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1-CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PENTENE, also known as (E)-1-Pentene-1,2-diboronic acid bis(pinacol) ester, is an alkenyl boronate ester characterized by its unique chemical structure and stability. It is known for its air and chromatography stability, making it a valuable compound in the field of organic chemistry.

307531-75-5

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307531-75-5 Usage

Uses

1. Used in Organic Synthesis:
1-CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PENTENE is used as a reactant in the stereoselective synthesis of γ-boryl substituted homoallylic alcohols. This is achieved by reacting with aromatic aldehydes via a Ru-catalyzed double bond transposition reaction, which is crucial for the development of complex organic molecules with specific stereochemistry.
2. Used in Suzuki-Miyaura Cross-Coupling Reaction:
In the field of organic chemistry, 1-CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PENTENE serves as a valuable component in the Suzuki-Miyaura cross-coupling reaction. This reaction is a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of biologically active compounds and pharmaceuticals.
3. Used in the Pharmaceutical Industry:
1-CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PENTENE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it an attractive candidate for the development of new drugs with potential therapeutic applications.
4. Used in the Chemical Industry:
In the chemical industry, 1-CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PENTENE is utilized as a building block for the synthesis of various specialty chemicals, including advanced materials and fine chemicals with specific properties and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 307531-75-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,7,5,3 and 1 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 307531-75:
(8*3)+(7*0)+(6*7)+(5*5)+(4*3)+(3*1)+(2*7)+(1*5)=125
125 % 10 = 5
So 307531-75-5 is a valid CAS Registry Number.

307531-75-5 Well-known Company Product Price

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  • Alfa Aesar

  • (L19648)  (E)-1-Pentene-1,2-diboronic acid bis(pinacol) ester, 98%   

  • 307531-75-5

  • 1g

  • 534.0CNY

  • Detail
  • Alfa Aesar

  • (L19648)  (E)-1-Pentene-1,2-diboronic acid bis(pinacol) ester, 98%   

  • 307531-75-5

  • 5g

  • 2225.0CNY

  • Detail
  • Aldrich

  • (529907)  (E)-1-Pentene-1,2-diboronicacidbis(pinacol)ester  

  • 307531-75-5

  • 529907-1G

  • 507.78CNY

  • Detail

307531-75-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4,5,5-tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane

1.2 Other means of identification

Product number -
Other names 1-cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentene

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:307531-75-5 SDS

307531-75-5Downstream Products

307531-75-5Relevant academic research and scientific papers

Synthesis of γ-Boryl-Substituted Homoallylic Alcohols with anti Stereochemistry Based on a Double-Bond Transposition

Miura, Tomoya,Nakahashi, Junki,Sasatsu, Takanori,Murakami, Masahiro

, p. 1138 - 1142 (2019)

The stereoselective synthesis of anti isomers of γ-boryl-substituted homoallylic alcohols is disclosed. (E)-1,2-Di(boryl)alk-1-enes undergo Ru-catalyzed double-bond transposition with control of the geometry. The in situ generated (E)-1,2-di(boryl)alk-2-enes add to aldehydes in a stereospecific manner. The alkenylboron group within the product is amenable to a variety of synthetic derivatizations.

Base-catalyzed diborylation of alkynes: synthesis and applications of cis-1,2-bis(boryl)alkenes

Kuang, Zhijie,Gao, Guoliang,Song, Qiuling

, p. 62 - 66 (2018/09/27)

An efficient, transition-metal free, and practical approach to cis-bis(boryl)alkenes from various alkynes was disclosed in the presence of a catalytic amount of K2CO3 under mild conditions. Meanwhile, tetrasubstituted alkenes and phenanthrene derivatives were readily constructed from the target diborylalkenes via Suzuki-Miyaura cross coupling.

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