Triethylborane

Base Information

• Chemical Name: Triethylborane
• CAS No.: 97-94-9
• Deprecated CAS: 2583506-15-2
• Molecular Formula: C6H15B
• Molecular Weight: 97.9961
• Hs Code.: 29319090
• European Community (EC) Number: 202-620-9
• UNII: Z3S980Z4P3
• DSSTox Substance ID: DTXSID2052653
• Nikkaji Number: J55.478B
• Wikipedia: Triethylborane
• Wikidata: Q421149
• Mol file: 97-94-9.mol

Synonyms:Borane, triethyl-;Triethylboron;

Chemical Property of Triethylborane

Chemical Property:

• Appearance/Colour: Clear colourless to light amber solution
• Vapor Pressure: 50.2mmHg at 25°C
• Melting Point: -92 °C
• Refractive Index: n20/D 1.380
• Boiling Point: 96.3 °C at 760 mmHg
• Flash Point: 12 °C
• PSA: 0.00000
• Density: 0.655 g/cm³
• LogP: 2.54090
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Water Solubility.: Decomposes
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 98.1266806
• Heavy Atom Count: 7
• Complexity: 25.7

Purity/Quality:

99% ^*data from raw suppliers

Triethylborane(1.0MinTHF) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,C,N,F
• Hazard Codes: F+,C,N,F
• Statements: 12-17-19-22-34-66-67-65-62-51/53-48/20-11-40-37
• Safety Statements: 7-9-16-23-26-29-33-36/37/39-43-45-61-43A-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Boron)
• Canonical SMILES: B(CC)(CC)CC
• Uses: Reagent in organic syntheses blocking agent and radical initiator. It is used in mixtures with triethylaluminumas hypergolic igniters in rocket propulsionsystems. Triethylborane reacted with 8-hydroxyquinoline to synthesize three 8--?hydroxyquinolato (q) boron compounds B(C2H5)?2q (1)?, BPh2q (2)?, and B(2-?naph)?2q (3).

Technology Process of Triethylborane

There total 137 articles about Triethylborane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

ethyl bromide (74-96-4) + trifluoroborane diethyl ether (109-63-7) → triethyl borane (97-94-9)

Guidance literature:

With magnesium; In diethyl ether; byproducts: MgFBr, EtMgBr; react. of EtBr, Mg turnings, and BF3*Et2O (in 3.5:3.5:1 molar ratio) in Et2O for 2 h; not isolated; detected by NMR;

Reference yield: 95.0%

tetraethyldiboroxane (158817-73-3) → bis(diethylboryl)sulfate (158817-74-4) + triethyl borane (97-94-9)

Guidance literature:

With SO₃; In ⁽²⁾H₈-toluene; under Ar, addn. of SO3 in (d8)-toluene to B-compd. in (d8)-toluene at 0°C, warmed to room temp.; detn. by (17)O-NMR;

Reference yield: 91.4%

ethyl bromide (74-96-4) + triethyl borate (150-46-9) + aluminium (7429-90-5) → triethyl borane (97-94-9)

Guidance literature:

In neat (no solvent); Sonication; N2; molar ratio EtBr:B(OEt)3:Al = 4.5:1:3.3, ultrasound treatment of EtBr and Al (-20°C), addn. of B(OEt)3 (room temp., during 10 min); distn.;

DOI:10.1016/0022-328X(85)87463-5

upstream raw materials:

triethyl borate

diethylzinc

triethylaluminum

cyclotriboric acid trimethyl ester

Downstream raw materials:

triethyl borane

diethylmercury

ethene

2-bromobutyric acid ethyl ester

Refernces

• 1、 Seyferth,D.,Song,L.C.,Henderson,R.S.. "". . p. 5103. Retrieved 1981.
• 2、 Synoradzki, Ludwik,Boleslawski, Marek,Lewinski, Janusz. "REACTION OF DIETHYLHYDROXYBORANE WITH TRIALKYLALUMINIUM". . p. 1 - 4. Retrieved 1985.
• 3、 Whatley,Pease. "". . p. 835. Retrieved 1954.
• 4、 Bismuto, Alessandro,Thomas, Stephen P.,Cowley, Michael J.. "Aluminum Hydride Catalyzed Hydroboration of Alkynes". supporting information. p. 15356 - 15359. Retrieved 2016/12/06.
• 5、 Oda, Susumu,Yamamoto, Hisashi. "Generation of organolithium compounds bearing super silyl ester and their application to Matteson rearrangement". supporting information. p. 8165 - 8168. Retrieved 2013/08/23.