16768-69-7

Basic information

• Product Name: 1-ethyl-1,2,3,4-tetrahydroquinoline
• Synonyms: 1-ethyl-1,2,3,4-tetrahydroquinoline;Nsc26178;1,2,3,4-Tetrahydro-1-ethylquinoline
• CAS NO: 16768-69-7
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.247
• EINECS: 1312995-182-4
• Mol File: 16768-69-7.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 265.7 °C at 760 mmHg
• Flash Point: 104.7 °C
• Appearance: /
• Density: 0.977 g/cm³
• Vapor Pressure: 0.00901mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-ethyl-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ethyl-1,2,3,4-tetrahydroquinoline(16768-69-7)
• EPA Substance Registry System: 1-ethyl-1,2,3,4-tetrahydroquinoline(16768-69-7)

Safety Data

• Hazardous Substances Data: 16768-69-7(Hazardous Substances Data)

Usage

General Description

1-Ethyl-1,2,3,4-tetrahydroquinoline, also known as CAS Number 635-46-1, is a chemical compound that falls under the classification of Quinolines and Isoquinolines, derivatives thereof. This organic compound appears as a clear, colourless liquid and has a strong, unpleasant odor. It's commonly used in the synthesis of other chemical compounds. The primary hazard associated with this compound is its potential flammability. It should be kept away from open flames or high heat, and appropriate safety precautions should be taken when handling and storing this compound. Precautionary measures must also be taken to avoid inhalation or contact with skin and eyes. Despite these risks, it is widely used in chemical and pharmaceutical research due to its reactivity and versatility.

InChI:InChI=1/C11H15N/c1-2-12-9-5-7-10-6-3-4-8-11(10)12/h3-4,6,8H,2,5,7,9H2,1H3

Upstream product

• 109-64-8 1,3-dibromo-propane 
• 91-66-7 N,N-diethylaniline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 64-19-7 acetic acid 
• 91-22-5 quinoline 
• 108-24-7 acetic anhydride 
• 4169-19-1 1-acetyl-1,2,3,4-tetrahydroquinoline 
• 5344-90-1 2-Aminobenzyl alcohol 
• 64-17-5 ethanol 
• 103-69-5 N-ethyl-N-phenylamine 
• 504-63-2 trimethyleneglycol 
• 553-03-7 3,4-dihydro-2(1H)-quinolone 
• 69788-01-8 1-Ethyl-1,2,3,4-tetrahydro-2(1H)-quinolinone 
• 74-96-4 ethyl bromide 

Downstream Products

• 75535-22-7 1-ethyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde 
• 1598463-81-0 N-(2-(1-ethyl-1,2,3,4-tetrahydroquinolin-6-yl)-2-phenylvinyl)-4-methylbenzenesulfonamide 
• 1598463-82-1 N-(2-(1-ethyl-1,2,3,4-tetrahydroquinolin-6-yl)-2-phenylvinyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Novel aza-BODIPY based small molecular NIR-II fluorophores for: In vivo imaging

The development of new NIR-II fluorophores, particularly those with facile syntheses, high fluorescence quantum yields, and stable and tunable photophysical properties, is challenging. Herein, we report a new class of small molecular NIR-II fluorophores based on aza-dipyrromethene boron difluoride (aza-BODIPY) dyes. We demonstrate promising photophysical properties of these dyes, such as large Stokes shift, superior photostability, and good fluorescence brightness as nanoparticles in aqueous solution. Because of these properties and high resolution and deep penetration NIR-II imaging ability, the aza-BODIPY based dyes show great potential as NIR-II imaging agents.

Sodium Triethylborohydride-Catalyzed Controlled Reduction of Unactivated Amides to Secondary or Tertiary Amines

The first transition-metal-free catalytic protocol for controlled reduction of amide functions using cheap and bench-stable hydrosilanes as reducing agents has been established. By altering the hydrosilane and solvent, the new method enables the selective cleavage of unactivated C-O bonds in amides and allows the C-N bonds to selectively break via the deacylated cleavage. Overall, this novel process may offer a versatile alternative to current methodologies employing stoichiometric metal systems for the controlled reduction of carboxamides.

B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane

The first B(C6F5)3-catalyzed deoxygenative reduction of amides into the corresponding amines with readily accessible and stable ammonia borane (AB) as a reducing agent under mild reaction conditions is reported. This metal-free protocol provides facile access to a wide range of structurally diverse amine products in good to excellent yields, and various functional groups including those that are reduction-sensitive were well tolerated. This new method is also applicable to chiral amide substrates without erosion of the enantiomeric purity. The role of BF3 ? OEt2 co-catalyst in this reaction is to activate the amide carbonyl group via the in situ formation of an amide-boron adduct. (Figure presented.).