298425

Tributylborane

• Synonym(s): TBB, Tributylboron
• Linear Formula: [CH₃(CH₂)₃]₃B
• CAS Number: 122-56-5
• Molecular Weight: 182.15
• EC Number: 204-554-6
• MDL number: MFCD00009423
• UNSPSC Code: 12352001
• PubChem Substance ID: 24857985
• NACRES: NA.22

Properties

• reaction suitability: reagent type: reductant
• bp: 109 °C/20 mmHg (lit.)
• density: 0.747 g/mL at 25 °C (lit.)
• SMILES string: CCCCB(CCCC)CCCC
• InChI: 1S/C12H27B/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
• InChI key: CMHHITPYCHHOGT-UHFFFAOYSA-N

Description

Application

Reactant for:

• Addition reactions for synthesis of phenyltrialkylborate salts
• Boron-based multicomponent reactions for generation of substituted aziridines, oxazolidines, and pyrrolidines
• Suzuki-Miyaura cross coupling of halopurines with trialkylboranes for the synthesis of adenosine A2A receptor antagonists
• Multicomponent C-alkylation reactions with aromatic aldimines
• One-pot alkylation-boration and electrophilic substitution

Packaging

Supplied in a Sure/Pac^™ cylinder and has a 1/4-turn bronze ball valve with a female 1/4" NPT outlet thread (Z122661) installed. Before using the cylinder, ensure that the valve is closed, then remove carbon steel plug that seals the outlet valve.

Compatible with the following:

• Aldrich^® Sure/Pac^™ station for liquefied gases Z566446
• PTFE Sealing tape Z104388 or Z221880
• Straight septum-inlet adapter Z118141 with septa Z565687 or Z565695

For instructions please refer to technical bulletin AL-136: The Aldrich Sure/Pac^™ Cylinder System

Legal Information

Aldrich is a registered trademark of Sigma-Aldrich Co. LLC

Sure/Pac is a trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS02,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H250,H302,H314
• Precautionary Statements: P231 + P232 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B
• Storage Class Code: 4.2 - Pyrophoric and self-heating hazardous materials
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves