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638102

Sigma-Aldrich

4,4′-Bis(triethoxysilyl)-1,1′-biphenyl

≥90% (VPCC)

Synonym(s):

4,4′-Bis(triethoxysilyl)biphenyl

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About This Item

Linear Formula:
[-C6H4Si(OC2H5)3]2
CAS Number:
123640-93-7
Molecular Weight:
478.73
MDL number:
MFCD06798075
UNSPSC Code:
12352103
PubChem Substance ID:
24882911
NACRES:
NA.22

Quality Level

100

Assay

≥90% (VPCC)

bp

203-206 °C/0.3 mmHg (lit.)

density

1.047 g/mL at 25 °C (lit.)

SMILES string

CCO[Si](OCC)(OCC)c1ccc(cc1)-c2ccc(cc2)[Si](OCC)(OCC)OCC

InChI

1S/C24H38O6Si2/c1-7-25-31(26-8-2,27-9-3)23-17-13-21(14-18-23)22-15-19-24(20-16-22)32(28-10-4,29-11-5)30-12-6/h13-20H,7-12H2,1-6H3

InChI key

KENDGHJJHKCUNB-UHFFFAOYSA-N

Application

4,4′-Bis(triethoxysilyl)-1,1′-biphenyl (BTESB) can be used as an indicator to determine the chirality of helical silica nanotubes.

BTESB can also be utilized as a precursor to prepare:
  • Helical 4, 4′-biphenylene-silica nanotubes and nanoribbons using 3-aminopropyltrimethoxysilane as a co-structure-directing agent.
  • Biphenyl-bridged alkoxysilane-based crosslinked polyalkoxysilane by condensation with linear aliphatic diols.
  • Biphenylene-bridged silsesquioxane thin films by the sol-gel method.

A silicon-based nucleophile shown to be reactive in Pd-catalyzed cross-coupling reactions.

Hazard Statements

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F - closed cup

Flash Point(C)

> 110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBM8314
SHBK2476
SHBJ5088
SHBH6789
SHBG1516V

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A chirality indicator for the walls and the surfaces of silica nanotubes
Hou F-W, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 24(8), 770-772 (2013)
Chimie douce route to novel acoustic waveguides based on biphenylene-bridged silsesquioxanes
Masse P, et al.
Journal of Materials Chemistry, 21(38), 14581-14586 (2011)
Lorenzo Abate et al.
Polymers, 11(9) (2019-09-12)
Two series of novel dumbbell-shaped polyhedral oligomeric silsesquioxanes (POSSs), fully functionalized with phenyl groups at the corner of the silicon cages, were used to prepare polystyrene (PS) nanocomposites through the method of in situ polymerization. The percentage of the molecular
Yi Li et al.
Nanotechnology, 22(13), 135605-135605 (2011-02-24)
An anionic gelator, D-C12ValC10COONa, derived from D-valine can cause physical gels in water and organic solvents. Helical 4,4(')-biphenylene-silica nanotubes and nanoribbons were prepared using it with 3-aminopropyltrimethoxysilane as a co-structure-directing agent and 4,4(')-bis(triethoxysilyl)-1,1(')-biphenyl (BTESB) as precursor. It was found that
Denmark, S. E.; Ober, M. H.
Aldrichimica Acta, 36, 75-75 (2003)

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