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TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID is an organic compound that serves as a versatile reagent in various chemical reactions and synthesis processes. It is characterized by its unique structure, which includes a phenyl group and a boronic acid functional group, making it a valuable intermediate in the preparation of complex organic molecules.

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  • 129423-29-6 Structure
  • Basic information

    1. Product Name: TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID
    2. Synonyms: TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID;(3-Phenylprop-1-en-1-yl)boronic acid;(E)-(3-phenylprop-1-en-1-yl)boronic acid;trans-3-Phenyl-1-propen-1-ylboronic acid >=95%
    3. CAS NO:129423-29-6
    4. Molecular Formula: C9H11BO2
    5. Molecular Weight: 161.99344
    6. EINECS: N/A
    7. Product Categories: blocks;BoronicAcids
    8. Mol File: 129423-29-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 329.152°C at 760 mmHg
    3. Flash Point: 152.866°C
    4. Appearance: /
    5. Density: 1.085g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.542
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 9.63±0.43(Predicted)
    11. CAS DataBase Reference: TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID(CAS DataBase Reference)
    12. NIST Chemistry Reference: TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID(129423-29-6)
    13. EPA Substance Registry System: TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID(129423-29-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 129423-29-6(Hazardous Substances Data)

129423-29-6 Usage

Uses

Used in Pharmaceutical Industry:
TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID is used as a key reactant for the synthesis of various pharmaceutical compounds. Its ability to participate in multiple types of chemical reactions, such as carbonylative arylation, oxidative cross-coupling, and Suzuki-Miyaura coupling, makes it a valuable tool in the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID is used as a building block for the creation of complex organic molecules. Its reactivity in various coupling reactions, such as three-component reductive coupling with alkynes, allows for the efficient construction of diverse molecular structures with potential applications in various industries.
Used in Enantioselective Synthesis:
TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID is also utilized in enantioselective conjugation to vinyl 2-pyridylsulfones, a process that is crucial for the development of chiral compounds with specific biological activities. This application is particularly relevant in the pharmaceutical industry, where the enantiomeric purity of a drug can significantly impact its efficacy and safety.
Overall, TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID is a versatile and valuable compound in the fields of pharmaceuticals, chemical synthesis, and enantioselective chemistry, playing a crucial role in the development of new drugs, materials, and other advanced applications.

Check Digit Verification of cas no

The CAS Registry Mumber 129423-29-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,9,4,2 and 3 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 129423-29:
(8*1)+(7*2)+(6*9)+(5*4)+(4*2)+(3*3)+(2*2)+(1*9)=126
126 % 10 = 6
So 129423-29-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H11BO2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-6,8,11-12H,7H2/b8-4+

129423-29-6 Well-known Company Product Price

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  • Aldrich

  • (642606)  trans-3-Phenyl-1-propen-1-ylboronicacid  ≥95%

  • 129423-29-6

  • 642606-1G

  • 1,093.95CNY

  • Detail
  • Aldrich

  • (642606)  trans-3-Phenyl-1-propen-1-ylboronicacid  ≥95%

  • 129423-29-6

  • 642606-5G

  • 4,024.80CNY

  • Detail

129423-29-6SDS

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 TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID

1.2 Other means of identification

Product number -
Other names trans-3-phenyl-propen-1-ylboronic acid

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:129423-29-6 SDS

129423-29-6Relevant articles and documents

A Tunable Route to Prepare α,β-Unsaturated Esters and α,β-Unsaturated-γ-Keto Esters through Copper-Catalyzed Coupling of Alkenyl Boronic Acids with Phosphorus Ylides

Bi, Hong-Yan,Liu, Feng-Ping,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang

supporting information, p. 1510 - 1516 (2018/03/05)

A tunable strategy to prepare α,β-unsaturated esters and α,β-unsaturated-γ-keto esters in good to excellent yields was developed through copper-catalyzed oxidative coupling of phosphorus ylides with alkenyl boronic acids under mild conditions. The reaction without water afforded α,β-unsaturated esters, ketones, and amides while α,β-unsaturated-γ-keto esters, 1,4-α,β-unsaturated diketones and α,β-unsaturated-γ-keto amides were obtained when using 5.0 equiv. of water. H2O18 labeling experiments showed that water played an important role in the formation of α,β-unsaturated-γ-keto esters. A plausible formation mechanism for α,β-unsaturated esters and α,β-unsaturated-γ-keto esters was proposed based on mechanistic studies. Phosphonium salts could also be used directly as coupling partners instead of phosphorus ylides. The reaction exhibited a broad substrate scope, good functional group tolerance, good regioselectivity, and diverse coupling products. (Figure presented.).

Asymmetric Synthesis of α-Aminoboronic Acid Derivatives by Copper-Catalyzed Enantioselective Hydroamination

Nishikawa, Daiki,Hirano, Koji,Miura, Masahiro

supporting information, p. 15620 - 15623 (2016/01/09)

A copper-catalyzed regio- and enantioselective hydroamination of alkenyl dan boronates (dan =1,8-diaminonaphthyl) with hydrosilanes and hydroxylamines proceeds to deliver the chiral α-aminoboronic acids in good yields with high enantiomeric ratios. The ke

Rhodium(III)-catalyzed cross-coupling of alkenylboronic acids and N -pivaloyloxylamides

Feng, Chao,Loh, Teck-Peng

supporting information, p. 3444 - 3447 (2014/07/21)

Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydrobora

Synthesis and biological evaluation of 6,7-disubstituted 4-aminopyrido[2,3-d]pyrimidines as adenosine kinase inhibitors

Perner, Richard J.,Lee, Chih-Hung,Jiang, Meiqun,Gu, Yu-Gui,DiDomenico, Stanley,Bayburt, Erol K.,Alexander, Karen M.,Kohlhaas, Kathy L.,Jarvis, Michael F.,Kowaluk, Elizabeth L.,Bhagwat, Shripad S.

, p. 2803 - 2807 (2007/10/03)

The synthesis and structure-activity relationship of a series of 6,7-disubstituted 4-aminopyrido[2,3-d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of substituents, primarily aryl, at the C6 and C7 positions of the pyridopyrimidine core were found to yield analogues that are potent inhibitors of adenosine kinase. In contrast to the 5,7-disubstituted and 5,6,7-trisubstituted pyridopyrimidine series, these analogues exhibited only modest potency to inhibit AK in intact cells.

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