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

form 

Powder

pka

8.29±0.50(Predicted)

color 

White to beige

Water Solubility 

insoluble

Merck 

14,1226

BRN 

997518

InChIKey

PPTXVXKCQZKFBN-UHFFFAOYSA-N

CAS DataBase Reference

602-09-5(CAS DataBase Reference)

NIST Chemistry Reference

1,1'-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

F 

10

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29072900

Toxicity

LDLo orl-mus: 42 mg/kg AECTCV 14,111,85

MSDS

• Language:English Provider:2,2'-Dihydroxy-1,1'-binaphthyl
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,1'-Bi-2-naphthol Usage And Synthesis

Chemical Properties

1,1′-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.

Uses

(+/-)-1,1'-Bi(2-naphthol) acts as chiral separation agents. It is widely used in chiral liquid crystal,medicines,spices etc,.

Uses

Chiral ligand and auxiliary for asymmetric Michael addition reaction; enantioselective Diels-Alder reaction; alkynylation.

Uses

1,1'-Bi-2-naphthol is used as a chiral ligand in alkynylation, Diels-Alder and assymmetric Michael addition reactions.

Definition

ChEBI: (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 Profile

1,1'-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 Methods

Crystallise 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(602-09-5)Related Product Information

• p-Naphtholbenzein
• 1-Naphthol
• Solvent Red 43
• Phenmedipham
• Terbinafine Hydrochloride
• ALPHA-NAPHTHOLBENZEIN
• 2-Naphthol
• 1,1'-BI-2-NAPHTHOL BIS(TRIFLUOROMETHANESULFONATE)
• (R)-3,3μ-Diphenyl-2,2μ-bi-1-naphthalol, (R)-3,3μ-Diphenyl-2,2μ-bi-1-naphthol
• 5,5',6,6',7,7',8,8'-Octahydro-bi-2-naphthol,(R)-(+)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-bi-2-naphthol,99%
• (R)-(-)1,1'-Bi-2-Naphthol Deacetate
• (S)-(-)-1,1&#39-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)
• (R)-(+)-1,1'-Bi-2-naphthol
• (S)-1,1μ-Binaphthalene-2,2μ-diyl bis(trifluoromethanesulfonate), (S)-1,1μ-Bi(2-naphthol) bis(trifluoromethanesulfonate)
• (S)-(-)-3,3'-Dibromo-1,1'-bi-2-naphthol,99%,(S)-(-)-3,3&#39-Dibromo-1,1&#39-bi-2-naphthol
• (-1,1'-Bi-2-Naphthol Deacetate
• racemic-6,6'-Dibromo-1,1'-bi-2-naphthol,min.98%,(S)-(+)-6'-DIBROMO-1,1'-BI-2-NAPHTHOL,6,6''-DIBROMO-1,1''-BI-2-NAPHTHOL 95+%
• (S)-(-)-1,1''-BI-2-NAPHTHOL 99 E.E+%