(S)-VAPOL

Names

[ Name ]:
(S)-VAPOL

[Synonym ]:
[3,3'-Biphenanthrene]-4,4'-diol, 2,2'-diphenyl-, compd. with dichloromethane (1:1)
2,2'-Diphenyl-3,3'-biphenanthrene-4,4'-diol - dichloromethane (1:1)

Chemical & Physical Properties

[ Density]:
1.287 g/cm3

[ Boiling Point ]:
712.173ºC at 760 mmHg

[ Melting Point ]:
185-191ºC

[ Molecular Formula ]:
C₄₁H₂₈Cl₂O₂

[ Molecular Weight ]:
623.566

[ Flash Point ]:
298.408ºC

[ Exact Mass ]:
622.146606

[ PSA ]:
40.46000

[ LogP ]:
12.13310

MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H351

[ Precautionary Statements ]:
P281

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
37/38-40-41

[ Safety Phrases ]:
26-36/37/39-36/37-24/25-23

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Phenylacetylene
2-Naphthylacetyl chloride
2-Naphthylacetic acid

DownStream

Articles

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

Org. Lett. 7 , 367, (2005)

[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 carbo...

Highly enantioselective deracemization of linear and vaulted biaryl ligands.

Org. Lett. 5 , 1813, (2003)

[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...

Bao. J. et al.

J. Am. Chem. Soc. 118 , 3392, (1996)

(S)-VAPOL phosphoric acid
(S)-VAPOL phosphoric acid
(S)-(-)-1,1-DIPHENYL-1,2-PROPANEDIOL
(S)-benzyl (1-((3-chloro-2-oxopropyl)amino)-1-oxopropan-2-yl)carbamate
(S)-1-(p-tolyl)ethyl 2,3,4,5,6-pentafluorobenzoate
(s)-(+)-6-methyl-5-hepten-2-ol
2-{4-[(3,6-Dimethylpyrazin-2-yl)oxy]piperidin-1-yl}-1-(4-methylpiperidin-1-yl)ethan-1-one
3-bromo-7-cyclobutanecarbonyl-6H,7H,8H,9H-pyrido[2,3-b]1,6-naphthyridine
7-(oxolane-2-carbonyl)-6H,7H,8H,9H-pyrido[2,3-b]1,6-naphthyridine
N-methyl-N-(1-{pyrido[3,4-d]pyrimidin-4-yl}pyrrolidin-3-yl)acetamide
1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-4-{2-methyl-5H,6H,7H-cyclopenta[d]pyrimidin-4-yl}piperazine
1-(2-oxo-2-{6H,7H,8H,9H-pyrido[2,3-b]1,6-naphthyridin-7-yl}ethyl)pyrrolidin-2-one
N-{1-[5-bromo-3-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}-2,2-dimethylpropanamide
5-{6H,7H,8H,9H-pyrido[2,3-b]1,6-naphthyridine-7-carbonyl}pyrrolidin-2-one
4-[5-(5-Chloropyridin-2-yl)-octahydropyrrolo[3,4-c]pyrrol-2-yl]-6-ethyl-5-fluoropyrimidine
4-[(4-{[(3-Chloropyridin-4-yl)oxy]methyl}piperidin-1-yl)methyl]-1-methyl-1,2-dihydropyridin-2-one

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