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  • 1095-03-0 Structure
  • Basic information

    1. Product Name: TRIPHENYL BORATE
    2. Synonyms: Boric acid triphenyl;Orthoboric acid triphenyl ester;Triphenoxyborane;tris(phenoxy)borane;Boron Triphenoxide;NSC 806;Triphenoxyboron;Boric Acid Triphenyl Ester Phenyl Borate
    3. CAS NO:1095-03-0
    4. Molecular Formula: C18H15BO3
    5. Molecular Weight: 290.12
    6. EINECS: 214-137-0
    7. Product Categories: Boronic Acids and Derivatives;Organoborates;Organometallic Reagents;Aromatics;Boron Derivatives;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Boron compounds;B (Classes of Boron Compounds);Boric Acid Esters;Boric Acid Triesters
    8. Mol File: 1095-03-0.mol
    9. Article Data: 16
  • Chemical Properties

    1. Melting Point: 98-101 °C(lit.)
    2. Boiling Point: 158°C/0.05mmHg(lit.)
    3. Flash Point: 113.4oC
    4. Appearance: /Solid
    5. Density: 1.135 g/cm3
    6. Vapor Pressure: 0.000142mmHg at 25°C
    7. Refractive Index: 1.572
    8. Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
    9. Solubility: Soluble in chloroform, methanol.
    10. Sensitive: Moisture Sensitive
    11. CAS DataBase Reference: TRIPHENYL BORATE(CAS DataBase Reference)
    12. NIST Chemistry Reference: TRIPHENYL BORATE(1095-03-0)
    13. EPA Substance Registry System: TRIPHENYL BORATE(1095-03-0)
  • Safety Data

    1. Hazard Codes: F,T
    2. Statements: 11-23/24/25-41
    3. Safety Statements: 16-26-36/37/39-45
    4. RIDADR: UN 2811 6.1/PG 3
    5. WGK Germany: 3
    6. RTECS: ED5775000
    7. HazardClass: 6.1
    8. PackingGroup:
    9. Hazardous Substances Data: 1095-03-0(Hazardous Substances Data)

1095-03-0 Usage

Description

Triphenyl Borate is an organoborane compound characterized as a white solid. It possesses chemosterilant activity against Cochliomyia hominivorax (screwworm flies) and serves as a competitive inhibitor of urease of Klebsiella aerogenes, which is utilized to study the mechanisms of interaction with the nickel active site.

Uses

Used in Pest Control Industry:
Triphenyl Borate is used as a chemosterilant for controlling Cochliomyia hominivorax, commonly known as screwworm flies. Its chemosterilant activity helps in managing pest populations and reducing the need for chemical pesticides.
Used in Medical and Biological Research:
In the field of medical and biological research, Triphenyl Borate is employed as a competitive inhibitor of urease of Klebsiella aerogenes. This application is crucial for understanding the mechanisms of interaction with the nickel active site, which can contribute to the development of new treatments and therapies.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 2731, 1978 DOI: 10.1021/jo00407a051

Check Digit Verification of cas no

The CAS Registry Mumber 1095-03-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,9 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1095-03:
(6*1)+(5*0)+(4*9)+(3*5)+(2*0)+(1*3)=60
60 % 10 = 0
So 1095-03-0 is a valid CAS Registry Number.
InChI:InChI=1/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

1095-03-0 Well-known Company Product Price

  • Brand
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  • Detail
  • Alfa Aesar

  • (H55686)  Triphenyl borate, 97%   

  • 1095-03-0

  • 5g

  • 114.0CNY

  • Detail
  • Alfa Aesar

  • (H55686)  Triphenyl borate, 97%   

  • 1095-03-0

  • 25g

  • 520.0CNY

  • Detail
  • Aldrich

  • (418714)  Triphenylborate  

  • 1095-03-0

  • 418714-10G

  • 362.70CNY

  • Detail

1095-03-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Triphenyl borate

1.2 Other means of identification

Product number -
Other names Triphenoxyborane Triphenyl ester boric acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1095-03-0 SDS

1095-03-0Related news

Trimethyl borate and TRIPHENYL BORATE (cas 1095-03-0) as electrolyte additives for LiFePO4 cathode with enhanced high temperature performance08/14/2019

Alkyl- and phenyl-substituted borate anion receptors, triphenyl borate (TPB) and trimethyl borate (TMB), are investigated as electrolyte additives in lithium ion batteries (LiFePO4 cathode, 1 M LiPF6 EC-DMC 1:1 electrolyte) at 25 and 60 °C. TPB shows formation of a thick surface/electrolyte int...detailed

TRIPHENYL BORATE (cas 1095-03-0) as a bi-functional additive to improve surface stability of Ni-rich cathode material08/13/2019

Nickel-rich cathode material has received marked attention as an advanced cathode material, however, its inferior surface property limits the achievement of high performance in lithium-ion batteries. We propose the use of a bi-functional additive of triphenyl borate (TPB) for improvement of the ...detailed

TRIPHENYL BORATE (cas 1095-03-0) catalyzed synthesis of amides from carboxylic acids and amines08/12/2019

Herein we report triphenyl borate as a new catalyst for synthesis of amides by catalytic condensation of carboxylic acids and amines. Our protocol is applicable for synthesis of wide range of amides furnishing excellent yields up to 92%. In addition developed method requires low catalyst loading...detailed

1095-03-0Relevant articles and documents

Young,Anderson

, p. 1805,1807 (1962)

Mild metal-free syn-stereoselective ring opening of activated epoxides and aziridines with aryl borates

Pineschi, Mauro,Bertolini, Ferruccio,Haak, Robert M.,Crotti, Paolo,Macchia, Franco

, p. 1426 - 1428 (2005)

A conceptually new, simple and practical method for the syn-nucleophilic displacement of aryl and vinyl epoxides and aryl aziridines with (substituted) phenols, using aryl borates as activating nucleophiles under neutral conditions, is reported. The Royal Society of Chemistry 2005.

The Nature of meso - And pyro -Borate Precatalysts to the VANOL and VAPOL BOROX Catalysts

Zhao, Wenjun,Yin, Xiaopeng,Gupta, Anil K.,Zhang, Xin,Wulff, William D.

, p. 1606 - 1614 (2015)

The structures of the meso- and pyro-borate esters generated by treatment of the VANOL and VAPOL ligands with triphenylborate have been revisited. These species were previously identified as precatalysts that could be in situ converted into VANOL and VAPOL BOROX catalysts by an imine substrate. The complete assignment of all protons for both the meso- and pyro-borate esters of both ligands was aided by the 1H NMR spectrum of each generated from pentadeuterophenol. There were significant differences between the chemical shifts for certain protons in the meso- and pyro-borate species in both the VANOL and VAPOL derivatives. Optimized structures for the meso-borates and two different isomers of the pyro-borates were determined by DFT calculations for each ligand. For each ligand the cyclic pyro-borate was found to be lower in energy than the corresponding linear pyro-borate at the B3LYP/6-311+G(d,p) level of theory. The structures of the cyclic pyro-borate esters were more consistent with the observed 1H NMR chemical shifts than the linear pyro-borates for each ligand and thus the structures of the pyro-borates esters of VANOL and VAPOL have been re-assigned as the cyclic isomers.

Lalancette

, p. 2356 (1964)

Pyro-Borates, Spiro-Borates, and Boroxinates of BINOL - Assembly, Structures, and Reactivity

Hu, Gang,Gupta, Anil K.,Huang, Li,Zhao, Wenjun,Yin, Xiaopeng,Osminski, Wynter E. G.,Huang, Rui H.,Wulff, William D.,Izzo, Joseph A.,Vetticatt, Mathew J.

supporting information, p. 10267 - 10285 (2017/08/09)

VANOL and VAPOL ligands are known to react with three equivalents of B(OPh)3 to form a catalytic species that contains a boroxinate core with three boron atoms, and these have proven to be effective catalysts for a number of reactions. However, it was not known whether the closely related BINOL ligand will likewise form a boroxinate species. It had simply been observed that mixtures of BINOL and B(OPh)3 were very poor catalysts compared to the same mixtures with VANOL or VAPOL. Borate esters of BINOL have been investigated as chiral catalysts, and these include meso-borates, spiro-borates, and diborabicyclo-borate esters. Borate esters are often in equilibrium, and their structures can be determined by stoichiometry and/or thermodynamics, especially in the presence of a base. The present study examines the structures of borate esters of BINOL that are produced with different stoichiometric combinations of BINOL with B(OPh)3 in the presence and absence of a base. Depending on conditions, pyro-borates, spiro-borates, and boroxinate species can be generated and their effectiveness in a catalytic asymmetric aziridination was evaluated. The finding is that BINOL borate species are not necessarily inferior catalysts to those of VANOL and VAPOL but that, under the conditions, BINOL forms two different catalytic species (a boroxinate and a spiro-borate) that give opposite asymmetric inductions. However, many BINOL derivatives with substitutents in the 3- and 3′-positions gave only the boroxinate species and the 3,3′-Ph2BINOL ligand gave a boroxinate catalyst that gives excellent inductions in the aziridination reaction. BINOL derivatives with larger groups in the 3,3′-position will not form either spiro-borates or boroxinate species and thus are not effective catalysts at all.

Substrate-induced covalent assembly of a chemzyme and crystallographic characterization of a chemzyme-substrate complex

Hu, Gang,Gupta, Anil K.,Huang, Rui H.,Mukherjee, Munmun,Wulff, William D.

supporting information; experimental part, p. 14669 - 14675 (2010/12/25)

A substrate induced covalent assembly of a highly organized chemzyme known to be effective in both catalytic asymmetric aziridination and aza Diels-Alder reactions is described and the information gained from which led to an efficient one-pot aziridination protocol. The crystal structures of two chemzyme-iminium complexes were elucidated by X-ray diffraction analysis that provides critical insights into the binding of the substrates with the chemzyme.

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