1-Benzyl-5-bromo-1H-indole

Name: 1-Benzyl-5-bromo-1H-indole
Brand: ChemScene
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CAS No. 10075-51-1
Cat. No. CS-0034510
Purity≥98%
MDL No.MFCD04337704

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 10075-51-1

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Description

1-Benzyl-5-bromo-1H-indole features a bromine atom at the 5-position of the indole ring, enabling facile functionalization in cross-coupling reactions. The benzyl group enhances solubility and stability, while the electron-deficient aromatic system supports efficient transition metal catalysis. This compound serves as a key intermediate in synthesizing biologically active indole derivatives.

Application

1-Benzyl-5-bromo-1H-indole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and electron-rich indole core. The benzyl group enhances solubility and stability, facilitating purification and handling. It functions effectively in Suzuki-Miyaura and Stille couplings, providing access to substituted indole scaffolds commonly found in bioactive molecules.

General Information

CAS No. 10075-51-1
Cat. No. CS-0034510
Purity ≥98%
MDL No. MFCD04337704
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₂BrN
Molecular Weight 286.17
Synonym(s) 1-Benzyl-5-bromoindole; N-Benzyl-5-bromoindole; NSC 143237
SMILES BrC1=CC2=C(N(CC3=CC=CC=C3)C=C2)C=C1

Computational Chemistry Data

TPSA 4.93
LogP 4.4521
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P280-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Benzyl-5-bromo-1H-indole

CAS No. 10075-51-1

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