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

3 Citations
  • 1.0M in hexanes
Item Number
T466127
Grouped product items
SKUSizeAvailabilityPrice Qty
T466127-100ml
100ml
Available within 8-12 weeks(?)
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$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)

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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

Citations of This Product

1. Qing Huang, Wen-Zhen Wang, Shuang Liu, Xin-Gang Jia, Li Xia, Fang-Ling Qin, Qian Wang, Yun Liu, Hong-Jiu Li.  (2023)  Green fabrication of carbon dioxide-based polycarbonates with durable antimicrobial properties and UV resistance.  CHEMICAL ENGINEERING JOURNAL,  477  (147107).  [PMID:11252887]
2. Xin Huang, Krill Alferov, Tingting Zhao, Jingyao Yin, Shuanjin Wang, Dongmei Han, Sheng Huang, Zhiheng Huang, Min Xiao, Yuezhong Meng.  (2023)  Facile and direct synthesis of oligocarbonate diols from carbon dioxide and their application as sustainable feedstock for polyurethane.  Journal of CO2 Utilization,  75  (102571).  [PMID:]
3. Lijun Wang, Fang Wang, Qiang Zhou, Yanfei Wang, Haixiang Song, Haiyang Yang.  (2022)  Metal-free Lewis pairs catalysed synthesis of fluorescently labelled polyester-based amphiphilic polymers for biological imaging.  EUROPEAN POLYMER JOURNAL,  166  (111033).  [PMID:]

References

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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]
15. Qing Huang, Wen-Zhen Wang, Shuang Liu, Xin-Gang Jia, Li Xia, Fang-Ling Qin, Qian Wang, Yun Liu, Hong-Jiu Li.  (2023)  Green fabrication of carbon dioxide-based polycarbonates with durable antimicrobial properties and UV resistance.  CHEMICAL ENGINEERING JOURNAL,  477  (147107).  [PMID:11252887]
16. Xin Huang, Krill Alferov, Tingting Zhao, Jingyao Yin, Shuanjin Wang, Dongmei Han, Sheng Huang, Zhiheng Huang, Min Xiao, Yuezhong Meng.  (2023)  Facile and direct synthesis of oligocarbonate diols from carbon dioxide and their application as sustainable feedstock for polyurethane.  Journal of CO2 Utilization,  75  (102571).  [PMID:]
17. Lijun Wang, Fang Wang, Qiang Zhou, Yanfei Wang, Haixiang Song, Haiyang Yang.  (2022)  Metal-free Lewis pairs catalysed synthesis of fluorescently labelled polyester-based amphiphilic polymers for biological imaging.  EUROPEAN POLYMER JOURNAL,  166  (111033).  [PMID:]

Solution Calculators