1116-39-8

Basic information

• Product Name: triisobutylborane
• Synonyms: triisobutylborane;Triisobutylboran;TRIS(2-METHYLPROPYL)BORANE;Triisobutylboron
• CAS NO: 1116-39-8
• Molecular Formula: C₁₂H₂₇B
• Molecular Weight: 182.15378
• EINECS: 214-235-3
• Mol File: 1116-39-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 188°C
• Flash Point: 86.8°C
• Appearance: /
• Density: 0.7380
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: 1.4188
• CAS DataBase Reference: triisobutylborane(CAS DataBase Reference)
• NIST Chemistry Reference: triisobutylborane(1116-39-8)
• EPA Substance Registry System: triisobutylborane(1116-39-8)

Safety Data

• Hazard Codes: F:Highly flammable
• Statements: R11:Highly flammable.; R15:Contact with water liberates highly flammable gases.; R19:May form explosive peroxides.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S25:Avoid contact with eyes.; S36/37/39:Wear suitable protec
• Hazardous Substances Data: 1116-39-8(Hazardous Substances Data)

Usage

General Description

Triisobutylborane, also known by the chemical formula C12H27B, is a borane compound consisting of three isobutyl groups attached to a boron atom. It is a colorless liquid with a strong, pungent odor, and is highly flammable. Triisobutylborane is commonly used as a reducing agent in organic synthesis reactions, particularly in the reduction of aldehydes and ketones to alcohols. It is also used as a catalyst in various chemical reactions, such as in the hydroboration of alkenes to synthesize organic compounds. Due to its reactivity and flammability, triisobutylborane must be handled with caution and stored properly in a controlled environment.

InChI:InChI=1/C12H27B/c1-10(2)7-13(8-11(3)4)9-12(5)6/h10-12H,7-9H2,1-6H3

Upstream product

• 115-11-7 isobutene 
• 19287-45-7 diborane 
• 5674-02-2 2-methylpropylmagnesium chloride 
• 7637-07-2 boron trifluoride 
• 100-99-2 triisobutylaluminum 
• 13317-64-1 chloro-diisobutyl-borane 
• 78-77-3 Isobutyl bromide 
• 109-63-7 boron trifluoride diethyl etherate 
• 823-96-1 Trimethylboroxine 
• 10388-29-1 (i-C₄H₉)2B(t-C₄H₉) 
• 101-36-0 tri-n-butoxyboroxin 
• 121-43-7 Trimethyl borate 
• 926-62-5 isobutylmagnesium bromide 

Downstream Products

• 1088-01-3 tricyclohexylborane 
• 67826-96-4 2,6-Dimethyl-4-phenethyl-heptan-4-ol 
• 4443-41-8 Diisobutyl-thioborsaeure-butylester 
• 7439-47-6 Triisobutyl-boroxin 
• 1722-26-5 triethylamine-borane 
• 30312-50-6 1-benzyl-2-iso-butyl-1.2-azaborolane 
• 74333-42-9 N₂-diisobutylboryl-N₁-isopropylbenzamidine 
• 84110-40-7 Dihydroxy-isobutyl-boran 
• 38861-88-0 4-isobutylbenzoic acid 
• 78-77-3 Isobutyl bromide 
• 13317-59-4 (di-iso-butyl)bromoborane 
• 27927-05-5 amino-di-i-butylborane 
• 4668-64-8 2-(2-methylpropyl)cyclohexanone 
• 646-07-1 4-Methylpentanoic acid 

Relevant articles and documents

Ternary metallocene catalyst systems based on metallocene dichlorides and AlBu3i/[PhNMe2H] [B(C6F5)4] NMR investigations of the influence of Al/Zr ratios on alkylation and on formation of the precursor of the active metallocene species

The formation of the precursors of the polymerization-active species of the metallocene dichlorides Cp2ZrCl2 and Ph2C(CpFlu)ZrCl2 by successive reaction with AlBu3i and [PhNMe2H][B(C6F5)4] was investigated by means of NMR spectroscopy. More than two equivalents of AlBu3i are required for total conversion of the metallocene dichlorides in the first step. The reaction of Ph2C(CpFlu)ZrCl2 with AlBu3i leads exclusively to the mono-iso-butyl complex Ph2C(CpFlu)ZrClBui, independent of the surplus AlBu3i used, whereas in the case of Cp2ZrCl2 a series of metallocene products are observed, depending on the Al/Zr ratio used. When this ratio was increased to above 10, the reaction could be exclusively directed to form the dimer metallocene complex [Cp2ZrH2· AlBu3i]2. The reaction of [PhNMe2H][B(C6F5)4] with metallocene/aluminium alkyl mixtures prepared with 10, 20, 50 and 100 equivalents of AlBu3i leads to the precipitation of an oily liquid, which contains resulting cationic metallocene complexes. These liquid phases can be purified by extraction and subsequently used for NMR measurements. With one exception, mixtures of two or three different cationic metallocene products are obtained, depending on the Al/Zr ratio and on the metallocene ligand used. An Al/Zr ratio of 100 the reaction of the Ph2C(CpFlu)ZrCl2/AlBu3i mixture with [PhNMe2H][B(C6F5)4] exclusively leads to the cationic heterodinuclear metallocene complex [Ph2C(CpFlu)Zr-μ-H-μ-(C4H7)- AlBu3i]+, a novel type of allyl-bridged cation, which was characterized by NMR data. None of the reactions of metallocene dichloride/aluminium alkyl mixtures with [PhNMe2H][B(C6F5)4] lead to the degradation of [B(C6F5)4]-, whereas in the absence of metallocenes AlBu3i reacts with [PhNMe2H][B(C6F5)4] to give AlBu3-xi(C6F5)x compounds. Based on these results and with additional information from the literature a mechanism is proposed to explain the formation of [Ph2C(CpFlu)Zr-μ-H-μ-(C4H7) -AlBu2i]+. 2002 Published by Elsevier Science B.V.