66740-05-4

Basic information

• Product Name: Boroxin, tris(1-methylethyl)- (9CI)
• Synonyms: Boroxin, tris(1-methylethyl)- (9CI)
• CAS NO: 66740-05-4
• Molecular Formula: C₉H₂₁B₃O₃
• Molecular Weight: 209.69
• Mol File: 66740-05-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 200.348°C at 760 mmHg
• Flash Point: 74.968°C
• Appearance: /
• Density: 0.854g/cm³
• Vapor Pressure: 0.461mmHg at 25°C
• Refractive Index: 1.383
• CAS DataBase Reference: Boroxin, tris(1-methylethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Boroxin, tris(1-methylethyl)- (9CI)(66740-05-4)
• EPA Substance Registry System: Boroxin, tris(1-methylethyl)- (9CI)(66740-05-4)

Safety Data

• Hazardous Substances Data: 66740-05-4(Hazardous Substances Data)

Usage

General Description

Boroxin, tris(1-methylethyl)- (9CI) is a chemical compound consisting of boron, oxygen, and three isopropyl groups. It is also known as triisopropoxyboroxine and has the molecular formula C9H21BO3. Boroxin, tris(1-methylethyl)- (9CI) is used in various industrial applications, such as in the production of polymers, resins, and adhesives. It can also be used as a catalyst in organic synthesis reactions. Boroxin, tris(1-methylethyl)- (9CI) is a colorless, odorless liquid with a low volatility and is considered to be potentially hazardous if not handled and stored properly. Its properties make it suitable for use in a wide range of chemical processes.

InChI:InChI=1/C9H21B3O3/c1-7(2)10-13-11(8(3)4)15-12(14-10)9(5)6/h7-9H,1-6H3

Upstream product

• 60798-36-9 2-isopropyl-[1,3,2]dioxaborolane-4,5-dione 
• 22784-03-8 di-i-propyl diborane 
• 10298-87-0 triisopropoxyboroxin 
• 66128-18-5 2-isopropyl-4,4,6-trimethyl-[1,3,2]dioxaborinane 
• 166831-96-5 2,6-diisopropyl-4,6-dimethyl-1,3-dioxa-2-bora-4-cyclohexene 
• 62930-27-2 2-isopropyl-1,3,2-dioxaborinane 
• 102-24-9 cyclotriboric acid trimethyl ester 
• 121-43-7 Trimethyl borate 
• 920-39-8 isopropylmagnesium bromide 
• 1776-66-5 triisopropylborane 
• 1068-55-9 isopropylmagnesium chloride 
• 75-07-0 acetaldehyde 
• 95093-69-9 2,5-diisopropyl-4-methyl-1,3,2-dioxaborinane 
• 80041-89-0 isopropylboronic acid 

Downstream Products

• 7680-99-1 dichloro-isopropyl-borane 
• 98025-68-4 (i-propyl)dibromoborane 

Relevant articles and documents

Bromination of tri(isopropyl)boroxine and asymmetric synthesis of (2-cyano-3,3-dimethylcyclopropyl)boronic esters

Bromination of triisopropylboroxine to tris(1-bromo-1-methylethyl) boroxine is far more facile than α-bromination of sec-alkylboronic esters. Normal fluorescent room light is sufficient to initiate the free radical reaction, which can be carried out as a titration. The steric environment for replacement of the bromine by lithioacetonitrile and subsequent asymmetric insertion of a chloromethyl group into the carbon-boron bond is more highly hindered than what has been studied previously, and the pinanediol ester proved to be the only useful chiral boronic ester in such circumstances. Cyclization of the cyano-substituted boronic ester to the corresponding cyclopropylboronic ester yielded a mixture of diastereomers, presumably the result of base-induced epimerization of the initially formed major isomer having the boronic ester and cyano groups trans.

STEREOCHEMICAL FEATURES OF THE REACTION OF 2,4,5-SUBSTITUTED 1,3,2-DIOXABORINANES WITH ALDEHYDES

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