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236608

Tri-tert-butyl borate

Name: Tri-<I>tert</I>-butyl borate
Brand: ALDRICH

98%

Synonym(s):

Boron tert-butoxide, Tri-tert-butoxyborane

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About This Item

Linear Formula:

[(CH₃)₃CO]₃B

CAS Number:

7397-43-5

Molecular Weight:

230.15

NACRES:

NA.22

PubChem Substance ID:

24854180

UNSPSC Code:

12352103

MDL number:

MFCD00009652

Assay:

98%

Form:

liquid

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Properties

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.389 (lit.)

bp

101 °C/74 mmHg (lit.)

mp

18-19 °C (lit.)

density

0.811 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)OB(OC(C)(C)C)OC(C)(C)C

InChI

1S/C12H27BO3/c1-10(2,3)14-13(15-11(4,5)6)16-12(7,8)9/h1-9H3

InChI key

ZMCWFMOZBTXGKI-UHFFFAOYSA-N

Description

General description

Tri-tert-butyl borate is an organoborate commonly used to prepare other borate esters. It is also used as a substrate in Rh-catalyzed carbonylation reactions.

Application

Tri-tert-butyl borate can be used as:

An additive in the synthesis of chiral α-hydroxy esters by reacting dimethylzinc with α-ketoesters using (−)-2-exo-morpholinoisobornane-10-thiol.
A starting material in the synthesis of boronate of (+)-pinane-2,3-diol.

pictograms

GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Tri?tert ?butylborate

e-EROS Encyclopedia of Reagents for Organic Synthesis. (2012)

Asymmetric addition of dimethylzinc to α-ketoesters catalyzed by (−)-MITH

Wu H, et al.

The Journal of Organic Chemistry, 73(16), 6445-6447 (2008)