TRIISOPROPYL BORATE

PRODUCT IDENTIFICATION

CAS NO. 5419-55-6

TRIISOPROPYL BORATE

EINECS NO.

226-529-9

FORMULA C9H21BO3
MOL WT. 188.07
H.S. CODE 2920.90

SMILES

 

TOXICITY

 
SYNONYMS Boron Isopropoxide; Triisopropoxyborane;
Boric acid (H3BO3), Tris(1-methylethyl) ester;

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear liquid
MELTING POINT -59 C
BOILING POINT 139 - 141C
SPECIFIC GRAVITY

0.815

SOLUBILITY IN WATER Decomposes
pH

 

VAPOR DENSITY  
AUTOIGNITION

 

NFPA RATINGS Health: 2; Flammability: 2; Reactivity: 1

REFRACTIVE INDEX

1.3760

FLASH POINT

17 C

STABILITY Stable under normal conditions. Moisture sensitive.

GENERAL DESCRIPTION & APPLICATIONS

Triisopropyl Borate is used as a catalyst for the production of resins, waxes, paints and varnishes. It is used as a precursor of borate esters which are used in Suzuki coupling reaction. Recently, trimethylborate is used as an alternative.

Suzuki reaction is an efficient, cost effective and environment-friendly methodology for the selective carbon-carbon couplings of organoboranes ( organic boronic acids, boronate esters and diboron esters) to (aryl, benzyl, or vinyl) halides, diazonium salts or trifaltes in the presence of a transition-metal catalyst (particularly palladium catalysts) and in a basic solution which is necessary to neutralize the liberated acid. The mechanism is similar to that of Heck reaction. Suzuki coupling reactions undergo under milder condition than Heck reactions. The Suzuki reaction permit the use of cyano-, ester-, carbonyl-, and nitro aryl rings. The Suzuki reaction is preferred in the pharmaceutical synthesis due to non-toxicity of boron species. Examples of palladium catalysts are;

  • Bis(dibenzylideneacetone)palladium [CAS #: 32005-36-0]
  • Tetrakis(triphenylphosphine)palladium(0) [CAS #: 14221-01-3]
  • Hexakis(µ-acetato)tripalladium(II) [Trimer of Palladium(II) acetate] [CAS #: 3375-31-3]

Triflate, trifluoromethanesulfonate, is one of the strongest acids known as a super acid. Substituted trifluoroborates are alternatives to boronic acids in C-C bond forming (rhodium catalyzed) and Suzuki reactions. These salts are stable in air and water. They are excellent leaving groups. They ususally don't require to add either additional ligands or base for cross coupling. Whereas they do not form cyclic anhydrides which boronic acids readily.

SALES SPECIFICATION

APPEARANCE

clear liquid

PURITY (GC)

98.0% min

COLOR,APHA

20 max

TRANSPORTATION
PACKING 170kgs in drum
HAZARD CLASS 3 (Packing Group: II)
UN NO. 2616
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 22-36/37/38, Safety Phrases: 16-33

GENERAL DESCRIPTION OF BORIC ACID

Boric acid refers to 3 compounds; orthoboric acid (also called boracic acid, H3BO3 or B2O3·3H2O), metaboric acid (HBO2 or B2O3·H2O), and tetraboric acid (also called pyroboric, H4B4O7 or B2O3·H2O). Orthoboric acid dehydrates to form metaboric acid and tetraboric acid above 170 C and 300C respectively. Orthoboric acid is derived from boric oxide in the form of white, triclinic crystals. It is poorly soluble in cold water but  dissolves readily in hot water, in alcohol and glycerine. Metaboric acid is a white, cubic crystals. It is soluble in water slightly. Tetraboric acid is a white solid soluble in water. When tetraboric and metaboric acid are dissolved, it reverts to orthoboric acid. The main uses of boric acid is to make borate salts such as borax and other boron compounds. Boric acid is also used in heat resistant glass, in fireproofing fabrics, in electroplating baths, in leather manufacturing, porcelain enamels and in hardening steels. Boric acid has antiseptic and antiviral activity. Aqueous solutions have been used as mouth-washes, eye-drops, skin lotions and cosmetics. Boric acid and its salts are components of many commercial insecticides and wood preservatives.