61995-52-6

Basic information

• Product Name: 1-ACETYL-5-BROMOINDOLE
• Synonyms: 1-ACETYL-5-BROMOINDOLE;1-ACETYL-5-BROMO-1H-INDOLE;1-(5-broMo-1H-indol-1-yl)ethan-1-one
• CAS NO: 61995-52-6
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.08
• EINECS: 200-258-5
• Product Categories: Indoles and derivatives
• Mol File: 61995-52-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 320 °C at 760 mmHg
• Flash Point: 147.3 °C
• Appearance: /Solid
• Density: 1.52 g/cm³
• Vapor Pressure: 0.000327mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-ACETYL-5-BROMOINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYL-5-BROMOINDOLE(61995-52-6)
• EPA Substance Registry System: 1-ACETYL-5-BROMOINDOLE(61995-52-6)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 61995-52-6(Hazardous Substances Data)

Usage

General Description

1-Acetyl-5-bromoindole, also known as 5-bromoindole-1-acetate, is a chemical compound with the molecular formula C10H9BrNO. It is a derivative of indole, a heterocyclic aromatic organic compound. 1-Acetyl-5-bromoindole is commonly used in organic synthesis and pharmaceutical research, as it serves as a versatile building block for the synthesis of various bioactive compounds and pharmaceuticals. Its bromo and acetyl functional groups make it a valuable intermediate in the production of pharmaceutical drugs and biologically active molecules. Additionally, the bromo substituent in 1-Acetyl-5-bromoindole makes it useful in cross-coupling reactions and other organic transformations, making it a valuable tool in the development of new chemical entities and drug candidates.

InChI:InChI=1/C10H8BrNO/c1-7(13)12-5-4-8-6-9(11)2-3-10(8)12/h2-6H,1H3

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 108-05-4 vinyl acetate 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 

Downstream Products

• 1038998-08-1 1-(5-bromo-2-phenyl-1H-indol-1-yl)ethan-1-one 
• 54470-20-1 C₁₆H₁₂BrNO 
• 111083-49-9 1-(5-vinyl-1H-indol-1-yl)ethanone 
• 766535-96-0 1-acetyl-1H-indole-5-carbonitrile 
• 1512868-94-8 1-(5-(2-hydroxypropyl)-1H-indol-1-yl)ethanone 
• 1403485-77-7 ethyl 3-(1-acetyl-5-bromo-1H-indol-2-yl)propanoate 
• 443311-42-0 C₁₂H₁₄NO₄P 
• 37488-95-2 dimethyl 1H-indol-5-ylphosphonate 
• 576-15-8 N-acetylindole 
• 2050-23-9 diethyl suberate 
• 1365610-78-1 ethyl 4-(1-acetyl-1H-indol-5-yl)butanoate 
• 105-54-4 butanoic acid ethyl ester 

Relevant articles and documents

Na 2 CO 3-Catalyzed N-Acylation of Indoles with Alkenyl Carboxylates

The N-acylation of indoles has been accomplished via inorganic base catalysis. It provided an efficient and simple catalysis system for the preparation of N-acylindoles with alkenyl carboxylates as acylating agents. A broad variety of indoles undergo the smooth N-acylation using Na 2 CO 3 as catalyst in MeCN at 120? °C to give the corresponding N-acylindoles in good to excellent yields.

Lewis Acid and Fluoroalcohol Mediated Nucleophilic Addition to the C2 Position of Indoles

Indole readily undergoes nucleophilic substitution at the C3 site, and many indole derivatives have been functionalized using this property. Indole also forms indolium, which allows electrophilic addition in acidic conditions, but current examples have been limited to intramolecular reactions. C2 site-selective nucleophilic addition to indole derivatives using fluoroalcohol and a Lewis acid was developed.

A trans diacyloxylation of indoles

A trans diacyloxylation of indoles is accomplished by employing PhI(OAc)2 as the oxidant. A broad range of functional groups are well tolerated. Both the electronic properties of the N-protecting groups of indoles and the acidity of the reaction media play important roles in the selectivity of indole acyloxylation reactions. The Royal Society of Chemistry 2012.