What is the 1,1'-Bi-2-naphthol?

1,1'-Bi-2-naphthol is white to beige powder, while it's Molecular Formula is C20H14O2. white to beige powder Chiral ligand and auxiliary for asymmetric Michael addition reaction; enantioselective Diels-Alder reaction; alkynylation.

What is the CAS number for 1,1'-Bi-2-naphthol?

The CAS number of 1,1'-Bi-2-naphthol is 602-09-5.

What is 1,1'-Bi-2-naphthol (602-09-5) used for?

1,1'-Bi-2-naphthol (BINOL) is a chiral diol widely used in asymmetric synthesis and catalysis. It serves as a versatile scaffold for constructing chiral ligands and catalysts, such as binol-derived phosphoric acids, which exhibit high enantioselectivity in reactions like transfer hydrogenation, Friedel–Crafts alkylation, and aza-ene-type transformations. BINOL can also be resolved into optically active forms via enzymatic hydrolysis of its racemic diesters, yielding enantiomerically pure (S)- or (R)-BINOL with high ee values. Additionally, BINOL-based chiral complexes, like [In(S)-BINOL]Cl3, are effective in enantioselective allylation reactions, while its lithio salts act as catalysts for asymmetric ketone reductions. Its structural rigidity and ability to induce chirality make BINOL a cornerstone in asymmetric organocatalysis and synthetic methodology.

What is the 1,1'-Bi-2-naphthol?

1,1'-Bi-2-naphthol is white to beige powder, while it's Molecular Formula is C20H14O2. white to beige powder Chiral ligand and auxiliary for asymmetric Michael addition reaction; enantioselective Diels-Alder reaction; alkynylation.

What is the CAS number for 1,1'-Bi-2-naphthol?

The CAS number of 1,1'-Bi-2-naphthol is 602-09-5.

What is 1,1'-Bi-2-naphthol (602-09-5) used for?

1,1'-Bi-2-naphthol (BINOL) is a chiral diol widely used in asymmetric synthesis and catalysis. It serves as a versatile scaffold for constructing chiral ligands and catalysts, such as binol-derived phosphoric acids, which exhibit high enantioselectivity in reactions like transfer hydrogenation, Friedel–Crafts alkylation, and aza-ene-type transformations. BINOL can also be resolved into optically active forms via enzymatic hydrolysis of its racemic diesters, yielding enantiomerically pure (S)- or (R)-BINOL with high ee values. Additionally, BINOL-based chiral complexes, like [In(S)-BINOL]Cl3, are effective in enantioselective allylation reactions, while its lithio salts act as catalysts for asymmetric ketone reductions. Its structural rigidity and ability to induce chirality make BINOL a cornerstone in asymmetric organocatalysis and synthetic methodology.

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1,1'-Bi-2-naphthol

CAS
Purity

602-09-5
99%

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Factory Supply Industrial Grade 1,1'-Bi-2-naphthol 602-09-5 with Best Price

Molecular Formula:C20H14O2
Molecular Weight:286.33
Appearance/Colour:white to beige powder
Melting Point:215-218 °C
Refractive Index:1.7580 (estimate)
Boiling Point:462.104 °C at 760 mmHg
PKA:8.29±0.50(Predicted)
Flash Point:218.932 °C
PSA：40.46000
Density:1.303 g/cm³
LogP:5.07120

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-

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602-09-5 Process route

: 91-59-8
naphthalen-2-ylamine

: 135-19-3
β-naphthol

: 194-59-2
7H-dibenzo[c,g]carbazole

: 4488-22-6,18531-95-8
1,1'-binaphthalene-2,2'-diamine

: 134532-03-9,137848-28-3,137848-29-4
2-amino-2’-hydroxy-1,1’-binaphthyl

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

Conditions

Conditions	Yield
With rac-methylbenzylamine; In methanol; for 48h; Ambient temperature;	6 % Chromat. 2 % Chromat. 1 % Chromat. 85%

: 91-59-8
naphthalen-2-ylamine

: 135-19-3
β-naphthol

: 4488-22-6,18531-95-8
1,1'-binaphthalene-2,2'-diamine

: 137848-28-3
(R)-2-amino-2'-hydroxy-1,1'-binaphthyl

: 137848-29-4
(S)-(-)-2'-amino-[1,1'-binaphthalene]-2-ol

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

Conditions

Conditions	Yield
With benzylamine; copper dichloride; In methanol; for 48h; Yields of byproduct given; Ambient temperature;	30%
With benzylamine; copper dichloride; In methanol; for 48h; Yield given. Title compound not separated from byproducts; Ambient temperature;	30%

602-09-5 Upstream products

573-97-7
1-bromo-2-naphthol
17096-15-0
1,1'-thiobis(2-naphthol)
42521-82-4
bis-(2-hydroxy-1-naphthyl)disulphide
124-41-4
sodium methylate

602-09-5 Downstream products

191-28-6
perixanthenoxanthene
53545-44-1
(±)-1,1′-binaphthyl-2-2′-diyl dibenzoate
100569-82-2
2,2'-diacetoxy-1,1'-binaphthyl
21720-66-1
9-phenyldibenzocarbazole