1-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium bromide

Name: 1-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium bromide
Brand: ChemScene
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CAS No. 29636-94-0
Cat. No. CS-0161958
Purity≥95%
MDL No.MFCD00980427

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1-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium bromide|CS-0161958

Structure of 29636-94-0

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General Information

CAS No. 29636-94-0
Cat. No. CS-0161958
Purity ≥95%
MDL No. MFCD00980427
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BrNO
Molecular Weight None
Synonym(s) 3H-Indolium, 1-(2-hydroxyethyl)-2,3,3-trimethyl-, bromide
SMILES CC1(C)C(C)=[N+](CCO)C2=C1C=CC=C2.[Br-]

Description

This indolium salt features a hydroxyethyl side chain enabling enhanced solubility and reactivity. The trimethyl substitution stabilizes the cationic core, while the bromide counterion ensures compatibility with standard synthetic protocols. Designed for use in functionalized dye systems and bioconjugation applications.

Application

1-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium bromide serves as a versatile quaternary ammonium building block for the synthesis of indole-based cationic scaffolds. Its hydroxyl-functionalized side chain enables downstream derivatization via etherification or esterification, while the trimethyl-substituted indolium core provides enhanced stability and solubility in polar solvents. The bromide counterion ensures good reactivity in nucleophilic substitution reactions, facilitating efficient access to functionalized indole derivatives used in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1640-39-7
- 540-51-2
- ~97%
- In-stock
  
  29636-94-0
References
- Elizalde, Luis Ernesto; Ledezma, Raquel; Lopez, Raul G. Synthetic Communications, 2005 , vol. 35, # 4 p. 603 - 610

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

TPSA 23.24
LogP -0.921
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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1-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium bromide

CAS No. 29636-94-0

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