9-Borabicyclo(3.3.1)nonane, 9-phenyl-

Base Information

• Chemical Name: 9-Borabicyclo(3.3.1)nonane, 9-phenyl-
• CAS No.: 23418-91-9
• Molecular Formula: C14H19 B
• Molecular Weight: 198.116
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID90177972
• Nikkaji Number: J1.149.846I,J1.882.157E
• Wikidata: Q83048317
• Mol file: 23418-91-9.mol

Synonyms:23418-91-9;9-Borabicyclo(3.3.1)nonane, 9-phenyl-;9-Borabicyclo[3.3.1]nonane,9-phenyl-;9-phenyl-9-borabicyclo[3.3.1]nonane;KQKLXJRTISVRJB-UHFFFAOYSA-;DTXSID90177972;InChI=1/C14H19B/c1-2-6-12(7-3-1)15-13-8-4-9-14(15)11-5-10-13/h1-3,6-7,13-14H,4-5,8-11H2

Chemical Property of 9-Borabicyclo(3.3.1)nonane, 9-phenyl-

Chemical Property:

• Vapor Pressure: 0.00454mmHg at 25°C
• Boiling Point: 286.5°Cat760mmHg
• Flash Point: 127.1°C
• PSA: 0.00000
• Density: 0.95g/cm³
• LogP: 3.49660
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 198.1579808
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(C2CCCC1CCC2)C3=CC=CC=C3

Technology Process of 9-Borabicyclo(3.3.1)nonane, 9-phenyl-

There total 12 articles about 9-Borabicyclo(3.3.1)nonane, 9-phenyl- 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: 90.0%

phenylmagnesium bromide + 9-triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane (285557-42-8) → 9-phenyl-9-borabicyclo[3.3.1]nonane (23418-91-9)

Guidance literature:

phenylmagnesium bromide; 9-triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 ℃; for 0.75h;

at 100 ℃; under 0.5 Torr;

DOI:10.1016/S0040-4039(00)00450-0

Reference yield: 81.0%

methanesulfonic acid (75-75-2,98527-29-8) + phenyllithium (591-51-5) + 9-bora-bicyclo[3.3.1]nonane (280-64-8) → 9-phenyl-9-borabicyclo[3.3.1]nonane (23418-91-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; byproducts: H2; Ar-atmosphere; dropwise addn. of PhLi in Et2O to 9-BBN in THF (0°C), dropwise addn. of CH3SO3H; distn.;

DOI:10.1016/0022-328X(85)87327-7

Reference yield: 80.0%

copper(l) iodide (7681-65-4) + phenyllithium (591-51-5) + 9-bora-bicyclo[3.3.1]nonane (280-64-8) → 9-phenyl-9-borabicyclo[3.3.1]nonane (23418-91-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; byproducts: Cu, Li, C6H6; to the soln. of copper(I) iodide/ether/THF phenyl-lithium was added at 0°C, stirred for 10 min, cooled to -78°C, 9-BBN was added,allowed to warm to room temp, stirred for 1 h; decanted off, evapd. in vac., distd.;

DOI:10.1039/c39810000005

upstream raw materials:

phenyllithium

9-bora-bicyclo[3.3.1]nonane

9-triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane

phenylmagnesium chloride

Downstream raw materials:

1-Phenylazulene

(S)-3-phenylcyclohexanone

(3S)-3-phenylcycloheptan-1-one

allylbenzene