Welcome to LookChem.com Sign In|Join Free

CAS

  • or
2,2'-Bis(trifluoromethanesulfonyloxy)-1,1'-biphenyl, commonly known as BTB, is a chemical compound characterized by the molecular formula C18H10F6O6S2. It presents as a white to off-white crystalline powder that exhibits high solubility in organic solvents. BTB is recognized for its strong acidity and is frequently utilized as a potent acid catalyst in a variety of organic synthesis reactions, including esterifications and acylations. Furthermore, BTB serves as a precursor in the synthesis of other fluorinated compounds and has been investigated for its potential in the field of materials science, particularly in the development of liquid crystals and organic electronic materials. Given its high reactivity, BTB requires careful handling and usage in laboratory environments.

17763-95-0 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 2,2-Bis(trifluoromethanesulfonyloxy)-1,1-biphenyl,99%(1,1-Biphenolbistriflate)

    Cas No: 17763-95-0

  • No Data

  • No Data

  • No Data

  • BOC Sciences
  • Contact Supplier
  • 17763-95-0 Structure
  • Basic information

    1. Product Name: 2,2'-BIS(TRIFLUOROMETHANESULFONYLOXY)-1,1'-BIPHENYL
    2. Synonyms: 1,1'-BIPHENOL BISTRIFLATE;2,2'-BIS(TRIFLUOROMETHANESULFONYLOXY)-1,1'-BIPHENYL
    3. CAS NO:17763-95-0
    4. Molecular Formula: C14H8F6O6S2
    5. Molecular Weight: 450.331
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 17763-95-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: white/Powder
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2,2'-BIS(TRIFLUOROMETHANESULFONYLOXY)-1,1'-BIPHENYL(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2,2'-BIS(TRIFLUOROMETHANESULFONYLOXY)-1,1'-BIPHENYL(17763-95-0)
    11. EPA Substance Registry System: 2,2'-BIS(TRIFLUOROMETHANESULFONYLOXY)-1,1'-BIPHENYL(17763-95-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 17763-95-0(Hazardous Substances Data)

17763-95-0 Usage

Uses

Used in Organic Synthesis:
BTB is employed as a strong acid catalyst for various organic synthesis reactions, such as esterifications and acylations, due to its potent acidic properties.
Used as a Precursor in Fluorinated Compounds Synthesis:
BTB serves as a precursor in the synthesis of other fluorinated compounds, contributing to the development of a range of chemical products.
Used in Materials Science:
In the field of materials science, BTB has been studied for its potential applications in the development of liquid crystals and organic electronic materials, showcasing its versatility beyond traditional chemical reactions.
Proper precautions should be taken when handling and using BTB in laboratory settings due to its high reactivity and strong acidity.

Check Digit Verification of cas no

The CAS Registry Mumber 17763-95-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,7,6 and 3 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 17763-95:
(7*1)+(6*7)+(5*7)+(4*6)+(3*3)+(2*9)+(1*5)=140
140 % 10 = 0
So 17763-95-0 is a valid CAS Registry Number.

17763-95-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2'-bis(trifluoromethanesulfonyloxy)biphenyl

1.2 Other means of identification

Product number -
Other names 2,2'-BIPHENOL BIS(TRIFLUOROMETHANESULFONATE)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17763-95-0 SDS

17763-95-0Relevant articles and documents

A site-selective and stereospecific cascade Suzuki-Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2′-dihalo 1,1′-biaryls

Willems, Suzanne,Toupalas, Georgios,Reisenbauer, Julia C.,Morandi, Bill

supporting information, p. 3909 - 3912 (2021/04/26)

A cascade Suzuki-Miyaura cross-coupling giving rise to 9,10-dihydrophenanthrenes has been developed. Using biaryls with unsymmetrical substitution-pattern full site-selectivity was observed. Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeds through the challenging coupling of a secondary boronate with complete stereoretention.

Carboxylation of Aryl Triflates with CO2 Merging Palladium and Visible-Light-Photoredox Catalysts

Bhunia, Samir Kumar,Das, Pritha,Nandi, Shantanu,Jana, Ranjan

, p. 4632 - 4637 (2019/06/27)

We report herein a visible-light-promoted, highly practical carboxylation of readily accessible aryl triflates at ambient temperature and a balloon pressure of CO2 by the combined use of palladium and photoredox Ir(III) catalysts. Strikingly, the stoichiometric metallic reductant is replaced by a nonmetallic amine reductant providing an environmentally benign carboxylation process. In addition, one-pot synthesis of a carboxylic acid directly from phenol and modification of estrone and concise synthesis of pharmaceutical drugs adapalene and bexarotene have been accomplished via late-stage carboxylation reaction. Furthermore, a parallel decarboxylation-carboxylation reaction has been demonstrated in an H-type closed vessel that is an interesting concept for the strategic sector. Spectroscopic and spectroelectrochemical studies indicated electron transfer from the Ir(III)/DIPEA combination to generate aryl carboxylate and Pd(0) for catalytic turnover.

A Binaphthyl-Based Scaffold for a Chiral Dirhodium(II) Biscarboxylate Ligand with α-Quaternary Carbon Centers

Chen, Po-An,Setthakarn, Krit,May, Jeremy A.

, p. 6155 - 6161 (2017/09/15)

A chiral dirhodium(II) paddlewheel complex has been synthesized from biscarboxylate ligands derived from BINOL, and the resulting complex has been used in enantioselective carbene/alkyne cascade reactions. The ligand design was guided by requirements of α

Nickel-Catalyzed Cyanation of Aryl Chlorides and Triflates Using Butyronitrile: Merging Retro-hydrocyanation with Cross-Coupling

Yu, Peng,Morandi, Bill

supporting information, p. 15693 - 15697 (2017/12/02)

We describe a nickel-catalyzed cyanation reaction of aryl (pseudo)halides that employs butyronitrile as a cyanating reagent instead of highly toxic cyanide salts. A dual catalytic cycle merging retro-hydrocyanation and cross-coupling enables the conversion of a broad array of aryl chlorides and aryl/vinyl triflates into their corresponding nitriles. This new reaction provides a strategically distinct approach to the safe preparation of aryl cyanides, which are essential compounds in agrochemistry and medicinal chemistry.

Efficient synthesis of biscarbazoles by palladium-catalyzed twofold C-N coupling and C-H activation reactions

Hung, Tran Quang,Thang, Ngo Ngoc,Hoang, Do Huy,Dang, Tuan Thanh,Villinger, Alexander,Langer, Peter

supporting information, p. 2596 - 2605 (2014/04/17)

A new and efficient strategy for the synthesis of 3,9′- and 2,9′-biscarbazoles was developed. Our strategy relies on the cyclization of 1,1′-biphenyl-2,2′-diyl bis(trifluoromethanesulfonate) with 4- or 3-anisidine, transformation of the methoxy to a triflate group and subsequent oxidative Pd-catalyzed cyclization with various anilines. This journal is the Partner Organisations 2014.

Phosphine-oxazoline ligands with an axial-unfixed biphenyl backbone: the effects of the substituent at oxazoline ring and P phenyl ring on Pd-catalyzed asymmetric allylic alkylation

Tian, Fengtao,Yao, Dongmei,Zhang, Yong Jian,Zhang, Wanbin

experimental part, p. 9609 - 9615 (2010/02/27)

A novel kind of chiral phosphine-oxazoline ligands 3 with an axial-unfixed biphenyl backbone bearing different substituent on oxazoline ring and P phenyl ring was prepared. These ligands exist as a mixture of two diastereomers in equilibrium in solution.

A novel axially chiral phosphine-oxazoline ligand with an axis-unfixed biphenyl backbone: Preparation, complexation, and application in an asymmetric catalytic reaction

Zhang, Wanbin,Xie, Fang,Yoshinaga, Hidefumi,Kida, Toshiyuki,Nakatsuji, Yohji,Ikeda, Isao

, p. 1185 - 1188 (2007/10/03)

A novel chiral phosphine-oxazoline ligand 3 with an axis-unfixed biphenyl backbone was prepared. This ligand existed as a mixture of two diastereomers in equilibrium in solution. However, when it was coordinated with palladium(II), only one of the two kin

General synthetic route to chiral flexible biphenylphosphine ligands: The use of a chiral additive enables the preparation and observation of metal complexes incorporating the enantiopure form

Mikami, Koichi,Aikawa, Kohsuke,Korenaga, Toshinobu

, p. 243 - 245 (2007/10/03)

equation presented The enantio-and diastereomerically pure metal complex of a chirally flexible BIPHEP ligand is obtained through enantiomer-selective coordination of a BIPHEP-Ru complex with enantiopure 3,3′-dimethyldiaminobinaphthyl, DM-DBN, followed by

Highly enantioselective hydroformylation of olefins catalyzed by rhodium(I) complexes of new chiral phosphine-phosphite ligands

Nozaki, Kyoko,Sakai, Nozomu,Nanno, Tetsuo,Higashijima, Takanori,Mano, Satoshi,Horiuchi, Toshihide,Takaya, Hidemasa

, p. 4413 - 4423 (2007/10/03)

A new chiral phosphine-phosphite ligand, (R)-2-(diphenylphosphino)- 1,1'-binaphthalen-2'-yl (S)-1,1'-binaphthalene-2,2'-diyl phosphite [(R,S)- BINAPHOS, (R,S)-2a], was synthesized. Its Rh(I) complex was prepared, and its structure has been characterized by 1H and 31P NMR spectroscopy. Using Rh(I) complexes of (R,S)-2a and its enantiomer, highly enantioselective hydroformylation of styrene has been performed (94% ee, iso/normal = 88/12). The catalyst system was also effective for a variety of other olefins. Some other phosphine-phosphite ligands bearing 1,1'-binaphthyl and biphenyl backbones, such as (S)-3,3'-dichloro-6-(diphenylphosphino)-2,2',4,4'- tetramethylbiphenyl-6'-yl (R)-1,1'-binaphthalene-2,2'-diyl phosphite [(S,R)- BIPHEMPHOS. (S,R)-5a], (R,R)-2a, (R,S)-2b, (R)-2c, and (R)-5b, were tested for asymmetric hydroformylation. The results indicate that the sense of enantioface selection for the prochiral olefins is mainly determined by the absolute configuration of the phosphine site, for example, the (R)-2- (diphenylphosphino)-1,1'-binaphthalen-2'-yl group in (R,S)-2a. The relative configurations of the two biaryl groups in the phosphine-phosphites play crucial roles in the degree of the enantioselectivities, that is, the (R,S)- isomer generally gives products in high ee's and the (R*,R*)-isomer does in low ee's. Treatment of Rh(acac)[(R,S)-2a] with a 1:1 mixture of carbon monoxide and hydrogen gave a hydridorhodium complex. RhH-(CO)2[(R,S)-2a], as a single species. Trigonal bipyramidal structure is suggested for this complex, in which the hydride and the phosphite moiety are located at the apical positions and the phosphine and the two carbonyls occupy the equatorial positions. The interchange of the phosphine and the phosphite sites with each other through rapid pseudorotations has not been observed in RhH(CO)2[(R,S)-2a]. The structural deviations of the monohydride complexes from an ideal trigonal bipyramid seem to be larger in (R*,R*)-isomers than in the corresponding (R*,S*)-isomers. The existence of only one active species involved in the Rh(1)-(R,S)-2a-catalyzed hydroformylation has been manifested by the plot of ln([R]/[S]) of the hydroformylation product vs the reciprocals of the reaction temperatures. The higher thermodynamic stability of Rh(acac)[(R,S)-2a] than its diastereomer Rh(acac)[(R,R)-2a] is demonstrated in relation to the restricted configuration of (R)-2c to (R,S)- 2c in its complex formation with Rh(1).

Synthesis of New Chiral Phosphinephosphites Having 2-Diphenylphosphinobiphenyl-2'-yl Backbone and Their Use in Rh(I)-Catalyzed Asymmetric Hydroformylations

Higashizima, Takanori,Sakai, Nozomu,Nozaki, Kyoko,Takaya, Hidemasa

, p. 2023 - 2026 (2007/10/02)

New chiral phosphinephosphites (R)-(5,5'-dichloro-2-diphenylphosphino-4,4',6,6'-tetramethylbiphenyl-2'-yl)(S)-1,1'-binaphthalen-2,2'-diyl)phosphite and its enantiomer (S,R)-BIPHEMPHOS have been synthesized from 5,5'-dichloro-4,4',6,6'-tetramethyl-2,2'-biphenyldiol in enantiomerically pure form.Their Rh(I) complexes have been shown to be highly efficient catalysts for asymmetric hydroformylations of a variety of olefinic substrates.The corresponding phosphinephosphites derived from 2,2'-biphenyldiol were also tested as ligands for asymmetric hydroformylation.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 17763-95-0