73048-42-7

Basic information

• Product Name: 2-(quinolin-8-yl)ethanol
• Synonyms: 2-(quinolin-8-yl)ethanol;8-Quinolineethanol
• CAS NO: 73048-42-7
• Molecular Formula: C11H11 N O
• Molecular Weight: 173.21
• Mol File: 73048-42-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(quinolin-8-yl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(quinolin-8-yl)ethanol(73048-42-7)
• EPA Substance Registry System: 2-(quinolin-8-yl)ethanol(73048-42-7)

Safety Data

• Hazardous Substances Data: 73048-42-7(Hazardous Substances Data)

Usage

General Description

2-(quinolin-8-yl)ethanol, also known as quinaldine or 2-Quinolinylethanol, is an aromatic ethanol derivative with the chemical formula C11H11NO. It is a colorless to yellow liquid at room temperature and is commonly used as a ligand in coordination chemistry and as a building block in organic synthesis. Quinaldine is also used as a corrosion inhibitor in oil refineries and as an intermediate in the production of dyes, antioxidants, pharmaceuticals, and other chemicals. It is known to have moderate acute toxicity and can irritate the skin and eyes upon contact, so proper handling and storage practices are necessary when working with this chemical.

Upstream product

• 75-21-8 oxirane 
• 16567-18-3 8-bromoquinoline 
• 615-36-1 2-bromoaniline 
• 85-48-3 8-quinolinesulfonic acid 

Relevant articles and documents

Smiles-type free radical rearrangement of aromatic sulfonates and sulfonamides: Syntheses of arylethanols and arylethylamines

Smiles-type free radical rearrangements of arenesulfonates and arenesulfonamides are exploited for synthetic purposes. 4-Substituted benzenesulfonates cause Smiles-type rearrangement only when substituted by an electron withdrawing group. Therefore, ipso-sttack by an alkyl radical on arenesulfonates takes place in an electrophilic manner. Arenesulfonamides rearrange only when the amide nitrogen is substituted by an alkoxycarbonyl group, due to the electron withdrawing nature of this group. Sulfonates and the N-ethoxycarbonylsulfonamide derivatives of naphthalene, quinoline, and thiophene cause more rearrangement and show synthetic utility. Aromatic amino acid analogues were synthesized by Smiles-type rearrangement with moderate yields. The radical Smiles-type rearrangement of sulfonate and sulfonamide derivatives can be a useful synthetic route when we understand the electronic character of these reactions.