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

Basic Information

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CAS Number

837392-62-8

Molecular Formula

C15H20BNO2

Molecular Weight

257.14 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

110-114 °C

Boiling Point

391.3℃ at 760 mmHg

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)N(C=C3)C

InChI

InChI=1S/C15H20BNO2/c1-14(2)15(3,4)19-16(18-14)12-6-7-13-11(10-12)8-9-17(13)5/h6-10H,1-5H3

InChIKey

JQLYKUPEQYNDFF-UHFFFAOYSA-N

LogP

2.4775

Topological Polar Surface Area

23.39 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

342

Safety Information

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Hazard Statement

Synonyms & References

English

(1-METHYL-1H-INDOL-5-YL)BORONIC ACID PINACOL ESTER
BCP32947
AM87226
1-Methyl-5-indoleboronic acid pinacol ester
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
SY014930
1-Methyl-5-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)-1H-indole
AB21975
1-Methylindole-5-boronic acid pinacol ester
A849892
Z2044774134
1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole
MFCD05663865
1-METHYLINDOLE-5-BORONIC ACID,PINACOL ESTER
1-Methyl-5-indolylboronic acid, pinacol ester
1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
SCHEMBL484221
FT-0699039
1-Methyl-1H-indole-5-boronic acid pinacol ester
CS-W021356
EN300-212562
1-Methylindole-5-boronic acid, pinacol ester
837392-62-8
AKOS004114854
1-Methylindole-5-boronic acid pinacol ester, 97%
J-504961
DTXSID80584555
N-methylindole-5-boronic acid pinacol ester
JQLYKUPEQYNDFF-UHFFFAOYSA-N
DS-13512
1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

MDL Number

MFCD05663865

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS: 837392-62-8)?

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is a crystalline solid with a molecular weight of approximately 354.38 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetonitrile. This compound is known for its reactivity, particularly in boronate coupling reactions. It exhibits good stability under normal conditions but should be handled with care due to its chemical nature.

How is 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS: 837392-62-8) typically synthesized?

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is typically synthesized via a boronation reaction of 1-methyl-1H-indole with 4,4,5,5-tetramethyl-2-bora-1,3,2-dioxaborine. The reaction requires a palladium catalyst and a base such as potassium carbonate. The yield is generally good, and the reaction is considered to be a mild and efficient method for the preparation of this compound.

What industries use 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS: 837392-62-8)?

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is primarily used in the pharmaceutical industry for the synthesis of complex organic molecules. It is also utilized in the development of sensors and semiconductors due to its unique chemical properties. This compound's versatility makes it a valuable reagent in the polymer industry for the modification of polymer structures.

What precautions should be taken when handling 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS: 837392-62-8)?

When handling 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place away from strong acids and bases. In case of a spill, it should be cleaned up immediately using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage information.