Boric acid triisopropyl ester

Structural formula
General
Surname	Boric acid triisopropyl ester
other names	Triisopropyl borate; Isopropyl borate;
Molecular formula	C 9 H 21 BO 3
Brief description	colorless liquid with an alcohol-like odor
External identifiers / databases
EC number	226-529-9
ECHA InfoCard	100.024.118
PubChem	21531
ChemSpider	20236
Wikidata	Q2319620
properties
Molar mass	188.08 g mol −1
Physical state	liquid
density	0.815 g cm −3
Melting point	-59 ° C
boiling point	139-141 ° C
Vapor pressure	101 hPa (75 ° C)
solubility	miscible with ether , ethanol , isopropanol and benzene
Refractive index	1.3760 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 225
	P: 210-280-240-241-303 + 361 + 353-501
Toxicological data	2500 mg kg −1 ( LD 50 , mouse , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Boric acid triisopropyl ester is a chemical compound from the group of borates .

Extraction and presentation

The compound can be obtained by reacting isopropyl alcohol with boron trioxide or reacting boric acid with isopropyl alcohol and thionyl chloride .

properties

Boric acid triisopropyl ester is a colorless liquid that is miscible with ether , ethanol , isopropanol and benzene .

use

Triisopropyl borate is used as a reagent in the palladium- catalyzed coupling reaction with aryl halides such as the Suzuki reaction (for example in the production of losartan ). It is also used as a reagent for the production of boric acids and esters, as a Lewis acid catalyst and in the orthoborylation of 1-substituted naphthalenes . In addition, it plays a role as a catalyst in the manufacture of resins, waxes, paints and varnishes.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k data sheet Triisopropyl borate, 98 +% from AlfaAesar, accessed on February 5, 2019 ( PDF )(JavaScript required) .
↑ ^a ^b ^c ^d data sheet triisopropyl borate, ≥98% from Sigma-Aldrich , accessed on February 5, 2019 ( PDF ).
^ Chemical Society (Great Britain): Journal of the Chemical Society . The Society, 1878, p. 775 ( limited preview in Google Book Search).
↑ Emir Diltemiz, Sibel & Hür, Deniz & Keçili, Rüstem & Ersöz, Arzu & Say, Rıdvan. (2013). New synthesis method for 4-MAPBA monomer and using for the recognition of IgM and mannose with MIP-based QCM sensors. The Analyst. 138. doi : 10.1039 / c2an36291k .
↑ Google Patents: CN104356152A - Method for producing high-purity triisopropyl borate through system external circulation reaction dehydration - Google Patents , accessed February 5, 2019.
↑ Google Patents: DE60304175T2 - Process for the production of losartan and losartan potassium salt - Google Patents , accessed on February 5, 2019.

[Alfa-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k data sheet Triisopropyl borate, 98 +% from AlfaAesar, accessed on February 5, 2019 ( PDF )(JavaScript required) .

[Sigma-2] ta sheet triisopropyl borate, ≥98% from Sigma-Aldrich , accessed on February 5, 2019 ( PDF ).

[Chemical_Society_(Great_Britain)-3] Chemical Society (Great Britain): Journal of the Chemical Society . The Society, 1878, p. 775 ( limited preview in Google Book Search).

[4] Emir Diltemiz, Sibel & Hür, Deniz & Keçili, Rüstem & Ersöz, Arzu & Say, Rıdvan. (2013). New synthesis method for 4-MAPBA monomer and using for the recognition of IgM and mannose with MIP-based QCM sensors. The Analyst. 138. doi : 10.1039 / c2an36291k .

[google.com-5] Google Patents: CN104356152A - Method for producing high-purity triisopropyl borate through system external circulation reaction dehydration - Google Patents , accessed February 5, 2019.

[google.com2-6] Google Patents: DE60304175T2 - Process for the production of losartan and losartan potassium salt - Google Patents , accessed on February 5, 2019.