298425
Tributylborane
Synonym(s):
TBB, Tributylboron
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About This Item
Linear Formula:
[CH3(CH2)3]3B
CAS Number:
Molecular Weight:
182.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352001
EC Number:
204-554-6
MDL number:
InChI key
CMHHITPYCHHOGT-UHFFFAOYSA-N
InChI
1S/C12H27B/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
SMILES string
CCCCB(CCCC)CCCC
reaction suitability
reagent type: reductant
bp
109 °C/20 mmHg (lit.)
density
0.747 g/mL at 25 °C (lit.)
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:
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
Legal Information
Aldrich is a registered trademark of Sigma-Aldrich Co. LLC
Sure/Pac is a trademark of Sigma-Aldrich Co. LLC
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Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)
Regulatory Information
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Tetrahedron Letters, 35, 7201-7201 (1994)
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