9-Borabicyclo[3.3.1]nonane
- Product Name
- 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
- Formula Weight
- 122.02
- MOL File
- 280-64-8.mol
9-Borabicyclo[3.3.1]nonane Property
- 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
- EPA Substance Registry System
- 9-Borabicyclo[3.3.1]nonane (280-64-8)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H260In contact with water releases flammable gases which may ignite spontaneously
H261In contact with water releases flammable gas
H302Harmful if swallowed
H304May be fatal if swallowed and enters airways
H315Causes skin irritation
H319Causes serious eye irritation
H333May be harmful if inhaled
H335May cause respiratory irritation
H336May cause drowsiness or dizziness
H351Suspected of causing cancer
H373May cause damage to organs through prolonged or repeated exposure
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P201Obtain special instructions before use.
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P231+P232Handle under inert gas. Protect from moisture.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P331Do NOT induce vomiting.
P370+P378In case of fire: Use … for extinction.
P402+P404Store in a dry place. Store in a closed container.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 151076
- Product name
- 9-Borabicyclo[3.3.1]nonane solution
- Purity
- 0.5?M in THF
- Packaging
- 18L
- Price
- $2184
- Updated
- 2024/03/01
- Product number
- 151076
- Product name
- 9-Borabicyclo[3.3.1]nonane solution
- Purity
- 0.5 M in THF
- Packaging
- 8l
- Price
- $2230
- Updated
- 2024/03/01
- Product number
- H52287
- Product name
- 9-BBN monomer, 97%, 0.5M in THF
- Packaging
- 100ml
- Price
- $47.6
- Updated
- 2021/12/16
- Product number
- H52287
- Product name
- 9-BBN monomer, 97%, 0.5M in THF
- Packaging
- 500ml
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 151076
- Product name
- 9-Borabicyclo[3.3.1]nonane solution
- Purity
- 0.5 M in THF
- Packaging
- 4x25ml
- Price
- $86.3
- Updated
- 2024/03/01
9-Borabicyclo[3.3.1]nonane Chemical Properties,Usage,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
Raw materials
Preparation Products
9-Borabicyclo[3.3.1]nonane Suppliers
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- Fax
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- chemcontrol@nextra.sk
- Country
- Slovakia
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View Lastest Price from 9-Borabicyclo[3.3.1]nonane manufacturers
- Product
- 9-Borabicyclo[3.3.1]nonane 280-64-8
- Price
- US $10.00/KG
- Min. Order
- 100KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2021-09-26
- Product
- 9-Borabicyclo[3.3.1]nonane 280-64-8
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-06-26
- Product
- 9-Borabicyclo[3.3.1]nonane 280-64-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-26