Triphenyl borate

Base Information

• Chemical Name: Triphenyl borate
• CAS No.: 1095-03-0
• Molecular Formula: C18H15BO3
• Molecular Weight: 290.126
• Hs Code.: 2920909090
• European Community (EC) Number: 214-137-0
• NSC Number: 806
• UNII: K5KDR369FA
• DSSTox Substance ID: DTXSID40148955
• Nikkaji Number: J42.794B
• Wikidata: Q72514703
• ChEMBL ID: CHEMBL2386189
• Mol file: 1095-03-0.mol

Synonyms:Triphenyl borate;1095-03-0;Triphenoxyborane;Phenyl borate;Triphenoxyboron;BORIC ACID, TRIPHENYL ESTER;Phenyl borate, (PhO)3 B;Boric acid (H3BO3), triphenyl ester;NSC 806;Triphenyl ester boric acid;Trifenylester kyseliny borite;AI3-60376;EINECS 214-137-0;Trifenylester kyseliny borite [Czech];BRN 2056217;K5KDR369FA;NSC-806;4-06-00-00769 (Beilstein Handbook Reference);triphenylborate;Boric Acid Triphenyl Ester;triphenoxy-borane;Boric acid triphenyl;WLN: ROBOR∨UNII-K5KDR369FA;SCHEMBL51246;NSC806;CHEMBL2386189;C18H15BO3;DTXSID40148955;C18-H15-B-O3;MFCD00059011;AKOS015833588;CS-W023040;CS-17400;LS-45045;B0524;FT-0675656;Boric acid (H3BO3), triphenyl ester (8CI);F21413;J-002296

Chemical Property of Triphenyl borate

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 0.000142mmHg at 25°C
• Melting Point: 98-101oC(lit.)
• Refractive Index: 1.572
• Boiling Point: 343.2oC at 760 mmHg
• Flash Point: 113.4oC
• PSA: 27.69000
• Density: 1.135 g/cm³
• LogP: 4.20830
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in chloroform, methanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 290.1114245
• Heavy Atom Count: 22
• Complexity: 247

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triphenyl Borate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-41
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Boron)
• Canonical SMILES: B(OC1=CC=CC=C1)(OC2=CC=CC=C2)OC3=CC=CC=C3
• Uses: An organoborane compound with chemosterilant activity against Cochliomyia hominivorax (screwworm flies). Triphenyl Borate can be used as a competitive inhibitor of urease of Klebsiella aerogenes used to study the mechanisms of interaction with the nickel active site. Triphenyl borate is a useful boronic ester with chemosterilant activity against Cochliomyia hominivorax. It is also used as a competitive inhibitor of urease of Klebsiella aerogenes used to study the mechanisms of interaction with the nickel active site.

Technology Process of Triphenyl borate

There total 36 articles about Triphenyl borate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

phenol (108-95-2,27073-41-2) → triphenylborane (1095-03-0)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/b416517a

Reference yield: 92.0%

1,1,3,3-tetrakis(dimethylamino)-2-dimethylamino-triboran(5) (26459-62-1) → dimethylammonium tetraphenoxyborate + triphenylborane (1095-03-0)

Guidance literature:

With phenol; In benzene; anhydrous and oxygen-free condns., dropwise addn. of phenol in benzene to a stirred soln. of B-compd. in benzene, reaction time: 6 h; filtered: (Me2NH2)(B(OPh)4); elem. anal., evapn. of benzene from the filtrate, dissolved in CH2Cl2: B(OPh)3;

Reference yield: 90.0%

triphenoxyboroxine (7187-84-0) + isopropyl alcohol (67-63-0,8013-70-5) → triphenylborane (1095-03-0)

Guidance literature:

With calcium hydride; In cyclohexane; byproducts: H2; react. under N2, slow addn. of the alcohol to the trialkoxyboroxine and CaH2 in cyclohexane, cooling in a water bath, rapid gas evolution, stirring for 1 h at room temp., heating to 80-90°C overnight; hot filtration under N2, extn. with hot cyclohexane, combining the exts., evapn.;

upstream raw materials:

tri-n-propyl borate

phenol

triacetoxyborane

phenylchlorosulfate

Downstream raw materials:

o-Hydroxyethylbenzene

4-Ethylphenol

tripropylborane

phenol

Refernces

• 1、 Brown,Krishnamurthy. "". . p. 2731. Retrieved 1978.
• 2、 Fenwick, J. T. F.,Wilson, J. W.. "". . . Retrieved 1972.
• 3、 Lenskii,Shul'Ts,Androshchuk,Tolstikov. "Reaction of triphenyl borate with 1,3,5-trioxane". . p. 1772 - 1775. Retrieved 2009.
• 4、 Malkowsky, Itamar M.,Frohlich, Roland,Griesbach, Ulrich,Puetter, Hermann,Waldvogel, Siegfried R.. "Facile and reliable synthesis of tetraphenoxyborates and their properties". . p. 1690 - 1697. Retrieved 2006.
• 5、 -. "Industrial synthesis method for salicylaldehyde". Paragraph 0017; 0018. . Retrieved 2017/09/02.