1,1'-Bi-2-naphthol

1,1'-Bi-2-naphthol Basic information
Product Name:1,1'-Bi-2-naphthol
Synonyms:AURORA KA-7212;BI-2-NAPHTHOL;DI-B-NAPHTHOL;(R)-(+)-1,1'-BI(2,2'-NAPHTHOL);(+/-)-1,1A-Bi-2-naphthol;(+/-)-Binaphthalene-2,2-diol;(+/-)-BINOL;(+/-)-1,1'-BINAPHTHALENE-2,2'-DIOL
CAS:602-09-5
MF:C20H14O2
MW:286.32
EINECS:210-014-0
Product Categories:Naphthalene derivatives;Aromatic Hydrocarbons (substituted) & Derivatives;Intermediates of Dyes and Pigments;API intermediates;Miscellaneous;bc0001;602-09-5
Mol File:602-09-5.mol
1,1'-Bi-2-naphthol Structure
1,1'-Bi-2-naphthol Chemical Properties
Melting point 215-218 °C
Boiling point 388.69°C (rough estimate)
density 1g/cm
refractive index 1.7580 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in dioxane (50 mg/mL).
solubility dioxane: 50 mg/mL, clear
pka8.29±0.50(Predicted)
form Powder
color White to beige
Water Solubility insoluble
Merck 14,1226
BRN 997518
InChIKeyPPTXVXKCQZKFBN-UHFFFAOYSA-N
CAS DataBase Reference602-09-5(CAS DataBase Reference)
NIST Chemistry Reference1,1'-Bi-2-naphthol(602-09-5)
EPA Substance Registry System[1,1'-Binaphthalene]-2,2'-diol (602-09-5)
Safety Information
Hazard Codes T,Xi
Risk Statements 25-36-36/37/38
Safety Statements 26-45-37/39-36
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS DU3106100
10
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29072900
ToxicityLDLo orl-mus: 42 mg/kg AECTCV 14,111,85
MSDS Information
ProviderLanguage
2,2'-Dihydroxy-1,1'-binaphthyl English
SigmaAldrich English
ACROS English
ALFA English
1,1'-Bi-2-naphthol Usage And Synthesis
Chemical Properties1,1′-Bi-2-naphthol is a white to yellowish gray crystalline powder. It is known to be soluble in methanol. Store in a cool and dark place at ambient temperatures for best keeping.
Uses1,1'-Bi-2-naphthol is used as a chiral ligand in alkynylation, Diels-Alder and assymmetric Michael addition reactions.
Uses(+/-)-1,1'-Bi(2-naphthol) acts as chiral separation agents. It is widely used in chiral liquid crystal,medicines,spices etc,.
UsesChiral ligand and auxiliary for asymmetric Michael addition reaction; enantioselective Diels-Alder reaction; alkynylation.
DefinitionChEBI: (S)-(-)-1,1'-Bi-2-naphthol is a member of naphthols.
Synthesis Reference(s)Tetrahedron, 48, p. 9483, 1992 DOI: 10.1016/S0040-4020(01)88316-2
Tetrahedron Letters, 24, p. 3261, 1983 DOI: 10.1016/S0040-4039(00)88151-4
Safety Profile1,1'-Bi-2-naphthol is incompatible with oxidizing agents and should not be stored or handled near them. Poison by ingestion and causes skin irritation along with serious eye irritation. When heated to decomposition it emits acrid smoke and irritatingvapors.
Purification MethodsCrystallise the binaphthol from toluene or *benzene (10mL/g). When crystallised from chlorobenzene it has m 238o. Its solubility in dioxane is 5%. [Beilstein 6 IV 7020.]
1,1'-Bi-2-naphthol Preparation Products And Raw materials
Preparation Products1.1'-Binaphthyl-2.2'-diphemyl phosphine-->2-BROMO-1,1-BINAPHTHYL-->DINAPHTHO[1,2-B:1',2'-D]FURAN-->2,2'-DIBROMO-1,1'-BINAPHTHYL-->(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL-->PORPHINE-->7H-DIBENZO[C,G]CARBAZOLE-->Ethanol, 2,2'-[(1R)-[1,1'-binaphthalene]-2,2'-diylbis(oxy)]bis--->PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS-->2-CHLORO-1-(3-CHLORO-PHENYL)-ETHANOL
1-Naphthol 1,1'-Bi-2-naphthol Solvent Red 43 (S)-(+)1,1'-Bi-2-Naphthol Deacetate (R)-(+)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol,99% (R)-3,3μ-Diphenyl-2,2μ-bi-1-naphthalol, (R)-3,3μ-Diphenyl-2,2μ-bi-1-naphthol S-1,1-Bi-2-Naphthol(S-Binol) 3,3''-[OXYBIS(METHYLENE)]BIS-(1R,1''R)-1,1''-BI-2-NAPHTHOL 1,1'-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE) p-Naphtholbenzein (R)-(-)1,1'-Bi-2-Naphthol Deacetate binaphthol ALPHA-NAPHTHOLBENZEIN (S)-(-)-1,1'-Bi-2-naphthol,(S)-1,1 -BI-2-NAPHTHOL ***REVERSE***,S-(-)-1,1'-Bi-2-naphthol,99%(S)-BINOL,(S)-(−)-1,1'-Bi(2-naphthol) (S)-3,3-DIBROMO-5,5'',6,6'',7,7'',8,8''-OCTAHYDRO-1,1''-BI-2-NAPHTHOL 99% Phenmedipham 2-Naphthol Terbinafine Hydrochloride

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