9-BBN TRIFLATE

Base Information

• Chemical Name: 9-BBN TRIFLATE
• CAS No.: 62731-43-5
• Molecular Formula: C9H14BF3O3S
• Molecular Weight: 270.081
• Hs Code.: 29349990
• Mol file: 62731-43-5.mol

Synonyms:9-BBN TRIFLATE;9-BBN Triflate solution 0.5 M in hexanes;

Chemical Property of 9-BBN TRIFLATE

Chemical Property:

• Boiling Point: 286.4 °C at 760 mmHg
• Flash Point: 127 °C
• PSA: 51.75000
• Density: 0.733 g/cm³
• LogP: 4.03310

Purity/Quality:

99% ^*data from raw suppliers

9-BBN triflate solution 0.5 M in hexanes ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C,N
• Hazard Codes: F,C,N,Xn
• Statements: 11-34-48/20-51/53-62-65-67-38
• Safety Statements: 16-26-36/37/39-45-61-62-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Reactant for:Preparation of a dialkylborenium ion stabilized by an N-heterocyclic carbeneMukaiyama aldol additionPreparation of porphyrin dimethyldioxanyl tolyl derivative complexPreparation of palladium porphyrin complexesBoron-mediated β-alkoxy Me ketone aldol addition reactionsEnolization agent

Technology Process of 9-BBN TRIFLATE

There total 2 articles about 9-BBN TRIFLATE 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: 85.0%

trifluorormethanesulfonic acid (1493-13-6) + 9-bora-bicyclo[3.3.1]nonane (280-64-8) → 9-BBN triflate (62731-43-5)

Guidance literature:

In hexane; trifluoromethanesulfonic acid addn. to 9-borabicyclo<3,1,1>nonane in hexane under Ar, stirring overnight, all at 25°C in the presence ofoxygen or air; concn., vac. distn. under Ar, IR anal.;

DOI:10.1246/bcsj.53.174

Reference yield:

9-borabicyclo[3.3.1]nonane dimer (21205-91-4) + trifluorormethanesulfonic acid (1493-13-6) → 9-BBN triflate (62731-43-5)

Guidance literature:

In toluene; Schlenk technique, under Ar; soln. of (C8H14BH)2 (0.5 equiv.) and HOTf refluxed for 1 h;

DOI:10.1002/anie.201104834

Reference yield: 97.0%

1-(4-methoxybenzoyl)-5-(4-methoxyphenyl)dipyrromethane (665005-96-9) + 9-BBN triflate (62731-43-5) → 10-(9-borabicyclo[3.3.1]non-9-yl)-1-(4-methoxybenzoyl)-5-(4-methoxyphenyl)dipyrromethane (816454-69-0)

Guidance literature:

With triethylamine; In hexane; dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jo0492620

upstream raw materials:

trifluorormethanesulfonic acid

9-bora-bicyclo[3.3.1]nonane

9-borabicyclo[3.3.1]nonane dimer

Downstream raw materials:

(4S,5S)-3-(9-Bora-bicyclo[3.3.1]non-9-yl)-2-[1-chloro-meth-(Z)-ylidene]-4-methoxymethyl-5-phenyl-oxazolidine

9-((E)-1-Phenylsulfanyl-propenyloxy)-9-bora-bicyclo[3.3.1]nonane

9-((Z)-1-Phenylsulfanyl-propenyloxy)-9-bora-bicyclo[3.3.1]nonane

10-(9-borabicyclo[3.3.1]non-9-yl)-1-(4-methylbenzoyl)-5-phenyldipyrromethane

Refernces

• 1、 Tsai, Hsiu-Chen,Lin, Ya-Fan,Liu, Wei-Chun,Lee, Gene-Hsiang,Peng, Shie-Ming,Chiu, Ching-Wen. "N-Heterocyclic Silylene Coordinated Dialkyl Borenium Equivalent". supporting information. p. 3879 - 3882. Retrieved 2017/10/30.