization, and photocyclization. The final product is obtained by reacting the lithium salt of the helical structure with FeCl?. The third study examines the catalytic hydrolysis of esters of p-nitrophenol bound by amylose in a Me?SO-H?O mixed-solvent system, focusing on the conformational changes and rate accelerations in this unique environment.