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1-(2-Hydroxy-3-triphenylsilyl-1-naphthyl)-3-triphenylsilyl-naphthalen-2-ol

HCID 394171
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Basic information

CAS
111822-69-6
Standard SMILES
Oc1c([Si](c2ccccc2)(c2ccccc2)c2ccccc2)cc2ccccc2c1-c1c(O)c([Si](c2ccccc2)(c2ccccc2)c2ccccc2)cc2ccccc12
InChIKey
STBZSRVMGWTCOU-UHFFFAOYSA-N
Molecular formula
C56H42O2Si2
Average molar mass
803.1 g/mol
Monoisotopic mass
802.27233365

Names & identifiers

Preferred name
1-(2-Hydroxy-3-triphenylsilyl-1-naphthyl)-3-triphenylsilyl-naphthalen-2-ol
IUPAC
1-(2-hydroxy-3-triphenylsilylnaphthalen-1-yl)-3-triphenylsilylnaphthalen-2-ol
English name
(R)-3,3'-Bis(triphenylsilyl)-1,1'-BI-2-&
Molecular formula
C56H42O2Si2
Molecular weight
803.1

Names & synonyms

111822-69-6111795-33-6(R)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2-naphthol(R)-3,3'-Bis(triphenylsilyl)-[1,1'-binaphthalene]-2,2'-diolNSC6974081-(2-hydroxy-3-triphenylsilyl-1-naphthyl)-3-triphenylsilyl-naphthalen-2-ol(S)-3,3'-Bis(triphenylsilyl)-[1,1'-binaphthalene]-2,2'-diol1-(2-hydroxy-3-triphenylsilylnaphthalen-1-yl)-3-triphenylsilylnaphthalen-2-olMFCD09265078(S)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2-naphtholNSC-697408(S)-(-)-3,3mu-Bis(triphenylsilyl)-1,1mu-bi-2-naphthol
Show more names
(R)-3,3'-Bis(triphenylsilyl)-1,1'-BI-2-&(R)-3,3’-Bis(triphenylsilyl)-1,1’-bi-2-naphthol(R)-3,3μ-Bis(triphenylsilyl)-1,1μ-bi-2-naphthol(R)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2-naphthol 96%(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol(R)-(+)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2,2'-naphthol(R)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2-naphthol, 99%e.e.(R)-3,3μ-Bis(triphenylsilyl)-1,1μ-binaphthalene-2,2μ-diol

Properties

Computed structural properties

Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
9
Heavy atoms
60
Formal charge
0
Complexity
1,120

Physicochemical properties

Melting point
103 · 103-145 °C
Density
1.27 · 1.27±0.1 g/cm3(Predicted)
storage temp.
2 · 2-8°C, protect from light, stored under nitrogen
pka
8.06 · 8.06±0.50(Predicted)
form
solid
Appearance
White to off-white Solid
optical activity
20 · [α]20/D +114°, c = 1 in chloroform
InChIKey
STBZSRVMGWTCOU-UHFFFAOYSA-N
SMILES
Oc1c(cc2ccccc2c1-c3c(O)c(cc4ccccc34)[Si](c5ccccc5)(c6ccccc6)c7ccccc7)[Si](c8ccccc8)(c9ccccc9)c%10ccccc%10
UNSPSC Code
12352005 · 12352005
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
Safety Statements

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
3
hs_code
29319090
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
24/25
Storage Class
11 - Combustible Solids
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesPrecursor to a chiral Bronsted acid (674745) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams. Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
(1R)-3,3'- bis (triphenylsilyl) [1,1'- binaphthyl ]-2,2'- diol
E72677(R)-3,3 inverted exclamation marka-Bis(triphenylsilyl)-1,1 inverted exclamation marka-bi-2-naphthol(R)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2-naphthol, 96%(R)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diolC56H42O2Si2SCHEMBL1109933CHEMBL1982067DTXSID40327864

Database identifiers

CAS
111822-69-6
PubChem CID
394171
DTXSID
DTXSID40327864
ChEMBL
CHEMBL1982067
Nikkaji
J3.683.744F、J914.944I
24 · 24/25
WGK Germany
3 · 3
HS Code
29319090 · 29319090
Storage Class
11 · 11 - Combustible Solids