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Indole-7-boronic acid pinacol ester is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 642494-37-9 Structure
  • Basic information

    1. Product Name: Indole-7-boronic acid pinacol ester
    2. Synonyms: 1H-INDOL-7-YLBORONIC ACID PINACOL ESTER;7-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE;INDOLE-7-BORONIC ACID PINACOL ESTER;1H-Indole-7-boronic acid, pinacol ester;REF DUPL: Indole-7-boronic acid pinacol ester;7-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole;1H-Indole, 7-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 2-(1H-Indol-7-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    3. CAS NO:642494-37-9
    4. Molecular Formula: C14H18BNO2
    5. Molecular Weight: 243.11
    6. EINECS: N/A
    7. Product Categories: Boronic ester;Indole;Organoborons
    8. Mol File: 642494-37-9.mol
  • Chemical Properties

    1. Melting Point: 94-96 °C
    2. Boiling Point: 396 °C at 760 mmHg
    3. Flash Point: 193.3 °C
    4. Appearance: /
    5. Density: 1.11 g/cm3
    6. Vapor Pressure: 4.03E-06mmHg at 25°C
    7. Refractive Index: 1.562
    8. Storage Temp.: Keep Cold
    9. Solubility: N/A
    10. PKA: 17.01±0.30(Predicted)
    11. CAS DataBase Reference: Indole-7-boronic acid pinacol ester(CAS DataBase Reference)
    12. NIST Chemistry Reference: Indole-7-boronic acid pinacol ester(642494-37-9)
    13. EPA Substance Registry System: Indole-7-boronic acid pinacol ester(642494-37-9)
  • Safety Data

    1. Hazard Codes: Xi
    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: 642494-37-9(Hazardous Substances Data)

642494-37-9 Usage

Uses

Indole-7-boronic acid, pinacol ester

Check Digit Verification of cas no

The CAS Registry Mumber 642494-37-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,4,2,4,9 and 4 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 642494-37:
(8*6)+(7*4)+(6*2)+(5*4)+(4*9)+(3*4)+(2*3)+(1*7)=169
169 % 10 = 9
So 642494-37-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)11-7-5-6-10-8-9-16-12(10)11/h5-9,16H,1-4H3

642494-37-9SDS

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 7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

1.2 Other means of identification

Product number -
Other names 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

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:642494-37-9 SDS

642494-37-9Relevant articles and documents

Suzuki–Miyaura Cross-Coupling Reactions of Tetrahydroxanthones and 4-Chromanone Lactones to Heteromeric Biaryls

Geiger, Larissa,Nieger, Martin,Br?se, Stefan

, p. 3421 - 3427 (2017)

We are reporting on a Suzuki–Miyaura cross-coupling study of a tetrahydroxanthone model system with different boronic acids, pinacolboranes, and halides to afford heteromeric biaryls. We transferred these reaction conditions to the Suzuki–Miyaura cross-coupling reactions of 4-chromanone lactones. We thereby obtained complex building blocks offering a convenient starting point for further transformations towards various natural products with the tetrahydroxanthone structural motif. (Figure presented.).

Visible-light-mediated borylation of aryl and alkyl halides with a palladium complex

Zhao, Jia-Hui,Zhou, Zhao-Zhao,Zhang, Yue,Su, Xuan,Chen, Xi-Meng,Liang, Yong-Min

supporting information, p. 4390 - 4394 (2020/10/20)

Palladium catalyzed visible-light-mediated borylation of inactivated aryl and alkyl halides is reported; the method provided high yields and excellent functional group compatibility. Furthermore, arylsilicates were synthesized selectively using dimethylphenylsilyl boronic ester via changing the reaction conditions. Finally, the possible reaction mechanism is determined through fluorescence quenching and turn on/off experiments.

Preparation method of indole type or aniline type borate

-

Paragraph 0045-0047, (2020/06/17)

The invention discloses a preparation method of indole type or aniline type borate, which comprises the following step: reacting an indole type raw material or aniline type raw material with boron trihalide in an organic solvent under the protection of in

Metal-free directed sp 2-C–H borylation

Lv, Jiahang,Chen, Xiangyang,Xue, Xiao-Song,Zhao, Binlin,Liang, Yong,Wang, Minyan,Jin, Liqun,Yuan, Yu,Han, Ying,Zhao, Yue,Lu, Yi,Zhao, Jing,Sun, Wei-Yin,Houk, Kendall. N.,Shi, Zhuangzhi

, p. 336 - 340 (2019/11/14)

Organoboron reagents are important synthetic intermediates that have a key role in the construction of natural products, pharmaceuticals and organic materials1. The discovery of simpler, milder and more efficient approaches to organoborons can

Acyl-Directed ortho-Borylation of Anilines and C7 Borylation of Indoles using just BBr3

Iqbal, Saqib A.,Cid, Jessica,Procter, Richard J.,Uzelac, Marina,Yuan, Kang,Ingleson, Michael J.

, p. 15381 - 15385 (2019/10/22)

Indoles are privileged heterocycles found in many biologically active pharmaceuticals and natural products. However, the selective functionalization of the benzenoid moiety in indoles in preference to the more reactive pyrrolic unit is a significant challenge. Herein we report that N-acyl directing groups enable the C7-selective C?H borylation of indoles using just BBr3. This transformation shows some functional-group tolerance and notably proceeds with C6 substituted indoles. The directing group can be readily removed in situ and the products isolated as the pinacol boronate esters. Acyl-directed electrophilic borylation can be extended to carbazoles and anilines with excellent ortho selectivity. 4-amino-indoles are amenable to this process, with acyl group installation and directed electrophilic C?H borylation enabling selective formation of C5-BPin-indoles.

ORGANIC LIGHT-EMITTING COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME

-

Paragraph 0186; 0188; 0189; 0224-0227, (2018/08/30)

The present invention relates to an indole-based compound with excellent hole injection and hole transport ability; and to an organic electroluminescent device which includes the compound in one or more layers and thus has increased light emitting efficiency, needs lower driving voltages, and has an extended life span. According to the present invention, the electroluminescent device includes: (i) a positive electrode; (ii) a negative electrode; and (iii) one or more organic layers interposed between the positive electrode and the negative electrode.

2-ARYLAMINO PYRIDINE, PYRIDINE OR TRIAZINE DERIVATIVE, PREPARATION METHOD AND USE THEREOF

-

Paragraph 0332; 0333, (2018/07/29)

The present disclosure relates to 2-arylamino pyridine, pyrimidine, or triazine derivatives, and the preparation method and use thereof. The 2-arylamino pyridine, pyrimidine, or triazine derivatives may act on certain mutated forms of epidermal growth fac

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Taylor, Nicholas J.,Emer, Enrico,Preshlock, Sean,Schedler, Michael,Tredwell, Matthew,Verhoog, Stefan,Mercier, Joel,Genicot, Christophe,Gouverneur, Véronique

supporting information, p. 8267 - 8276 (2017/06/27)

Molecules labeled with fluorine-18 (18F) are used in positron emission tomography to visualize, characterize and measure biological processes in the body. Despite recent advances in the incorporation of 18F onto arenes, the development of general and efficient approaches to label radioligands necessary for drug discovery programs remains a significant task. This full account describes a derisking approach toward the radiosynthesis of heterocyclic positron emission tomography (PET) radioligands using the copper-mediated 18F-fluorination of aryl boron reagents with 18F-fluoride as a model reaction. This approach is based on a study examining how the presence of heterocycles commonly used in drug development affects the efficiency of 18F-fluorination for a representative aryl boron reagent, and on the labeling of more than 50 (hetero)aryl boronic esters. This set of data allows for the application of this derisking strategy to the successful radiosynthesis of seven structurally complex pharmaceutically relevant heterocycle-containing molecules.

Total Syntheses of the Amaryllidaceae Alkaloids Zephycandidine III and Lycosinine A and Their Evaluation as Inhibitors of Acetylcholinesterase

Xu, Xingjun,Kim, Hye-Sun,Chen, Wei-Min,Ma, Xiang,Correy, Galen J.,Banwell, Martin G.,Jackson, Colin J.,Willis, Anthony C.,Carr, Paul D.

, p. 4044 - 4053 (2017/07/28)

The title alkaloids, 1 and 2, have been prepared using cross-coupling chemistries and together with various analogues they have been evaluated for their capacity to inhibit acetylcholinesterase. Contrary to an earlier report, it was found that biaryl 1 is not a significant inhibitor of this enzyme, and neither are any of its congeners, including alkaloid 2.

ORGANIC LIGHT-EMITTING COMPOUND AND ORGANIC ELECTROLUMINESCENT ELEMENT USING THE SAME

-

Paragraph 0039; 0040; 0058; 0059, (2016/10/07)

PROBLEM TO BE SOLVED: To provide an indole-based compound excellent in hole injection, hole transport capability and light-emitting capability and to provide an organic electroluminescent element that includes the compound in an organic layer and is excellent in characteristics such as luminous efficiency, drive voltage, life and the like. SOLUTION: The indole-based compound is represented by the formula as given below and the organic electroluminescent element includes the compound in one or more organic layers. [R1 and R2 are each independently H, D, alkyl or the like; Y3 to Y8 are CR4; R4s are each independently H, D, alkyl, aryl or the like; Z1 to Z6 are each independently N or AR6; AR6A and B are each independently alkylcycloalkyl, aryl, heteroaryl or the like; p and q are each independently an integer of 0 to 3; r and s are each independently an integer of 0 to 5; and r+s≥1] SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

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