9-Borabicyclo[3.3.1]nonane dimer

Base Information

• Chemical Name: 9-Borabicyclo[3.3.1]nonane dimer
• CAS No.: 21205-91-4
• Molecular Formula: C16H30B2
• Molecular Weight: 244.036
• Hs Code.: 29349990
• European Community (EC) Number: 629-228-4
• DSSTox Substance ID: DTXSID60462342
• Nikkaji Number: J3.429.150K
• Wikidata: Q82286861
• Mol file: 21205-91-4.mol

Synonyms:21205-91-4;9-Bbn dimer;9-Borabicyclo[3.3.1]nonane dimer;Bis-9-borabicyclo[3.3.1]nonane;146681-70-1;9-BBN Dimer (Technical Grade);9-(9-borabicyclo[3.3.1]nonan-9-yl)-9-borabicyclo[3.3.1]nonane;9,9'-Bi-9-borabicyclo[3.3.1]nonane;DTXSID60462342;IYDIZBOKVLHCQZ-UHFFFAOYSA-N;WAA20591;MFCD00168069;AKOS015916583;CS-15681;F17442

Chemical Property of 9-Borabicyclo[3.3.1]nonane dimer

Chemical Property:

• Appearance/Colour: white crystals or crystalline powder
• Vapor Pressure: 3.23E-05mmHg at 25°C
• Melting Point: 150-152 °C(lit.)
• Boiling Point: 365.8 °C at 760 mmHg
• Flash Point: 175 °C
• PSA: 0.00000
• LogP: 5.27080
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Soluble in tetrahydrofuran, ether, hexane, benzene, toluene, car
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 242.2377112
• Heavy Atom Count: 18
• Complexity: 230

Purity/Quality:

99.5% ^*data from raw suppliers

9-BBNDimer(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 11-14/15-36/37/38
• Safety Statements: 26-43

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B1(C2CCCC1CCC2)B3C4CCCC3CCC4
• Uses: Employed in the hydroboration of alkynes, nitriles, and ketones.

Technology Process of 9-Borabicyclo[3.3.1]nonane dimer

There total 27 articles about 9-Borabicyclo[3.3.1]nonane dimer which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

tetraethyldiborane(6) (12081-54-8) → 9-borabicyclo[3.3.1]nonane dimer (21205-91-4)

Guidance literature:

With 1,5-cis,cis-cyclooctadiene; COD and ((C2H5)2BH)2, mole ratio 2:3;;

Reference yield: 89.0%

dimethylsulfide borane complex (13292-87-0) + cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → 9-borabicyclo[3.3.1]nonane dimer (21205-91-4)

Guidance literature:

In 1,2-dimethoxyethane; at 50 - 60 ℃; for 1h; Inert atmosphere;

DOI:10.15227/orgsyn.070.0169

Reference yield: 85.2%

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) + diborane (19287-45-7) → 9-borabicyclo[3.3.1]nonane dimer (21205-91-4)

Guidance literature:

With morpholine; In diethylene glycol dimethyl ether; at 50 ℃; for 3h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;

upstream raw materials:

tetrapropyldiborane⁽⁶⁾

cyclo-octa-1,5-diene

B-propyl-9-borabicyclo{3.3.1}nonane

tetraethyldiborane⁽⁶⁾

Downstream raw materials:

9-(3,3-pentamethyleneallyl)-9-borabicyclo<3.3.1>nonane

B-Br-9-BBN

cyclo-1,2,4-Trithia-3,5-diboran

1,5-cyclooctadiyl(phenoxy)borane

Refernces

• 1、 Kosai, Tomoyuki,Iwamoto, Takeaki. "Stable Push-Pull Disilene: Substantial Donor-Acceptor Interactions through the Si-Si Double Bond". . p. 18146 - 18149. Retrieved 2017.
• 2、 Ding, Errun,Liu, Fu-Chen,Liu, Shengming,Meyers, Edward A.,Shore, Sheldon G.. "Synthesis, structural characterization, and reactions of cyclic organohydroborate half-zirconocene compounds". . p. 5329 - 5335. Retrieved 2002.
• 3、 Knights, E. F.,Brown, H. C.. "". . p. 5280 - 5281. Retrieved 1968.
• 4、 Benn, Kieran,Nicholson, Kieran,Langer, Thomas,Thomas, Stephen P.. "A boron-nitrogen transborylation enabled, borane-catalysed reductive cyanation of enones". . p. 9406 - 9409. Retrieved 2021/09/22.
• 5、 Denmark, Scott E.,Ueki, Yusuke. "Lewis base activation of Lewis acids: Group 13. in situ generation and reaction of borenium ions". supporting information. p. 6631 - 6634. Retrieved 2014/01/06.