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CAS

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919119-72-5

1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is a chemical compound that is commonly used in organic synthesis. It is a derivative of 1H-indole, which is a heterocyclic compound that is widely used as a building block in the synthesis of pharmaceuticals, agrochemicals, and functional materials. The presence of two 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl groups in this compound makes it useful as a reagent for cross-coupling reactions, particularly in palladium-catalyzed reactions. 1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is a versatile and valuable building block in organic chemistry due to its reactivity and ability to participate in a wide range of synthetic transformations.

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  • 919119-72-5 Structure

  • Basic information

    1. Product Name: 1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    2. Synonyms:
    3. CAS NO:919119-72-5
    4. Molecular Formula: C20H29B2NO4
    5. Molecular Weight: 369.077
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 919119-72-5.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(919119-72-5)
    11. EPA Substance Registry System: 1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(919119-72-5)

  • Safety Data

    1. Hazard Codes: N/A
    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: 919119-72-5(Hazardous Substances Data)

919119-72-5 Usage

Uses

Used in Pharmaceutical Industry:
1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a building block for the synthesis of pharmaceuticals for its ability to participate in cross-coupling reactions, which allows for the creation of a variety of complex molecules with potential therapeutic properties.
Used in Agrochemical Industry:
1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a building block for the synthesis of agrochemicals for its reactivity in cross-coupling reactions, enabling the development of new compounds with pesticidal or herbicidal activity.
Used in Functional Materials Industry:
1H-Indole, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a building block for the synthesis of functional materials for its versatility in organic chemistry, allowing for the creation of materials with specific properties for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 919119-72-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,9,1,1 and 9 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 919119-72:
(8*9)+(7*1)+(6*9)+(5*1)+(4*1)+(3*9)+(2*7)+(1*2)=185
185 % 10 = 5
So 919119-72-5 is a valid CAS Registry Number.

919119-72-5SDS

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

1.2 Other means of identification

Product number -
Other names -

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 -
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More Details:919119-72-5 SDS

919119-72-5Relevant articles and documents

Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters

Hoque, Md Emdadul,Bisht, Ranjana,Haldar, Chabush,Chattopadhyay, Buddhadeb

supporting information, p. 7745 - 7748 (2017/06/21)

An efficient strategy for the para-selective borylation of aromatic esters is described. For achieving high para-selectivity, a new catalytic system has been developed modifying the core structure of the bipyridine. It has been proposed that the L-shaped ligand is essential to recognize the functionality of the oxygen atom of the ester carbonyl group via noncovalent interaction, which provides an unprecedented controlling factor for para-selective C-H activation/borylation.

Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- and Triborylated Indoles

Shen, Fangyi,Tyagarajan, Sriram,Perera, Damith,Krska, Shane W.,Maligres, Peter E.,Smith, Milton R.,Maleczka, Robert E.

supporting information, p. 1554 - 1557 (2016/05/02)

Bismuth(III) acetate is a safe, inexpensive, and selective facilitator of sequential protodeboronations, which when used in conjunction with Ir-catalyzed borylations allows access to a diversity of borylated indoles. The versatility of combining Ir-catalyzed borylations with Bi(III)-catalyzed protodeboronation is demonstrated by selectively converting 6-fluoroindole into products with Bpin groups at the 4-, 5-, 7-, 2,7-, 4,7-, 3,5-, and 2,4,7-positions and the late-stage functionalization of sumatriptan.

Iridium-catalyzed, silyl-directed borylation of nitrogen-containing heterocycles

Robbins, Daniel W.,Boebel, Timothy A.,Hartwig, John F.

scheme or table, p. 4068 - 4069 (2010/05/01)

Chemical Figure Presented Selective methods for the functionalization of indoles and other nitrogen heterocycles would provide access to the core structures of many natural products and pharmaceuticals. Although there are many methods and strategies for the synthesis of substituted indoles or functionalization of the azole ring, strategies for the selective functionalization of the benzo-fused portion of the indole skeleton, particularly the 7-position, are less common. We report a one-pot, iridium-catalyzed, silyl-directed C-H borylation of indoles at the 7-position. This process occurs in high yield with a variety of substituted indoles, and conversions of the 7-borylindole products to 7-aryl-, 7-cinnamyl-, and 7-haloindoles are demonstrated. The lr-catalyzed, silyl-directed C-H borylation also occurs with several other nitrogen heterocycles, including carbazole, phenothiazines, and tetrahydroquinoline. The utility of this methodology is highlighted by the one-pot synthesis of a member of the pyrrolophenanthrldone class of alkaloid natural products. Copyright

Ir-catalyzed functionalization of 2-substituted indoles at the 7-position: Nitrogen-directed aromatic borylation

Paul, Sulagna,Chotana, Ghayoor A.,Holmes, Daniel,Reichle, Rebecca C.,Maleczka Jr., Robert E.,Smith III, Milton R.

, p. 15552 - 15553 (2007/10/03)

Ir-catalyzed borylation of 2-substituted indoles selectively yields 7-borylated products in good yields. N-Protection, required for previous functionalizations of 2-substituted indoles, is unnecessary. Copyright

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