9-Borabicyclo[3.3.1]nonane
- CAS No.
- 280-64-8
- Chemical Name:
- 9-Borabicyclo[3.3.1]nonane
- Synonyms
- 9-BBN;9-BBN, 0.4M SOLUTION IN HEXANES;Kseal;9-BorabicycL;9-BBN monomer;o[3.3.1]nonane;9-BBN(0.5M in toluene);9-Borabicyclo[3.3.1]nona;9-Borabicyclo[3.3.1]none;9-BBN MonoMer, 0.5M in THF
- CBNumber:
- CB3416592
- Molecular Formula:
- C8H15B
- Molecular Weight:
- 122.02
- MDL Number:
- MFCD00074742
- MOL File:
- 280-64-8.mol
- MSDS File:
- SDS
Melting point | 140-142 °C |
---|---|
Boiling point | 68-70 °C |
Density | 0.894 g/mL at 25 °C |
Flash point | 1 °F |
storage temp. | Flammables area |
solubility | Miscible with ether, hexane, benzene, toluene, carbon tetrachloride, chloroform, dimethylsulfide and dichloromethane. Slightly miscible with cyclohexane, dimethoxyethane, diglyme and dioxane. |
Water Solubility | reacts |
Sensitive | Air & Moisture Sensitive |
BRN | 605509 |
Exposure limits |
ACGIH: TWA 50 ppm; STEL 100 ppm (Skin) OSHA: TWA 200 ppm(590 mg/m3) NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3) |
InChIKey | FEJUGLKDZJDVFY-OCAPTIKFSA-N |
FDA UNII | 4K4J8L1OG9 |
EPA Substance Registry System | 9-Borabicyclo[3.3.1]nonane (280-64-8) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS02,GHS07,GHS08,GHS09 |
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Signal word | Danger | |||||||||
Hazard statements | H261-H333-H225-H260-H302-H319-H335-H351-H304-H315-H336-H361f-H373-H411 | |||||||||
Precautionary statements | P210-P231+P232-P280-P370+P378-P402+P404-P403+P235-P201-P273-P301+P310-P331-P223-P303+P361+P353-P305+P351+P338-P405-P501a | |||||||||
Hazard Codes | F,Xn,Xi,N | |||||||||
Risk Statements | 14-20/21/22-36/37/38-36/37-19-14/15-11-67-65-62-51/53-48/20-38-40 | |||||||||
Safety Statements | 16-26-36/37/39-45-43-33-62-61-36/37-29-7/8-37/39 | |||||||||
RIDADR | UN 3399 4.3/PG 1 | |||||||||
WGK Germany | 3 | |||||||||
F | 1-10-34 | |||||||||
HazardClass | 4.1 | |||||||||
PackingGroup | III | |||||||||
HS Code | 29319090 | |||||||||
NFPA 704 |
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9-Borabicyclo[3.3.1]nonane price More Price(15)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 151076 | 9-Borabicyclo[3.3.1]nonane solution 0.5?M in THF | 280-64-8 | 18L | $2184 | 2024-03-01 | Buy |
Sigma-Aldrich | 151076 | 9-Borabicyclo[3.3.1]nonane solution 0.5 M in THF | 280-64-8 | 8l | $2230 | 2024-03-01 | Buy |
Alfa Aesar | H52287 | 9-BBN monomer, 97%, 0.5M in THF | 280-64-8 | 100ml | $47.6 | 2021-12-16 | Buy |
Alfa Aesar | H52287 | 9-BBN monomer, 97%, 0.5M in THF | 280-64-8 | 500ml | $180 | 2021-12-16 | Buy |
Sigma-Aldrich | 151076 | 9-Borabicyclo[3.3.1]nonane solution 0.5 M in THF | 280-64-8 | 4x25ml | $86.3 | 2024-03-01 | Buy |
9-Borabicyclo[3.3.1]nonane Chemical Properties,Uses,Production
Chemical Properties
WHITE CRYSTALLINE POWDER
Uses
9-BBN monomer acts as a selective hydroboration reagent in synthetic organic chemistry. It is employed in Suzuki reactions as well as in the preparation of terminal alcohols by the region selective addition of alkenes followed by oxidative cleavage using hydrogen peroxide. It is also used in copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides. It acts as a protecting group for alkenes. Further, it is used as a reactant for Hetero-Diels-Alder reaction for the synthesis of spirocyclic alkaloids. In addition to this, it is used in intramolecular insertion of alkenes into palladium-nitrogen bonds.
Uses
Protecting group for alkenes?
Reactant for:
- Linear SPPS synthesis of ubiquitin derivatives
- Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides
- Intramolecular insertion of alkenes into palladium-nitrogen bonds
- Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast
- Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids
General Description
9-Borabicyclo[3.3.1]nonane is an organic compound, which is generally used as a hydroborating agent. It is thermally stable, less sensitive to oxygen and water when compared to other dialkyl boranes. It is commonly used to prepare aldehydes from alkynes.
Purification Methods
It is available as the solid dimer or in tetrahydrofuran solution. The solid is relatively stable and can be purified by distillation in a vacuum (as dimer) and by recrystallisation from tetrahydrofuran (solubility at room temperature is 9.5%, 0.78M), filter off the solid under N2, wash it with dry pentane and dry it in vacuo at ca 100o. The solid is a dimer (IR 1567cm-1), stable in air (for ca 2 months), and can be heated for 24hours at 200o in an inert atmosphere without loss of hydride activity. It is a dimer in tetrahydrofuran solution also (IR 1567cm-1). It is sensitive to H2O and air (O2) in solution. Its concentration in solution can be determined by reaction with MeOH and measuring the volume of H2 liberated, or it can be oxidised to cis-cyclooctane-1,5-diol (m 73.5-74.5o). [IR: Knights & Brown J Am Chem Soc 90 5280 1968, Brown et al. J Am Chem Soc 96 7765 1974, Brown et al. J Org Chem 41 1778 1976, Brown & Chen J Org Chem 46 3978 1981, Fieser & Fieser Reagents for Org Synth 2 31, 3 24, 10 48, 15 43, 17, 49.] Borane pyridine complex [110 -51 -0] M 92.9, m 8-10o, 10-11o, b 86o/7mm, 100-1 0 1o/12mm, d 4 0.785. Dissolve it in Et2O and wash it with H2O in which it is insoluble. Evaporate the Et2O and distil the residual oil to gives better than 99.8% purity. Its vapour pressure is less than 0.1mm at room temperature. [Taylor et al. J Am Chem Soc 77 1506 1955, Beilstein 20 IV 2235.]
9-Borabicyclo[3.3.1]nonane Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8806 | 58 |
Hebei Mujin Biotechnology Co.,Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12830 | 58 |
Capot Chemical Co.,Ltd. | +86-(0)57185586718 +86-13336195806 | sales@capot.com | China | 29793 | 60 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 18941 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29879 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39894 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49374 | 58 |
Antai Fine Chemical Technology Co.,Limited | 18503026267 | info@antaichem.com | CHINA | 9636 | 58 |
SIMAGCHEM CORP | +86-13806087780 | sale@simagchem.com | China | 17365 | 58 |
View Lastest Price from 9-Borabicyclo[3.3.1]nonane manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-11-29 | 9-Borabicyclo[3.3.1]nonane
280-64-8
|
US $10.00 / KG | 100KG | 99% | 100 mt | Hebei Weibang Biotechnology Co., Ltd | ||
2024-04-22 | 9-borabicyclononane
280-64-8
|
US $10.00 / kg | 1kg | 99.7% | 200000kg | Ouhuang Engineering Materials (Hubei) Co., Ltd | ||
2023-06-27 | 9-Borabicyclo[3.3.1]nonane
280-64-8
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mujin Biotechnology Co.,Ltd |
- 9-Borabicyclo[3.3.1]nonane
280-64-8
- US $10.00 / KG
- 99%
- Hebei Weibang Biotechnology Co., Ltd
- 9-borabicyclononane
280-64-8
- US $10.00 / kg
- 99.7%
- Ouhuang Engineering Materials (Hubei) Co., Ltd
- 9-Borabicyclo[3.3.1]nonane
280-64-8
- US $0.00 / KG
- 99%
- Hebei Mujin Biotechnology Co.,Ltd
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