Click Here for 5% Off Your First Aladdin Purchase!

Triethylborane solution - 1.0M in hexanes, high purity , CAS No.97-94-9

  • 1.0M in hexanes
Item Number
T466127
Grouped product items
SKUSizeAvailabilityPrice Qty
T466127-100ml
100ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$267.90

Basic Description

SynonymsTriethylborane|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 & Purity1.0M in hexanes
Product Description

Description

Triethylborane can be used:As a radical initiator and terminator of free-radical reactions in aqueous media.(1)To synthesize polymers such as poly(2-substituted-1-propenylene)s by reacting with 2-substituted allylic arsonium ylides.(2)Catalyst for:Allylation of aldehydesDecarboxylative C-C bond cleavage reactionsRhenium hydride / boron Lewis acid cocatalysis of alkene hydrogenationsRegioselective hydroxyalkylation of unsaturated oxime ethersReactant for radical reductions of alkyl bromides withN-heterocyclic carbene boranesReactant for synthesis of tetramethylammonium trialkylphenylborate salts with oxidation potential

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)

Enter Lot Number to search for COA:

Chemical and Physical Properties

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

Related Documents

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]

Solution Calculators