Grouped product items

SKU

Size

Availability

Price

Qty

T106572-100ml

100ml

Available within 4-8 weeks(?)

$87.90

T106572-500ml

500ml

Available within 4-8 weeks(?)

$279.90

Basic Description

Synonyms	Triethylborane\|97-94-9\|TRIETHYLBORON\|Borane, triethyl-\|Triethylborine\|Z3S980Z4P3\|Boron triethyl\|Boron ethyl\|MFCD00009022\|HSDB 897\|EINECS 202-620-9\|BRN 1731462\|triethylboran\|Borethyl\|triethyl borane\|triethyl-borane\|UNII-Z3S980Z4P3\|BEt3\|Et3B\|Triethylborane,
Specifications & Purity	1M in THF
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice
Product Description	Usually used as catalyst for Allylation of aldehydes,Decarboxylative C-C bond cleavage reactions,Regioselective hydroxyalkylation of unsaturated oxime ethers.And also used as reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes,synthesis of tetramethylammonium trialkylphenylborate salts with oxidation potential. Purpose Triethylborane is used as a catalyst for: Allylation of aldehydes. Decarboxylative C-C bond cleavage reactions. Rhenium hydride / boron Lewis acid cocatalysis of alkene hydrogenations. Regioselective hydroxyalkylation of unsaturated oxime ethers. It can be employed as a reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes and for the synthesis of tetramethylammonium trialkylphenylborate salts.

Names and Identifiers

IUPAC Name	triethylborane
INCHI	InChI=1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3
InChi Key	LALRXNPLTWZJIJ-UHFFFAOYSA-N
Canonical SMILES	B(CC)(CC)CC
Isomeric SMILES	B(CC)(CC)CC
WGK Germany	3
RTECS	ED2100000
PubChem CID	7357
UN Number	2845
Molecular Weight	97.99
Beilstein	1731462
Reaxy-Rn	1731462

Certificates

Certificate of Analysis(COA)

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4 results found

Lot Number	Certificate Type	Date	Item
E2408013	Certificate of Analysis	Jul 05, 2022	T106572
F2307313	Certificate of Analysis	Jul 05, 2022	T106572
H2203696	Certificate of Analysis	Jul 05, 2022	T106572
H2203697	Certificate of Analysis	Jul 05, 2022	T106572

Chemical and Physical Properties

Solubility	Reacts with water.
Sensitivity	Air sensitive；Moisture sensitive
Flash Point(°F)	1.4 °F
Flash Point(°C)	-22℃
Boil Point(°C)	95°C
Melt Point(°C)	-92°C

Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS08, GHS05, GHS02
Signal	Danger
Hazard Statements	H301:Toxic if swallowed H314:Causes severe skin burns and eye damage H318:Causes serious eye damage H225:Highly Flammable liquid and vapor H330:Fatal if inhaled H250:Catches fire spontaneously if exposed to air H360:May damage fertility or the unborn child
Precautionary Statements	P280:Wear protective gloves/protective clothing/eye protection/face protection. P370+P378:In case of fire: Use ... to extinguish. P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P264:Wash hands [and …] thoroughly after handling. P403+P235:Store in a well-ventilated place. Keep cool. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P284:[In case of inadequate ventilation] Wear respiratory protection. P222:Do not allow contact with air. P231:Handle under inert gas. P303+P361+P353:IF ON SKIN (or hair): Take off Immediately all contaminated clothing. Rinse SKIN with water [or shower]. P271:Use only outdoors or in a well-ventilated area. P241:Use explosion-proof [electrical/ventilating/lighting/.../] equipment. P270:Do not eat, drink or smoke when using this product. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P363:Wash contaminated clothing before reuse. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P330:Rinse mouth. P320:Specific treatment is urgent (see ... on this label). P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge. P302+P335+P334:Brush off loose particles from skin. Immerse in cool water [or wrap in wet bandages]. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P318:if exposed or concerned, get medical advice. P317:Get emergency medical help. P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes. P316:Get emergency medical help immediately.
WGK Germany	3
RTECS	ED2100000
Reaxy-Rn	1731462
Merck Index	9668

Alternative Products

FAQs and Articles

FAQ

Diphenylsilane

Categories: Technical articles

Tags:

Reducing agent Diphenylsilane Hydrosilylation Tin-free radical

References

1. H Miyabe. (2000-08-18) [Development of solid-phase radical reactions using oxime ethers as a radical acceptor].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 120 ((8)): (667-676). [PMID:10946616]
2. Hideto Miyabe,Chihiro Konishi,Takeaki Naito. (2003-05-09) Diastereoselective solid-phase radical addition to oxime ether anchored to polymer support.. Chemical & pharmaceutical bulletin, 51 ((5)): (540-544). [PMID:12736453]
3. Hideto Miyabe. (2003-05-30) [Development of carbon radical addition to imine derivatives].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 123 ((5)): (285-294). [PMID:12772585]
4. Hideto Miyabe,Hirotaka Tanaka,Takeaki Naito. (2004-01-08) Stannyl radical addition-cyclization of oxime ethers connected with olefins.. Chemical & pharmaceutical bulletin, 52 ((1)): (74-78). [PMID:14709871]
5. Masafumi Ueda. (2004-06-01) [Development of radical reactions in water aimed at environmentally benign synthetic reactions].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 124 ((6)): (311-319). [PMID:15170066]
6. Hideto Miyabe,Hirotaka Tanaka,Takeaki Naito. (2004-07-17) Solid-phase tandem radical addition-cyclization reaction: triethylborane-induced reaction of oxime ethers anchored to polymer support.. Chemical & pharmaceutical bulletin, 52 ((7)): (842-847). [PMID:15256705]
7. Masanari Kimura,Makoto Futamata,Ryutaro Mukai,Yoshinao Tamaru. (2005-03-31) Pd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane.. Journal of the American Chemical Society, 127 ((13)): (4592-4593). [PMID:15796522]
8. Masamichi Nakakoshi,Masafumi Ueda,Satoshi Sakurai,Okiko Miyata,Makiko Sugiura,Takeaki Naito. (2006-05-27) Structure elucidation of the intermediate in triethylborane-mediated radical addition of oxime ethers with 2D- and 3D-DOSY NMR.. Magnetic resonance in chemistry : MRC, 44 ((8)): (807-812). [PMID:16729260]
9. Masamichi Nakakoshi,Masafumi Ueda,Satoshi Sakurai,K Asakura,Hiroshi Utsumi,Okiko Miyata,Takeaki Naito,Yutaka Takahashi. (2007-10-10) Direct observation of the unstable intermediates in radical addition reaction by using an interfacing microchip combined with an NMR.. Magnetic resonance in chemistry : MRC, 45 ((11)): (989-992). [PMID:17924352]
10. James D Trenkle,Timothy F Jamison. (2009-06-19) Macrocyclization by nickel-catalyzed, ester-promoted, epoxide-alkyne reductive coupling: total synthesis of (-)-gloeosporone.. Angewandte Chemie (International ed. in English), 48 ((29)): (5366-5368). [PMID:19536804]
11. Masanari Kimura,Daisuke Nojiri,Masahiro Fukushima,Shuichi Oi,Yusuke Sonoda,Yoshio Inoue. (2009-08-12) Rh-catalyzed reductive coupling reaction of aldehydes with conjugated dienes promoted by triethylborane.. Organic letters, 11 ((17)): (3794-3797). [PMID:19663391]
12. Mahesh P Paudyal,Nigam P Rath,Christopher D Spilling. (2010-06-10) A formal synthesis of the C1-C9 fragment of amphidinolide C employing the Tamaru reaction.. Organic letters, 12 ((13)): (2954-2957). [PMID:20527780]
13. Daichi Takaki,Tetsuya Okayama,Hiroshi Shuto,Sawako Matsumoto,Yoshitaka Yamaguchi,Shinya Matsumoto. (2011-01-15) Indenyl-functionalised triethylborane adduct of N-heterocyclic carbene: stepwise coordination of indenyl and NHC ligands toward molybdenum fragment.. Dalton transactions (Cambridge, England : 2003), 40 ((7)): (1445-1447). [PMID:21234495]
14. Ken-ichi Yamada,Takehito Konishi,Mayu Nakano,Shintaro Fujii,Romain Cadou,Yasutomo Yamamoto,Kiyoshi Tomioka. (2012-01-03) High performance of N-alkoxycarbonyl-imines in triethylborane-mediated tin-free radical addition.. The Journal of organic chemistry, 77 ((3)): (1547-1553). [PMID:22208724]

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Triethylborane - 1M in THF, high purity , CAS No.97-94-9