Product Name

  • Name

    9-Borabicyclo[3.3.1]nonane

  • EINECS 206-000-9
  • CAS No. 280-64-8
  • Article Data16
  • CAS DataBase
  • Density 0.894 g/mL at 25 °C
  • Solubility reacts with water
  • Melting Point 150 - 152oC
  • Formula C8H15B
  • Boiling Point 179.3 °C at 760 mmHg
  • Molecular Weight 122.018
  • Flash Point 62.3 °C
  • Transport Information UN 3399 4.3/PG 1
  • Appearance white crystalline powder
  • Safety 16-26-36/37/39-45-43-33-62-61-36/37-29-7/8-37/39
  • Risk Codes 14-20/21/22-36/37/38-36/37-19-14/15-11-67-65-62-51/53-48/20-38
  • Molecular Structure Molecular Structure of 280-64-8 (9-Borabicyclo[3.3.1]nonane)
  • Hazard Symbols FlammableF, HarmfulXn, IrritantXi, DangerousN
  • Synonyms 9-BBN;9-Borabicyclononane;
  • PSA 0.00000
  • LogP 2.36770

Synthetic route

1,5-cis,cis-cyclooctadiene
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

9-bora-bicyclo[3.3.1]nonane
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;
borane-THF
14044-65-6

borane-THF

9-(di-tert-butylphosphanyl)-9-bora{3.3.1}bicyclononane
149468-33-7

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

A

μ-(di-tert-butylphosphanyl)-diborane
149075-30-9

μ-(di-tert-butylphosphanyl)-diborane

B

1,1,3,3-tetra-tert-butyl-1,3,2,4-diphosphadiboracyclobutane
149075-28-5

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

C

μ-(di-tert-butylphosphanyl)-di-9-bora{3.3.1}bicyclononane
149075-29-6

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

D

9-bora-bicyclo[3.3.1]nonane
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

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

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

9-bora-bicyclo[3.3.1]nonane
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%
1,5-cis,cis-cyclooctadiene
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

A

9-BBN
38895-05-5

9-BBN

B

9-bora-bicyclo[3.3.1]nonane
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;
9-chloro-9-borabicyclo{3.3.1}nonane
22086-34-6

9-chloro-9-borabicyclo{3.3.1}nonane

1-lithio-2,4,6-trimethylborazine

1-lithio-2,4,6-trimethylborazine

A

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

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

B

9-methyl-9-borabicyclo[3.3.1]nonane
23418-81-7

9-methyl-9-borabicyclo[3.3.1]nonane

C

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In diethyl ether; toluene Title compound not separated from byproducts.;
9-borabicyclo[3.3.1]nonane dimer
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

9-bora-bicyclo[3.3.1]nonane
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;
C8H14BBrS(CH3)2
70160-59-7

C8H14BBrS(CH3)2

9-bora-bicyclo[3.3.1]nonane
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

lithium borohydride

C8H14BBrS(CH3)2
70160-59-7

C8H14BBrS(CH3)2

A

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

B

9-bora-bicyclo[3.3.1]nonane
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

potassium tri(isopropoxy)borohydride

C8H14BBrS(CH3)2
70160-59-7

C8H14BBrS(CH3)2

A

Triisopropyl borate
5419-55-6

Triisopropyl borate

B

9-bora-bicyclo[3.3.1]nonane
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

lithium-9-borabicyclo[3.3.1]nonane hydride

C8H14BBrS(CH3)2
70160-59-7

C8H14BBrS(CH3)2

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran 0°C, 0.25 h; detected by 11B NMR;
C8H14BClS(CH3)2
70160-58-6

C8H14BClS(CH3)2

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
With Li(CH3O)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: AlCl3, LiCl; 0.25 equivalent LiAlH4, 0°C, 0.25 h; detected by 11B NMR;
C8H14BClS(CH3)2
70160-58-6

C8H14BClS(CH3)2

lithium triethylborohydride
22560-16-3

lithium triethylborohydride

A

lithium-9-borabicyclo[3.3.1]nonane hydride

lithium-9-borabicyclo[3.3.1]nonane hydride

B

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran byproducts: B-alkoxy-9-borabicyclo[3.3.1]nonane, (C2H5)3B; 0°C, 0.25 h; detected by 11B NMR;
lithium borohydride

lithium borohydride

C8H14BClS(CH3)2
70160-58-6

C8H14BClS(CH3)2

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran byproducts: LiCl, BH3S(CH3)2; 0°C, 0.25 h; detected by 11B NMR;
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

C8H14BClS(CH3)2
70160-58-6

C8H14BClS(CH3)2

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In diethylene glycol dimethyl ether byproducts: NaCl, BH3S(CH3)2; 25°C, 0.25 h; detected by 11B NMR;
potassium tri(isopropoxy)borohydride

potassium tri(isopropoxy)borohydride

C8H14BClS(CH3)2
70160-58-6

C8H14BClS(CH3)2

A

Triisopropyl borate
5419-55-6

Triisopropyl borate

B

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

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

lithium-9-borabicyclo[3.3.1]nonane hydride

C8H14BClS(CH3)2
70160-58-6

C8H14BClS(CH3)2

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran 0°C, 0.25 h; detected by 11B NMR;
tetrakis(dimethylamido)zirconium (IV)
19756-04-8

tetrakis(dimethylamido)zirconium (IV)

[C8BH14]2C10H6(NH)2
187403-06-1

[C8BH14]2C10H6(NH)2

A

C8BH14C10H6(NH)2Zr[N(CH3)2]3

C8BH14C10H6(NH)2Zr[N(CH3)2]3

B

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In not given byproducts: (CH3)2N;
tetrakis(dimethylamido)titanium(IV)

tetrakis(dimethylamido)titanium(IV)

[C8BH14]2C10H6(NH)2
187403-06-1

[C8BH14]2C10H6(NH)2

A

C8BH14C10H6(NH)2Ti[N(CH3)2]3

C8BH14C10H6(NH)2Ti[N(CH3)2]3

B

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In not given byproducts: (CH3)2N;
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In 1,2-dimethoxyethane at 20 - 60℃;
C26H47BNiO2P2
1378876-25-5

C26H47BNiO2P2

A

(iPrPOCOP)NiH
1108747-39-2

(iPrPOCOP)NiH

B

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In (2)H8-toluene at 22℃; Equilibrium constant;
9-borabicyclo[3.3.1]nonane dimer
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

fluorocyclohexane
372-46-3

fluorocyclohexane

A

B-cyclohexyl-9-borabicyclo<3.3.1>nonane
53535-83-4

B-cyclohexyl-9-borabicyclo<3.3.1>nonane

B

9-fluoro-9-boracyclo{3.3.1}nonane
22086-35-7

9-fluoro-9-boracyclo{3.3.1}nonane

C

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In dichloromethane-d2 for 24h; Inert atmosphere; Glovebox; Sealed tube;
1,5-Hexadien
592-42-7

1,5-Hexadien

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

9,9'-hexane-1,6-diyl-bis-9-bora-bicyclo[3.3.1]nonane
88703-69-9

9,9'-hexane-1,6-diyl-bis-9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran at 40℃; for 24h; Schlenk technique; Inert atmosphere;100%
In tetrahydrofuran at 20℃; for 3h; Addition;
In tetrahydrofuran at 20℃; for 4.5h; Addition; Hydroboration;
In tetrahydrofuran at 20℃; for 3h;
9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

2-amino-1-benzylamine
4403-69-4

2-amino-1-benzylamine

(2-aminomethyl-phenyl)-(9-bora-bicyclo[3.3.1]non-9-yl)-amine

(2-aminomethyl-phenyl)-(9-bora-bicyclo[3.3.1]non-9-yl)-amine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
In tetrahydrofuran; hexane Yield given;
9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C8H15B*H(1-)*K(1+)

C8H15B*H(1-)*K(1+)

Conditions
ConditionsYield
With KH activated aith LiAlH4 In tetrahydrofuran at 25℃; for 0.5h;100%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C15H21BNO(1-)*H(1+)

C15H21BNO(1-)*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 20℃;100%
2-Hydroxybenzylamine
932-30-9

2-Hydroxybenzylamine

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C15H21BNO(1-)*H(1+)

C15H21BNO(1-)*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 20℃;100%
9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

C11H21BNO(1-)*H(1+)

C11H21BNO(1-)*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 20℃;100%
1-hexene
592-41-6

1-hexene

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

9-hexyl-9-borabicyclo[3.3.1]nonane
42371-64-2

9-hexyl-9-borabicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 12h; Schlenk technique; Inert atmosphere;100%
In tetrahydrofuran at 25℃; for 24h; Schlenk technique; Inert atmosphere;100%
In tetrahydrofuran at 20℃; for 2h;87%
2,5-diallylpyrrole
42159-33-1

2,5-diallylpyrrole

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

2,5-bis-[3'-(9''-borabicyclo[3.3.1]nonyl)propyl]pyrrole
206867-77-8

2,5-bis-[3'-(9''-borabicyclo[3.3.1]nonyl)propyl]pyrrole

Conditions
ConditionsYield
In tetrahydrofuran N2-atmosphere; dropwise addn. of 2 equiv. of B-compd. to pyrrole derivative, stirring (room temp., 15 h); solvent removal (vac.), distn.;100%
7a-aza-7,7-dimethyl-6,7-dihydro-7-stanna-7aH-indene
191797-28-1

7a-aza-7,7-dimethyl-6,7-dihydro-7-stanna-7aH-indene

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

N-borabicyclo[3.3.1]nonyl-2(prop-(Z)-1-enyl-3'-dimethylstannyl)pyrrole
191797-33-8

N-borabicyclo[3.3.1]nonyl-2(prop-(Z)-1-enyl-3'-dimethylstannyl)pyrrole

Conditions
ConditionsYield
In tetrahydrofuran N2-atmosphere; stirring equimolar amts. (room temp., 15 h); solvent removal;100%
ethynyl[dimethyl(vinyl)silylethynyl]dimethylsilane
1236226-20-2

ethynyl[dimethyl(vinyl)silylethynyl]dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene
1236226-31-5

4-(9-borabicyclo[3.3.1]non-9-yl)-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
1-(3-dimethylamino)propynyl[dimethyl(vinyl)silylethynyl]dimethylsilane
1236226-22-4

1-(3-dimethylamino)propynyl[dimethyl(vinyl)silylethynyl]dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-5-[(dimethylamino)methyl]-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene
1236226-33-7

4-(9-borabicyclo[3.3.1]non-9-yl)-5-[(dimethylamino)methyl]-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.); elem. anal.;
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.); elem. anal.;
dimethyl(vinyl)silylethynyl(phenylethynyl)dimethylsilane
1236226-21-3

dimethyl(vinyl)silylethynyl(phenylethynyl)dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-1,1,6,6-tetramethyl-5-phenyl-1H,2H,3H,6H-1,6-disilapentalene
1236226-32-6

4-(9-borabicyclo[3.3.1]non-9-yl)-1,1,6,6-tetramethyl-5-phenyl-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
(dimethyl(vinyl)silylethynyl)(dimethysilylethynyl)dimethylsilane
1236226-23-5

(dimethyl(vinyl)silylethynyl)(dimethysilylethynyl)dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-5-(dimethylsilyl)-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene
1236226-34-8

4-(9-borabicyclo[3.3.1]non-9-yl)-5-(dimethylsilyl)-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
bromodimethylsilylethynyl[dimethyl(vinyl)silylethynyl]dimethylsilane
1236226-24-6

bromodimethylsilylethynyl[dimethyl(vinyl)silylethynyl]dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-5-(bromodimethylsilyl)-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene
1236226-35-9

4-(9-borabicyclo[3.3.1]non-9-yl)-5-(bromodimethylsilyl)-1,1,6,6-tetramethyl-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
trimethylsilylethynyl[methyl(phenyl)(vinyl)silylethynyl]dimethylsilane
1236226-26-8

trimethylsilylethynyl[methyl(phenyl)(vinyl)silylethynyl]dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-1,6,6-trimethyl-1-phenyl-5-(trimethylsilyl)-1H,2H,3H,6H-1,6-disilapentalene
1236226-37-1

4-(9-borabicyclo[3.3.1]non-9-yl)-1,6,6-trimethyl-1-phenyl-5-(trimethylsilyl)-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
bromodimethylsilylethynyl[diphenyl(vinyl)silylethynyl]dimethylsilane
1236226-25-7

bromodimethylsilylethynyl[diphenyl(vinyl)silylethynyl]dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-5-(bromodimethylsilyl)-6,6-dimethyl-1,1-diphenyl-1H,2H,3H,6H-1,6-disilapentalene
1236226-36-0

4-(9-borabicyclo[3.3.1]non-9-yl)-5-(bromodimethylsilyl)-6,6-dimethyl-1,1-diphenyl-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
triphenylsilylethynyl[methyl(phenyl)(vinyl)silylethynyl]dimethylsilane
1236226-27-9

triphenylsilylethynyl[methyl(phenyl)(vinyl)silylethynyl]dimethylsilane

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(9-borabicyclo[3.3.1]non-9-yl)-1,6,6-trimethyl-1-phenyl-5-(triphenylsilyl)-1H,2H,3H,6H-1,6-disilapentalene
1236226-38-2

4-(9-borabicyclo[3.3.1]non-9-yl)-1,6,6-trimethyl-1-phenyl-5-(triphenylsilyl)-1H,2H,3H,6H-1,6-disilapentalene

Conditions
ConditionsYield
at 90 - 110℃; Inert atmosphere; regioselective reaction;100%
In toluene (Ar), soln. of silane in toluene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
In benzene (Ar), soln. of silane in benzene treated with equimolar amounts of 9-borabicyclo(3.3.1)nonane in one portion, heated up to 90-110°C for 2-5 min; evapd.(vac.);
9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C15H25BN2
1283232-82-5

C15H25BN2

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-1-pentene
144693-95-8

(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-1-pentene

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C30H45BOSi

C30H45BOSi

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Inert atmosphere;100%
C23H39BSi
1578266-74-6

C23H39BSi

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C31H54B2Si
1578266-79-1

C31H54B2Si

Conditions
ConditionsYield
In benzene-d6 at 80 - 100℃; for 0.666667h; Inert atmosphere;100%
carbon dioxide
124-38-9

carbon dioxide

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

9-methoxy-9-BBN
38050-71-4

9-methoxy-9-BBN

Conditions
ConditionsYield
With 1,3-di-tert-butylimidazol-2-ylidene In tetrahydrofuran at 70℃; under 750.075 - 2250.23 Torr; for 0.2h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;100%
With 1-dimesitylboryl-1’-diphenylphosphino-ferrocene In tetrahydrofuran-d8 at 70℃; under 750.075 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Inert atmosphere; Schlenk technique; Sealed tube;
With C9H18ClN3Si In tetrahydrofuran at 20℃; under 760.051 Torr; for 23h; Catalytic behavior; Mechanism; Reagent/catalyst; Time; Solvent;100 %Spectr.
trimethylamine-N-oxide
1184-78-7

trimethylamine-N-oxide

4-methyl-N-(2-propenyl)benzenesulfonamide
50487-71-3

4-methyl-N-(2-propenyl)benzenesulfonamide

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

N-(3-((1s,5s)-9-oxa-10-borabicyclo[3.3.2]decan-10-yl)propyl)-4-methylbenzenesulfonamide

N-(3-((1s,5s)-9-oxa-10-borabicyclo[3.3.2]decan-10-yl)propyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
Stage #1: 4-methyl-N-(2-propenyl)benzenesulfonamide; 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 0 - 20℃;
Stage #2: trimethylamine-N-oxide In tetrahydrofuran; dichloromethane
100%
trimethylamine-N-oxide
1184-78-7

trimethylamine-N-oxide

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

cyclohexene
110-83-8

cyclohexene

(1s,5s)-10-cyclohexyl-9-oxa-10-borabicyclo[3.3.2]decane

(1s,5s)-10-cyclohexyl-9-oxa-10-borabicyclo[3.3.2]decane

Conditions
ConditionsYield
Stage #1: 9-bora-bicyclo[3.3.1]nonane; cyclohexene In tetrahydrofuran at 0 - 20℃;
Stage #2: trimethylamine-N-oxide In tetrahydrofuran; dichloromethane
100%
trimethylamine-N-oxide
1184-78-7

trimethylamine-N-oxide

4-(allyloxy)-1-benzylpiperidine

4-(allyloxy)-1-benzylpiperidine

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

4-(3-((1s,5s)-9-oxa-10-borabicyclo[3.3.2]decan-10-yl)propoxy)-1-benzylpiperidine

4-(3-((1s,5s)-9-oxa-10-borabicyclo[3.3.2]decan-10-yl)propoxy)-1-benzylpiperidine

Conditions
ConditionsYield
Stage #1: 4-(allyloxy)-1-benzylpiperidine; 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 0 - 20℃;
Stage #2: trimethylamine-N-oxide In tetrahydrofuran; dichloromethane
100%
trimethylamine-N-oxide
1184-78-7

trimethylamine-N-oxide

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

1-allyl-1H-pyrrolo[2,3-b]pyridine

1-allyl-1H-pyrrolo[2,3-b]pyridine

1-(3-((1s,5s)-9-oxa-10-borabicyclo[3.3.2]decan-10-yl)propyl)-1H-pyrrolo[2,3-b]pyridine

1-(3-((1s,5s)-9-oxa-10-borabicyclo[3.3.2]decan-10-yl)propyl)-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
Stage #1: 9-bora-bicyclo[3.3.1]nonane; 1-allyl-1H-pyrrolo[2,3-b]pyridine In tetrahydrofuran at 0 - 20℃;
Stage #2: trimethylamine-N-oxide In tetrahydrofuran; dichloromethane
100%
C17H19N5(2+)*2C24H20B(1-)

C17H19N5(2+)*2C24H20B(1-)

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C33H49B2N5(2+)*2C24H20B(1-)

C33H49B2N5(2+)*2C24H20B(1-)

Conditions
ConditionsYield
In dichloromethane at 45℃; for 24h; Schlenk technique; Inert atmosphere;100%
C19H17FeN5O2

C19H17FeN5O2

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C35H47B2FeN5O2

C35H47B2FeN5O2

Conditions
ConditionsYield
In tetrahydrofuran for 16h;100%
N-allyl-N,N-dimethyl-N-butylammonium chloride

N-allyl-N,N-dimethyl-N-butylammonium chloride

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C17H35BN(1+)*Cl(1-)

C17H35BN(1+)*Cl(1-)

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 12h; Schlenk technique; Inert atmosphere;100%
In tetrahydrofuran at 20℃; for 6h; Glovebox;95%
N,N,N-triethylpent-4-en-1-aminium iodide

N,N,N-triethylpent-4-en-1-aminium iodide

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C19H39BN(1+)*I(1-)

C19H39BN(1+)*I(1-)

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 12h; Schlenk technique; Inert atmosphere;100%
N,N,N-triethylhex-5-en-1-aminium bromide

N,N,N-triethylhex-5-en-1-aminium bromide

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

C20H41BN(1+)*Br(1-)

C20H41BN(1+)*Br(1-)

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 12h; Schlenk technique; Inert atmosphere;100%

9-Borabicyclo[3.3.1]nonane 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

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View