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274-07-7

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274-07-7 Usage

Chemical Properties

CATECHOLBORANE is clear colorless solution

Uses

Different sources of media describe the Uses of 274-07-7 differently. You can refer to the following data:
1. CATECHOLBORANE is used in the transition metal catalyzed hydroboration of alkenes.1,2,3
2. Catecholborane is used to prepare B-alkylcatecholboranes. It finds application for the preparation of amides and macrocyclic lactams from carboxylic acids. It is used as a stereoselective reducing agent to convert beta-hydroxy ketones to syn 1,3-diols. Further, it reacts with alkyne through hydroboration to form trans vinyl borane, which is a precursor to Suzuki reaction.

Purification Methods

It is a moisture-sensitive flammable liquid which is purified by distillation in a vacuum under a N2 atmosphere and stored under N2 at 0-4o. It liberates H2 when added to H2O or MeOH. A solution in THF, after 25hours at 25o, has residual hydride of 95% (under N2) and 80% (under air) [Brown & Gupta J Am Chem Soc 97 5249 1975].

Check Digit Verification of cas no

The CAS Registry Mumber 274-07-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,7 and 4 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 274-07:
(5*2)+(4*7)+(3*4)+(2*0)+(1*7)=57
57 % 10 = 7
So 274-07-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H5BO2/c1-2-4-6-5(3-1)8-7-9-6/h1-4,7H

274-07-7 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • Alfa Aesar

  • (H30234)  Catecholborane, 50% w/w in toluene (98% dry wt.)   

  • 274-07-7

  • 25g

  • 1216.0CNY

  • Detail
  • Alfa Aesar

  • (H30234)  Catecholborane, 50% w/w in toluene (98% dry wt.)   

  • 274-07-7

  • 100g

  • 4316.0CNY

  • Detail
  • Alfa Aesar

  • (L14998)  Catecholborane, 97%   

  • 274-07-7

  • 5g

  • 827.0CNY

  • Detail
  • Alfa Aesar

  • (L14998)  Catecholborane, 97%   

  • 274-07-7

  • 25g

  • 1777.0CNY

  • Detail
  • Aldrich

  • (225762)  Catecholboranesolution  1.0 M in THF

  • 274-07-7

  • 225762-100ML

  • 1,006.20CNY

  • Detail
  • Aldrich

  • (225762)  Catecholboranesolution  1.0 M in THF

  • 274-07-7

  • 225762-800ML

  • 5,596.11CNY

  • Detail

274-07-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3,2λ<sup>2</sup>-benzodioxaborole

1.2 Other means of identification

Product number -
Other names catecholborane

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:274-07-7 SDS

274-07-7Relevant articles and documents

Boryl-dihydrideborate osmium complexes: Preparation, structure, and dynamic behavior in solution

Esteruelas, Miguel A.,López, Ana M.,Mora, Malka,O?ate, Enrique

, p. 941 - 946 (2015)

The metal fragment Os(CO)(PiPr3)2 stabilizes boryl-dihydrideborate species, which can be viewed as snapshots of states of B-H oxidative addition of a R2BH molecule and frustrated B-H bond activation of a second one. Complex OsH2(η2-CH2=CHEt)(CO)(PiPr3)2 (2) shows a tendency to dissociate the olefin. The resulting dihydride OsH2(CO)(PiPr3)2 (3) rapidly coordinates catecholborane (HBcat) and pinacolborane (HBpin) to give the corresponding σ-borane derivatives OsH2(η2-HBR2)(CO)(PiPr3)2 (BR2 = Bcat (4), Bpin (5)). Complex 4 reacts with a second molecule of HBcat to release H2 and to afford the octahedral boryl dihydride borate derivative Os(Bcat)(κ2-H2Bcat)(CO)(PiPr3)2 (6), which undergoes a thermally activated Bcat site exchange process in solution. Borane displaces catecholborane from the dihydride-borate of 6 to generate the boryl-tetrahydrideborate Os(Bcat)(κ2-H2BH2)(CO)(PiPr3)2 (7). This compound and the Bpin counterpart Os(Bpin)(κ2-H2BH2)(CO)(PiPr3)2 (8) have also been prepared by reaction of the corresponding Os(BR2)Cl(CO)(PiPr3)2 with Na[BH4].

Kinetics of the reduction of pinacolone by borane-dimethyl sulfide and catecholborane in THF

Eckhardt, Conrad,Jockel, Holger,Schmidt, Reinhard

, p. 2155 - 2162 (1999)

The kinetics of the reduction of the ketone, pinacolone by borane-dimethyl sulfide and catecholborane have been investigated in tetrahydrofuran. Both overall reactions are composed of several subsequent and in part competing reactions. The use of commerci

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May,S.W. et al.

, p. 2017 - 2024 (1977)

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Trans -2 - substituted cycloalkyl three fluoro potassium borate synthesis method (by machine translation)

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Paragraph 0022, (2019/04/04)

The invention discloses trans - 2 - substituted cyclohexyl three fluoro potassium borate synthesis method, which belongs to the field of organic synthesis. From the cyclic ketone starting curing and reagent or lithium reagent addition subsequently dehydrated and gets substituted alkenes, subsequently with the catechol borane or after aminol borane addition reaction, fluorine hydride potassium direct quenching treatment to obtain trans - 2 - substituted cyclohexyl three fluoro potassium borate, the catechol borane to obtain the racemate product, [...] photoinitiators enantiomerically pure product. The method has low cost, convenient source of raw materials, the operation is simple, and has industrial amplifying of the prospect. (by machine translation)

PYRIDO[4,3-B]INDOLE AND PYRIDO[3,4-B]INDOLE DERIVATIVES AND METHODS OF USE

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Page/Page column 101, (2011/09/19)

This disclosure is directed to pyrido[4,3-b]indole and pyrido [3,4-b] indole derivatives. Pharmaceutical compositions comprising the compounds are also provided, as are methods of using the compounds in a variety of therapeutic applications, including the treatment of a cognitive disorder, psychotic disorder, neurotransmitter-mediated disorder and/or a neuronal disorder.

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