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  2. 6-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

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Brc1cnc(nc1)C
Pyrimidine, 5-bromo-2-methyl-
CCCP1(=O)OP(=O)(CCC)OP(=O)(O1)CCC
1,3,5,2,4,6-Trioxatriphosphorinane, 2,4,6-tripropyl-, 2,4,6-trioxide
CC1(C)OB(OC1(C)C)B1OC(C(O1)(C)C)(C)C
2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl-
O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.[Pd].[Pd]
Tris(dibenzylideneacetone)dipalladium
C1CCC(CC1)P(C1CCCCC1)C1CCCCC1.Cc1cc(C)c(c(c1)C)N1CCN(C1=[Ru](=Cc1ccccc1)(Cl)Cl)c1c(C)cc(cc1C)C
Ruthenium,[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-, (SP-5-41)-

6-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

Clc1ccc2c(c1)[nH]c(c2)B1OC(C(O1)(C)C)(C)C Request for Quotation
Chemical Name: 6-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
CAS Number: 912331-84-1
Product Number: AG003N5B(AGN-PC-09PZM6)
Synonyms:
MDL No:
Molecular Formula: C14H17BClNO2
Molecular Weight: 277.5543

Identification/Properties

Properties
Storage:
-10 ℃;
Form:
Solid
Computed Properties
Molecular Weight:
277.555g/mol
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
2
Rotatable Bond Count:
1
Exact Mass:
277.104g/mol
Monoisotopic Mass:
277.104g/mol
Topological Polar Surface Area:
34.2A^2
Heavy Atom Count:
19
Formal Charge:
0
Complexity:
347
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information

GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H317-H319
Precautionary Statements:
P280-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum

Other Analytical Data

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Chemical Structure


6-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is a valuable compound widely used in chemical synthesis. This compound serves as a key building block in the synthesis of various pharmaceuticals, agrochemicals, and materials due to its versatile reactivity and structural properties. In chemical synthesis, 6-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is commonly employed as a highly selective and efficient reagent for Suzuki-Miyaura cross-coupling reactions. This palladium-catalyzed cross-coupling reaction allows for the formation of carbon-carbon bonds between an aryl or vinyl halide and an aryl or alkenyl boronate compound. The resulting products are valuable intermediates in the synthesis of complex organic molecules.Furthermore, this indole derivative is also utilized in other synthetic transformations such as halogenation, alkylation, and cyclization reactions. Its unique structural features, including the chloro and boronate functionalities, enable precise control over regioselectivity and stereochemistry in various synthetic pathways.Overall, 6-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole plays a crucial role in expanding the synthetic toolbox for chemists, offering a practical and efficient way to access diverse chemical structures with broad applications in medicinal chemistry, material science, and agrochemical development.