1,1'-Bi-2-naphthol

Base Information

Chemical Name:1,1'-Bi-2-naphthol
CAS No.:18531-99-2
Deprecated CAS:41024-90-2
Molecular Formula:C20H14O2
Molecular Weight:286.33
Hs Code.:29072990
European Community (EC) Number:606-050-5,210-014-0,606-048-4
NSC Number:27049
UNII:M6IDZ128WT,54OT5RRV4C,25AB254328
DSSTox Substance ID:DTXSID9060526
Nikkaji Number:J1.031.260D,J1.031.261B,J1.055.781J,J1.055.782H,J134.638E,J166.096I,J54.937A
Wikipedia:1,1%E2%80%B2-Bi-2-naphthol
Wikidata:Q161292,Q72443503,Q72443501
ChEMBL ID:CHEMBL138718
Mol file:18531-99-2.mol

Synonyms:1,1'-bi-2-naphthol

Suppliers and Price of 1,1'-Bi-2-naphthol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TCI Chemical
(S)-(-)-1,1'-Bi-2-naphthol >98.0%(HPLC)(T)
25g
$ 311.00

TCI Chemical
(S)-(-)-1,1'-Bi-2-naphthol >98.0%(HPLC)(T)
5g
$ 103.00

SynQuest Laboratories
(1S)-2,2'-Dihydroxy-[1,1']-binaphthyl
100 g
$ 106.00

SynQuest Laboratories
(1S)-2,2'-Dihydroxy-[1,1']-binaphthyl
25 g
$ 39.00

SynQuest Laboratories
(1S)-2,2'-Dihydroxy-[1,1']-binaphthyl
5 g
$ 16.00

Strem Chemicals
S-(-)-1,1'-Bi-2-naphthol, 99% (S)-BINOL
25g
$ 362.00

Strem Chemicals
S-(-)-1,1'-Bi-2-naphthol, 99% (S)-BINOL
1g
$ 36.00

Strem Chemicals
S-(-)-1,1'-Bi-2-naphthol, 99% (S)-BINOL
5g
$ 91.00

Sigma-Aldrich
(S)-(?)-1,1′-Bi(2-naphthol) 99%
5g
$ 113.00

Sigma-Aldrich
(S)-(?)-1,1′-Bi(2-naphthol) 99%
25g
$ 58.00

Total 172 raw suppliers

Chemical Property of 1,1'-Bi-2-naphthol

Chemical Property:

Appearance/Colour:white crystalline powder
Melting Point:215-218 °C
Refractive Index:-36.0 ° (C=1, THF)
Boiling Point:388.69°C (rough estimate)
PKA:8.29±0.50(Predicted)
PSA：40.46000
Density:1 g/cm³
LogP:5.07120
Storage Temp.:2-8°C
Solubility.:dioxane: 50 mg/mL, clear
XLogP3:5.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:286.099379685
Heavy Atom Count:22
Complexity:346

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

Pictogram(s): T,Xi
Hazard Codes:T,Xi
Statements: 25-36-36/37/38
Safety Statements: 26-45-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O
General Description (S)-(-)-1,1'-Bi-2-naphthol, also known by various synonyms such as (S)-BINOL, is a chiral binaphthyl compound widely used in asymmetric synthesis and catalysis. It can be synthesized enantioselectively through oxidative coupling of 2-naphthol derivatives using chiral catalysts, such as a vanadium(V) complex or a TEMPO-modified electrode with (-)-sparteine, achieving high yields and enantiomeric excess (up to 98% ee). Additionally, it can be prepared via an S-(+)-amphetamine-copper(II) complex with high optical purity (up to 95% ee). (S)-(-)-1,1'-Bi-2-naphthol exhibits axial chirality and is prone to thermal racemization at elevated temperatures (≥190 °C), with its stability influenced by substituents and structural modifications. Its applications include serving as a chiral ligand or catalyst in stereoselective reactions.

Technology Process of 1,1'-Bi-2-naphthol

There total 164 articles about 1,1'-Bi-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: 97.0%

: 602-09-5
1,1'-bi-2-naphthol

: 18531-99-2
(S)-[1,1']-binaphthalenyl-2,2'-diol

Guidance literature:: 1,1'-bi-2-naphthol; With copper(l) chloride; (-)-sparteine; In methanol; dichloromethane; at 25 ℃; for 24h; Inert atmosphere; Darkness;

With hydrogenchloride; In methanol; dichloromethane; water; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ja903820m

Reference yield: 95.0%

: 602-09-5
1,1'-bi-2-naphthol

: C₂₀H₁₂O₃

: 18531-99-2
(S)-[1,1']-binaphthalenyl-2,2'-diol

Guidance literature:: 1,1'-bi-2-naphthol; With copper(l) chloride; (-)-sparteine; In methanol; dichloromethane; at 25 ℃; for 24h; Inert atmosphere; Darkness;

With sodium hydrogencarbonate; In methanol; dichloromethane; water; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ja903820m