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280-64-8

Basic Information
CAS No.: 280-64-8
Name: 9-Borabicyclo[3.3.1]nonane
Article Data: 16
Cas Database
Molecular Structure:
Molecular Structure of 280-64-8 (9-Borabicyclo[3.3.1]nonane)
Formula: C8H15B
Molecular Weight: 122.018
Synonyms: 9-BBN;9-Borabicyclononane;
EINECS: 206-000-9
Density: 0.894 g/mL at 25 °C
Melting Point: 150 - 152oC
Boiling Point: 179.3 °C at 760 mmHg
Flash Point: 62.3 °C
Solubility: reacts with water
Appearance: white crystalline powder
Hazard Symbols: FlammableF, HarmfulXn, IrritantXi, DangerousN
Risk Codes: 14-20/21/22-36/37/38-36/37-19-14/15-11-67-65-62-51/53-48/20-38
Safety: 16-26-36/37/39-45-43-33-62-61-36/37-29-7/8-37/39
Transport Information: UN 3399 4.3/PG 1
PSA: 0.00000
LogP: 2.36770
Synthetic route
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
With borane N-ethyl-N-isopropylaniline complex In 1,4-dioxane hydroboration; Heating;87%
With dimethylsulfide borane complex In tetrahydrofuran at -5 - 67℃; for 1.75h;
14044-65-6

borane-THF

149468-33-7

9-(di-tert-butylphosphanyl)-9-bora{3.3.1}bicyclononane

A

149075-30-9

μ-(di-tert-butylphosphanyl)-diborane

B

149075-28-5

1,1,3,3-tetra-tert-butyl-1,3,2,4-diphosphadiboracyclobutane

C

149075-29-6

μ-(di-tert-butylphosphanyl)-di-9-bora{3.3.1}bicyclononane

D

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran dropping soln. of BH3*THF in THF to soln. of borane in THF at -78°C, under N2 or Ar; refluxing for 1 h; mechansim discussed;; removal of solvent in vac.; recrystn. from ether; 1. and 2. fraction product mixts., 3. fraction pure 9-borabicyclo(3.3.1)nonane, 4. fraction small amt. of pure (BH2P(tert-butyl)2)2; detn. by NMR;;A n/a
B n/a
C n/a
D 75%

((CH3)2CH)2NCH2CH(CH3)2*BH3

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In 1,4-dioxane N2-atmosphere; dropwise cyclooctadiene addn. (20°C, stirring), stirring (room temp, 3 h, refluxing , 2 h); crystn. (room temp.), decanting, washing (n-pentane), drying (reduced pressure), recrystn. (THF);70%
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

B

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
With borane N-ethyl-N-isopropylaniline complex In 1,4-dioxane at 20℃; for 1h; hydroboration; Title compound not separated from byproducts;
22086-34-6

9-chloro-9-borabicyclo{3.3.1}nonane

1-lithio-2,4,6-trimethylborazine

A

9-N3B3H2(CH3)3-9-borabicyclo [2.2.1]nonane

B

23418-81-7

9-methyl-9-borabicyclo[3.3.1]nonane

C

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In diethyl ether; toluene Title compound not separated from byproducts.;
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
With acetophenone In tetrahydrofuran Kinetics; 25°C; detected by IR;
With pivalaldehyde In tetrahydrofuran Kinetics; 25°C; detected by IR;
With 2,4-dimethylpentan-3-one In tetrahydrofuran Kinetics; 25°C; detected by IR;
70160-59-7

C8H14BBrS(CH3)2

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
With Li(t-BuO)3AlH In tetrahydrofuran byproducts: B-alkoxy-9-borabicyclo-[3.3.1]nonane; 0°C, 0.25 h; detected by 11B NMR;
With LiAlH4 In tetrahydrofuran byproducts: AlBr3, LiBr; 0.25 equivalent LiAlH4, 0°C, 0.25 h; detected by 11B NMR;

lithium borohydride

70160-59-7

C8H14BBrS(CH3)2

A

13292-87-0

dimethylsulfide borane complex

B

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran byproducts: LiBr; 0°C, 0.25 h; detected by 11B NMR;

potassium tri(isopropoxy)borohydride

70160-59-7

C8H14BBrS(CH3)2

A

5419-55-6

Triisopropyl borate

B

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran byproducts: B-alkoxy-9-borabicyclo[3.3.1]nonane, KBr; 1 equivalent K(i-PrO)3BH, 25°C, 8.0 h; detected by 11B NMR;
In tetrahydrofuran byproducts: B-alkoxy-9-borabicyclo[3.3.1]nonane, KBr; 1 equivalent K(i-PrO)3BH, 0°C, 0.25 h; detected by 11B NMR;

lithium-9-borabicyclo[3.3.1]nonane hydride

70160-59-7

C8H14BBrS(CH3)2

280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran 0°C, 0.25 h; detected by 11B NMR;
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Specification

The CAS register number of 9-Borabicyclo[3.3.1]nonane is 280-64-8. It also can be called as 9-Borabicyclo[3.3.1]nonan and the systematic name about this chemical is 9-borabicyclo[3.3.1]nonane. The molecular formula about this chemical is C8H15B and the molecular weight is 122.02.

Physical properties about 9-Borabicyclo[3.3.1]nonane are: (1)Flash Point: 62.3 °C; (2)Enthalpy of Vaporization: 39.86 kJ/mol; (3)Boiling Point: 179.3 °C at 760 mmHg; (4)Vapour Pressure: 1.28 mmHg at 25°C .

Preparation: this chemical can be prepared by cycloocta-1c,5c-diene. This reaction will need reagent BH3*Me2S and solvent tetrahydrofuran. The reaction time is 105 min with reaction temperature of -5 - 67 ℃.

Uses of 9-Borabicyclo[3.3.1]nonane: it can be used to produce lithium dihydrido borata-bicyclo[3.3.0]nonane. This reaction will need reagent LiH and solvent tetrahydrofuran with reaction time of 1 hours. The yield is about 94%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed and it is irritating to eyes, respiratory system and skin, it can react violently with water and contact with water liberates extremely flammable gases, it is highly flammable and it may form explosive peroxides, it is also Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. it has risk of impaired fertility and it has danger of serious damage to health by prolonged exposure, its vapours may cause drowsiness and dizziness, it is harmful beacuse it may cause lung damage if swallowed. When you are using it, wear suitable protective clothing, gloves and eye/face protection, you need keep away from sources of ignition and do not empty into drains, you also need kep container tightly closedand kep container dry, you should tke precautionary measures against static discharges and avoid release to the environment. Refer to special instructions / safety data sheets. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) and in case of fire use ... (there follows the type of fire-fighting equipment to be used.)

You can still convert the following datas into molecular structure:
(1)SMILES: B1C2CCCC1CCC2
(2)InChI: InChI=1/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2
(3)InChIKey: FEJUGLKDZJDVFY-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2
(5)Std. InChIKey: FEJUGLKDZJDVFY-UHFFFAOYSA-N