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9-Borabicyclo[3.3.1]nonane

9-Borabicyclo[3.3.1]nonane Structure
9-Borabicyclo[3.3.1]nonane structure
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]none;9-Borabicyclo[3.3.1]nona;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
Last updated:2024-04-22 18:05:02
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9-Borabicyclo[3.3.1]nonane Properties

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)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07,GHS08,GHS09
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
4
3 2
W

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
Product number Packaging Price Buy
151076 18L $2184 Buy
151076 8l $2230 Buy
H52287 100ml $47.6 Buy
H52287 500ml $180 Buy
151076 4x25ml $86.3 Buy

9-Borabicyclo[3.3.1]nonane Chemical Properties,Uses,Production

Chemical Properties

WHITE CRYSTALLINE POWDER

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

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.

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

1-PHENYLCYCLOPENTENE 9-BBN TRIFLATE

9-Borabicyclo[3.3.1]nonane Suppliers

Global( 182)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd 		+8613288715578 sales@hbmojin.com China 12456 58
Ouhuang Engineering Materials (Hubei) Co., Ltd 		+8617702722807 admin@hbouhuang.com China 2991 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15932 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Hebei Guanlang Biotechnology Co., Ltd. 		+86-19930503282 alice@crovellbio.com China 8823 58
Chongqing Chemdad Co., Ltd 		+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49390 58
Antai Fine Chemical Technology Co.,Limited 		18503026267 info@antaichem.com CHINA 9641 58
Supplier Advantage
Hebei Mojin Biotechnology Co., Ltd 		58
Ouhuang Engineering Materials (Hubei) Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
career henan chemical co 		58
Hebei Guanlang Biotechnology Co., Ltd. 		58
Chongqing Chemdad Co., Ltd 		58
CONIER CHEM AND PHARMA LIMITED 		58
Antai Fine Chemical Technology Co.,Limited 		58

View Lastest Price from 9-Borabicyclo[3.3.1]nonane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
9-borabicyclononane pictures 2024-04-22 9-borabicyclononane
280-64-8
 US $10.00 / kg 1kg 99.7% 200000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
9-Borabicyclo[3.3.1]nonane pictures 2023-06-27 9-Borabicyclo[3.3.1]nonane
280-64-8
 US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
9-Borabicyclo[3.3.1]nonane pictures 2022-09-27 9-Borabicyclo[3.3.1]nonane
280-64-8
 US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.

280-64-8(9-Borabicyclo[3.3.1]nonane)Related Search:

N-NONANE N-N-BUTYL-N-BUTAN-4-OL-NITROSAMINE 9-BBN TRIFLATE 9-BROMO-9-BORABICYCLO[3.3.1]NONANE,B-Bromo-9-borabicyclo[3.3.1]nonane,9-Bromo-9-borabicyclo[3.3.1]nonane solution B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE,(R)-B-isopinocampheyl-9-borabicyclo[3.3.1]nonane,b-isopinocampheyl-9-borabicyclo[3.3.1]nonane solution
9-Borabicyclo[3.3.1]nonane,9-methoxy B-Benzyl-9-borabicyclo[3.3.1]nonane Bis-9-borabicyclo[3.3.1]nonane ,9-BORABICYCLO[3.3.1]NONANE DIMER,9-BORABICYCLO[3.3.1]NONANE,9-BORABICYCLO[3.3.1]NONANE,9-BORABICYCLO[3.3.1]NONANE DIMER Lithium 9-borabicyclo[3.3.1]nonane hydride B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE
9-(1,1,2-Trimethylpropoxy)-9-borabicyclo[3.3.1]nonane Boron Cyclooctane LITHIUM B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONYL HYDRIDE 9-BBN-NOPOL BENZYL ETHER ADDUCT
9-iodo-9-borabicyclo[3.3.1]nonane solution,9-IODO-9-BORABICYCLO[3.3.1]NONANE LITHIUM B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONYL HYDRIDE LITHIUM HYDRIDO(9-BBN-NOPOL BENZYL ETHER ADDUCT)

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