All Photos(1)

Documents

Safety Information

Safety & Regulatory

675210

(R)-VAPOL

Name: (<I>R</I>)-VAPOL
Brand: ALDRICH

97%

Sign Into View Organizational & Contract Pricing

All Photos(1)

Synonym(s):

(R)-2,2′-Diphenyl-3,3′-(4-biphenanthrol)

Empirical Formula (Hill Notation):

C₄₀H₂₆O₂

CAS Number:

147702-16-7

Molecular Weight:

538.63

MDL number:

MFCD11617354

UNSPSC Code:

12352005

PubChem Substance ID:

24885269

NACRES:

NA.22

Recommended Products

Slide 1 of 10

1 of 10

Sigma-Aldrich

675334

(S)-VAPOL

Sigma-Aldrich

676098

(S)-VANOL

Sigma-Aldrich

675156

(R)-VANOL

Sigma-Aldrich

695726

(R)-3,3′-Di-9-anthracenyl-1,1′-bi-2-naphthol

Sigma-Aldrich

700673

(R)-3,3′-Di-9-phenanthrenyl-1,1′-bi-2-naphthol

Sigma-Aldrich

690007

(S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol

Sigma-Aldrich

689890

(R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

Sigma-Aldrich

404411

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

Sigma-Aldrich

246948

(R)-(+)-1,1′-Bi(2-naphthol)

Sigma-Aldrich

675512

(R)-(–)-VAPOL hydrogenphosphate

Quality Level

100

Assay

97%

optical activity

[α]20/D -144°, c = 1 in chloroform

mp

225-229 °C

SMILES string

Oc1c(c(cc2ccc3ccccc3c12)-c4ccccc4)-c5c(O)c6c(ccc7ccccc67)cc5-c8ccccc8

InChI

1S/C40H26O2/c41-39-35-29(21-19-27-15-7-9-17-31(27)35)23-33(25-11-3-1-4-12-25)37(39)38-34(26-13-5-2-6-14-26)24-30-22-20-28-16-8-10-18-32(28)36(30)40(38)42/h1-24,41-42H

InChI key

UFYXKDMLGBKHIC-UHFFFAOYSA-N

Related Categories

Chiral Catalysts & Ligands

Exclusive Savings

Application

VAPOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.

Pictograms

GHS08,GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335,H351

Precautionary Statements

P202 - P261 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Bao. J. et al.

Journal of the American Chemical Society, 118, 3392-3392 (1996)

New synthesis of vaulted biaryl ligands via the Snieckus phenol synthesis.

Su Yu et al.

Organic letters, 7(3), 367-369 (2005-01-28)

[reaction: see text] In an effort to develop a synthesis of the VAPOL ligand that avoids the use of a chromium carbene complex, a route was examined that involved the annulation of a naphthalene carboxamide via the method of Snieckus.

Highly enantioselective deracemization of linear and vaulted biaryl ligands.

Yu Zhang et al.

Organic letters, 5(11), 1813-1816 (2003-05-24)

[reaction: see text] A copper-mediated deracemization of the vaulted biaryl ligands VANOL and VAPOL can be readily achieved in the presence of (-)-spartiene. The optimal procedure involves the in situ generation of copper(II) and leads to the reproducible formation of

Documents

Safety Information

(R)-VAPOL

97%

Recommended Products

Properties

Quality Level

Assay

optical activity

mp

SMILES string

InChI

InChI key

Related Categories

Description

Application

Safety Information

Pictograms

Signal Word

Hazard Statements

Precautionary Statements

Hazard Classifications

Target Organs

WGK

Flash Point(F)

Flash Point(C)

Regulatory Information

Documentation

Certificates of Analysis (COA)

Already Own This Product?

Peer Reviewed Papers

Protocols and Articles

Related Content

Technical Service