1,1'-Thiobis(2-naphthol)

Base Information

• Chemical Name: 1,1'-Thiobis(2-naphthol)
• CAS No.: 17096-15-0
• Deprecated CAS: 1081767-25-0
• Molecular Formula: C20H14O2S
• Molecular Weight: 318.396
• Hs Code.: 2930909090
• European Community (EC) Number: 241-166-6
• NSC Number: 11877
• UNII: KKA87692Y8
• DSSTox Substance ID: DTXSID5066162
• Nikkaji Number: J209.004J
• Wikidata: Q72508674
• Mol file: 17096-15-0.mol

Synonyms:1,1'-Thiobis(2-naphthol);17096-15-0;1,1'-Thiobis(naphthalen-2-ol);Bis(2-hydroxy-1-naphthyl) sulfide;2-Naphthalenol, 1,1'-thiobis-;1-(2-hydroxynaphthalen-1-yl)sulfanylnaphthalen-2-ol;2-Naphthol, 1,1'-thiodi-;1,1'-Thiodi-beta-naphthol;1,1-Thiobis(beta-naphthol);1,1/'-Thiobis(2-naphthol);NSC 11877;1,1'-Thiodi(2-naphthol);1,1'-Thiobis-(2-naphthol);1,1'-Thiodi-.beta.-naphthol;1,1-Thiobis(.beta.-naphthol);1,1'-Thiobis(.beta.-naphthol);KKA87692Y8;EINECS 241-166-6;NSC-11877;1-[(2-hydroxynaphthalen-1-yl)sulfanyl]naphthalen-2-ol;NSC11877;1-(2-hydroxynaphthylthio)naphthalen-2-ol;2-Naphthol,1'-thiodi-;Thiobis(2,2'-naphthol);2-Naphthalenol,1'-thiobis-;1,1'-thiodinaphthalen-2-ol;SCHEMBL753620;UNII-KKA87692Y8;1,1\'-Thiobis(2-naphthol);1,1'-Thiobis[2-naphthalenol];DTXSID5066162;C20-H14-O2-S;MFCD00046469;AKOS015904552;2,2'-Dihydroxy-1,1'-thiodinaphthalene;AS-59834;CS-0324207;FT-0637496;T1004;D92434;4,4-[hexane-1,6-diylbis[imino(1-hydroxy-2,1-ethanediyl)]]bispyrocatecholdihydrochloride

Chemical Property of 1,1'-Thiobis(2-naphthol)

Chemical Property:

• Melting Point: 216°C
• Boiling Point: 525.2 °C at 760 mmHg
• PKA: 7.59±0.50(Predicted)
• Flash Point: 254.5 °C
• PSA: 65.76000
• Density: 1.41g/cm³
• LogP: 5.55540
• Solubility.: soluble in Dimethylformamide
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 318.07145086
• Heavy Atom Count: 23
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

1,1'-Thiobis(2-naphthol) >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2SC3=C(C=CC4=CC=CC=C43)O)O

Technology Process of 1,1'-Thiobis(2-naphthol)

There total 48 articles about 1,1'-Thiobis(2-naphthol) 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: 82.0%

2-((2-hydroxynaphthalen-1-yl)thio)isoindoline-1,3-dione (160855-18-5) + β-naphthol (135-19-3) → 1,1'-thiobis(2-naphthol) (17096-15-0)

Guidance literature:

With pyridine; In chloroform; at 60 ℃; for 84h;

DOI:10.1002/1099-0690(200011)2000:21<3653::aid-ejoc3653>3.0.co;2-0

Reference yield: 76.0%

β-naphthol (135-19-3) → 1,1'-thiobis(2-naphthol) (17096-15-0)

Guidance literature:

With sulfur dichloride; In diethyl ether; at 23 ℃; for 2h;

DOI:10.1080/10426500701372272

Reference yield: 60.0%

thiourea (17356-08-0) + β-naphthol (135-19-3) → 1,1'-thiobis(2-naphthol) (17096-15-0) + S-(2-hydroxy-1-naphthyl)isothiouronium bromide (14665-41-9)

Guidance literature:

With bromine; In methanol; for 72h; Mechanism; Ambient temperature; other substrates;

upstream raw materials:

ethanol

sodium 2-naphtholate

S-(4-toluenesulfonyl) 4-toluenethiosulfonate

1-chloro-2-naphthol

Downstream raw materials:

1,6-dibromo-2-naphthol

benzene-1,2-dicarboxylic acid

β-naphthol

naphthalen-2-ylamine

Refernces

• 1、 McClelland,Smiles. "-". . p. 786. Retrieved 1933.
• 2、 Capozzi, Giuseppe,Menichetti, Stefano,Nativi, Cristina. "α-Oxothiones, IV: Electrophilic substitution of phenols with α,α′-dioxothiones and ortho-thioquinones". . p. 3653 - 3657. Retrieved 2000.
• 3、 Rostami, Esmael,Shockravi, Abbas,Fattahi, Hanif,Heydarian, Davood,Minaee, Shima Shahbanzadeh,Naghdi, Shaghayegh,Lotf, Ebrahim Abouzari,Sadeghpour, Mahdieh,Hosseini, Hamideh,Taheri, Zahra,Ghorbani, Shahla,Javadi, Ali,Ataei, Shahram Mehdipoure. "BINOL aza macrocycle derivatives: Synthesis of dinaphthosulfone aza macrocycles using p-toluenesulfonic acid (p-TsOH) in methanol as an efficient route and evaluation of their 1H NMR spectra". . p. 2066 - 2077. Retrieved 2009.
• 4、 Ringeissen. "-". . p. 2180. Retrieved 1934.
• 5、 -. "Polymercaptan compound for optical resin material and preparation method thereof". Paragraph 0023; 0025; 0029; 0031; 0035; 0037; 0041; 0043. . Retrieved 2019/01/14.