(R)-VANOL

ALDRICH/675156 - 97%

Synonym: (R)-3,3′-Diphenyl-2,2′-bi-1-naphthalol; (R)-3,3′-Diphenyl-2,2′-bi-1-naphthol

CAS Number: 147702-13-4
Empirical Formula (Hill Notation): C₃₂H₂₂O₂
Molecular Weight: 438.52
MDL Number: MFCD08459338
Linear Formula: C₃₂H₂₂O₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-675156-250MG	250 mg	$195.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	97%
form	solid
functional group	phenyl
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
mp	200-204 °C
optical activity	[α]20/D +310°, c = 1 in chloroform
Quality Level	100
SMILES string	Oc1c(c(cc2ccccc12)-c3ccccc3)-c4c(O)c5ccccc5cc4-c6ccccc6

Application:	(R)-VANOL is a vaulted biaryl ligand that may be used in the following processes: • Transformation of 3-substituted cyclobutanones to enantiopure γ-butyrolactones via asymmetric Baeyer-Villiger Reaction in the presence of an aluminum catalyst. • Asymmetric aziridination of N-(4-(Methylsulfonyl)benzylidene)diphenylmethanamine to form (2S,3S)-ethyl 1-benzhydryl-3-(4-(methylsulfonyl)phenyl) aziridine-2-carboxylate. • Conjugate addition of terminal alkynes to 2-arylidene-1,3-diketones with high enantioselectivity in the presence of diethyl zinc.
Application:	VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.
Packaging:	250 mg in amber glass bottle

Symbol	GHS05,GHS07
Signal word	Danger
Hazard statements	H315 - H318 - H335 - H413
Precautionary statements	P273 - P280 - P302 + P352 - P305 + P351 + P338 + P310
Hazard Codes	Xi
Risk Statements	37/38-41
Safety Statements	26-39
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	97%
mp	200-204 °C
UNSPSC	12352005

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