257192
Triethylborane
≥95%
Synonym(s):
Triethylboron
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About This Item
Linear Formula:
(C2H5)3B
CAS Number:
Molecular Weight:
97.99
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352001
EC Number:
202-620-9
MDL number:
eCl@ss:
38120201
Assay:
≥95%
Quality Level
assay
≥95%
reaction suitability
reagent type: reductant
refractive index
n20/D 1.397 (lit.)
bp
95 °C (lit.)
mp
−93 °C (lit.)
density
0.677 g/mL at 25 °C (lit.)
SMILES string
CCB(CC)CC
InChI
1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3
InChI key
LALRXNPLTWZJIJ-UHFFFAOYSA-N
General description
Triethylborane (Et3B) is an organoborane pyrophoric liquid. It is prepared on the plant scale by the reaction of AlEt3 and KBF4. Et3B is widely used as a precursor for the preparation of reducing agents such as lithium triethylborohydride and sodium triethylborohydride. It can also be utilized as an initiator in radical cyclization reactions.
Application
Used with lithium tri-tert-butoxyaluminohydride (cat. no. L2904) in the reductive cleavage of ethers and epoxides. Used in the deoxygenation of primary and secondary alcohols.
Reagent for:
Catalyst for:
Modifier for single-site organochromium ethylene polymerization catalysts
- Enantioselective umpolung allylation of aldehydes
- Preparation of tetramethylammonium trialkylphenylborate salts
Catalyst for:
- Radical reductions of alkyl bromides and iodides bearing electron withdrawing groups with N-heterocyclic carbene boranes
- Synthesis of 1-substituted pyrrolines by N-diallylation of amines and ring-closing metathesis
- Decarboxylative C-C bond cleavage reactions
- Alkene hydrogenations
- Aminyl radical cyclizations onto silyl enol ethers
Modifier for single-site organochromium ethylene polymerization catalysts
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 1
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
监管及禁止进口产品
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Masafumi Ueda et al.
Organic letters, 11(20), 4632-4635 (2009-10-09)
Intermolecular hydroxyalkylation of alpha,beta-unsaturated imines involving Et3B-mediated regioselective alkyl radical addition and subsequent hydroxylation with molecular oxygen has been developed, in which N-borylenamine generated by trapping of the enaminyl radical with Et3B was a key intermediate in the proposed aerobic
A Convenient Preparation of Trimethylborane and Triethylborane
Koster, R, et al.
Synth. React. Inorg. Met.-Org. Chem. , 3(4), 359-367 (1973)
Tetrahedron, 49, 7193-7193 (1993)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 257192-100G | 04061826059142 |