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1,1'-Bi-2-naphthol

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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
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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 
dioxane: 50 mg/mL, clear
solubility 
Soluble in dioxane (50 mg/mL).
pka
8.29±0.50(Predicted)
form 
Powder
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)
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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
Toxicity
LDLo orl-mus: 42 mg/kg AECTCV 14,111,85

MSDS

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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 Preparation Products And Raw materials

Preparation Products

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