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122-56-5

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122-56-5 Usage

Chemical Properties

Colorless pyrophoric fluid. Insoluble in water; soluble in most organic solvents.

Uses

Different sources of media describe the Uses of 122-56-5 differently. You can refer to the following data:
1. Petrochemical industry, organic reactions, catalyst.
2. Tributylborane is a reducing agent used in the controlled radical polymerization of alkyl acrylates.

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 427, 1986 DOI: 10.1021/jo00354a002Tetrahedron Letters, 26, p. 4311, 1985 DOI: 10.1016/S0040-4039(00)98721-5

Hazard

Flammable, dangerous fire risk, store and use in inert atmosphere, ignites spontaneously in air.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. A very dangerous fire hazard when exposed to heat or flame; can ignite spontaneously. When heated to decomposition it emits acrid smoke and irritating fumes. See also BORANES.

Check Digit Verification of cas no

The CAS Registry Mumber 122-56-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 2 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 122-56:
(5*1)+(4*2)+(3*2)+(2*5)+(1*6)=35
35 % 10 = 5
So 122-56-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H27B/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3

122-56-5 Well-known Company Product Price

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

  • (H32518)  Tri-n-butylborane, 1M soln. in THF   

  • 122-56-5

  • 100ml

  • 1904.0CNY

  • Detail
  • Alfa Aesar

  • (H32518)  Tri-n-butylborane, 1M soln. in THF   

  • 122-56-5

  • 500ml

  • 5227.0CNY

  • Detail
  • Alfa Aesar

  • (33533)  Tri-n-butylborane, 98%   

  • 122-56-5

  • 5g

  • 122.0CNY

  • Detail
  • Alfa Aesar

  • (33533)  Tri-n-butylborane, 98%   

  • 122-56-5

  • 10g

  • 213.0CNY

  • Detail
  • Alfa Aesar

  • (33533)  Tri-n-butylborane, 98%   

  • 122-56-5

  • 25g

  • 440.0CNY

  • Detail
  • Aldrich

  • (179906)  Tributylboranesolution  1.0 M in THF

  • 122-56-5

  • 179906-100ML

  • 2,347.02CNY

  • Detail

122-56-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Tributylborane

1.2 Other means of identification

Product number -
Other names TBB Tributylboron

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:122-56-5 SDS

122-56-5Relevant articles and documents

McCusker et al.

, p. 5192 (1957)

-

Mikhailov et al.

, (1978)

-

Smith, Keith,Swaminathan, Kalyanaraman

, (1976)

Trialkylborane-Mediated Multicomponent Reaction for the Diastereoselective Synthesis of Anti-δ,δ-Disubstituted Homoallylic Alcohols

Horino, Yoshikazu,Murakami, Miki,Aimono, Ataru,Lee, Jun Hee,Abe, Hitoshi

supporting information, p. 476 - 480 (2019/01/14)

The trialkylborane/O2-mediated reaction of propargyl acetates having a tributylstannyl group at an alkyne terminus with aldehydes in a THF-H2O solvent system gave anti-δ,δ-disubstituted homoallylic alcohols with good to high diastereoselectivity. Intriguingly, two alkyl groups derived from trialkylborane were embedded into the reaction product. The trialkylborane plays a key role not only as a radical initiator but also as a source of alkyl radicals.

Controlled radical polymerization of alkyl acrylates in the presence of the tri-n-butylborane–p-quinone system

Ludin,Kuznetsova, Yu. L.,Grishin,Kuropatov,Zaitsev

, p. 1859 - 1866 (2017/03/22)

The reactivities of different p-quinones in the radical polymerization of methyl and tert-butyl acrylates were studied. The inhibitory effect of p-quinones decreases witn an increase in the volume and number of substituents. The radical polymerization of alkyl acrylates in the presence of tri-n-butylborane and p-quinones proceeds without gel effect by the “living” polymerization mechanism. UV spectroscopy showed that the reaction between the growth radical and p-quinone proceeds with different regioselectivity and depends on the nature of the latter. The obtained polyacrylates possess the capability of reinitiating polymerization. The reinitiation mechanism was studied by mass spectrometry (MALDI-TOF) and ESR spectroscopy. Gel permeation chromatography showed that, depending on the nature of p-quinone, macroinitiator polymers exhibit different activity in post-polymerization.

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