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676098

Sigma-Aldrich

(S)-VANOL

97%

Synonym(s):

(S)-3,3′-Diphenyl-2,2′-bi(1-naphthalol), (S)-3,3′-Diphenyl-2,2′-bi-(1-naphthol)

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250 MG
₹18,200.00
1 G
₹50,150.00

About This Item

Empirical Formula (Hill Notation):
C32H22O2
CAS Number:
Molecular Weight:
438.52
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

Assay

97%

optical activity

[α]20/D -314°, c = 1 in chloroform

mp

199-203 °C

functional group

phenyl

SMILES string

Oc1c(c(cc2ccccc12)-c3ccccc3)-c4c(O)c5ccccc5cc4-c6ccccc6

InChI

1S/C32H22O2/c33-31-25-17-9-7-15-23(25)19-27(21-11-3-1-4-12-21)29(31)30-28(22-13-5-2-6-14-22)20-24-16-8-10-18-26(24)32(30)34/h1-20,33-34H

InChI key

NDTDVKKGYBULHF-UHFFFAOYSA-N

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This Item
D69300679089714585
assay

97%

assay

≥97%

assay

97%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

28-32 °C

mp

100-103 °C (lit.)

mp

66-70 °C

mp

119-123 °C

form

solid

form

crystals

form

solid

form

solid

bp

0.9 °C/0.5 mmHg

bp

-

bp

-

bp

-

functional group

chloro

functional group

-

functional group

chloro

functional group

chloro, nitro

Application

(S)-VANOL is a vaulted biaryl ligand that may be used in the synthesis of coordinated complexes, such as (dppe)Pt(S-VANOL) [dppe= bis(diphenylphosphino)ethane] and (S,S-chiraphos)Pt(S-VANOL) [chiraphos= 2,3-bis(diphenylphosphino)butane].[1]
VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.[2][3][4]

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 4 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetrahedron Letters, 47, 8897-8897 (2006)

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