Triphenyl Borate
Product Information
Molecular Formula
C18H15O3B
Molecular Weight
290.12
Description
Catalyst involved in: Multicomponent aziridination of aldehydes; Hetero-Diels-Alder reactions and Mukaiyama aldol condensation; Cross-metathesis of alkenes with 3-nitropropene; Asymmetric Claisen rearrangement of unactivated allyl vinyl ethers; Ethoxylation; Asymmetric aziridination of imines.
Synonyms
triphenyl borate; triphenyl borate
IUPAC Name
triphenyl borate
SMILES
B(OC1=CC=CC=C1)(OC2=CC=CC=C2)OC3=CC=CC=C3
InChI
InChI=1S/C18H15BO3/c1-4-10-16(11-5-1)20-19(21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H
InChI Key
MDCWDBMBZLORER-UHFFFAOYSA-N
Boiling Point
343.2 °C at 760 mmHg
Melting Point
98-101 °C (lit.)
Flash Point
Not applicable
Purity
≥ 97 %
Density
1.134 g/cm3
Appearance
Solid
Storage
Inert atmosphere, 2-8 °C
LogP
4.20830
Safety Information
Hazards
H301 + H311 + H331 - H318
Precautionary Statement
P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501
Signal Word
Danger
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
6
Exact Mass
290.1114245 g/mol
Monoisotopic Mass
290.1114245 g/mol
Topological Polar Surface Area
27.7Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
247
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-2022037181-A | A method for producing a chemically amplified photosensitive composition, a photosensitive dry film, and a method for producing a patterned resist film. | 2021-12-22 |
| CN-114057995-A | Underfill material and preparation method and application thereof | 2021-12-16 |
| CN-113896694-A | Polyfunctional group hybrid epoxy compound and photo-thermal dual-curing resin composition as well as preparation method and application thereof | 2021-11-16 |
| CN-113831383-A | Preparation method of abiraterone | 2021-11-03 |
| CN-113881210-A | High-fluidity transparent polycarbonate material and preparation method thereof | 2021-10-27 |
| CN-113788935-A | Epoxy resin composition and preparation method and application thereof | 2021-10-22 |
| CN-113788936-A | Light/heat dual-curing resin composition and preparation method and application thereof | 2021-10-22 |
| CN-113860980-A | Method for preparing arylamine compound by photoinduced reduction C-N coupling reaction | 2021-10-11 |
| CN-113652186-A | Photo-thermal dual-curing resin composition and preparation method and application thereof | 2021-09-29 |
| CN-113736403-A | Single-component heat-resistant epoxy resin composition and preparation method and application thereof | 2021-09-29 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22253063 | 2012-03-01 | First isolation of disubstituted cis-5,6-dihydro-1,10-phenanthrolines. Lipase-mediated resolution of cis- and trans-phenoxy alcohol isomers and assignment of absolute stereochemistry via CD and NMR spectroscopy | Chirality |
| 19921061 | 2009-12-14 | Synthesis and characterization of neutral iron(II) and ruthenium(II) complexes with the isocyanotriphenylborate ligand | Dalton transactions (Cambridge, England : 2003) |
| 18306265 | 2008-01-01 | Catalytic asymmetric aziridination with borate catalysts derived from VANOL and VAPOL ligands: scope and mechanistic studies | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 17497860 | 2007-06-06 | Direct access to N-H-aziridines from asymmetric catalytic aziridination with borate catalysts derived from vaulted binaphthol and vaulted biphenanthrol ligands | Journal of the American Chemical Society |
| 11700110 | 2001-11-15 | An efficient synthesis of (-)-chloramphenicol via asymmetric catalytic aziridination: a comparison of catalysts prepared from triphenylborate and various linear and vaulted biaryls | Organic letters |
