3389-56-8

Basic information

• Product Name: 1-(pyrrolidin-1-yl)hexan-1-one
• CAS NO: 3389-56-8
• Molecular Formula: C₁₀H₁₉NO
• Molecular Weight: 169.264
• Mol File: 3389-56-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 280.2°C at 760 mmHg
• Flash Point: 117.1°C
• Density: 0.955g/cm³
• Vapor Pressure: 0.00384mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: 1-(pyrrolidin-1-yl)hexan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(pyrrolidin-1-yl)hexan-1-one(3389-56-8)
• EPA Substance Registry System: 1-(pyrrolidin-1-yl)hexan-1-one(3389-56-8)

Safety Data

• Hazardous Substances Data: 3389-56-8(Hazardous Substances Data)

Usage

Type

Synthetic cathinone

Classification

Designer drug

Analog

α-PVP (a Schedule I controlled substance)

Chemical Structure

Similar to α-PVP

Pharmacological Effects

Similar to α-PVP

Action

Stimulant

Adverse Effects

Agitation, tachycardia, hallucinations, psychosis

Fatalities

Linked to numerous fatalities

Production and Distribution

Often produced and distributed through illicit channels

Public Health and Safety Risk

Poses a significant risk to public health and safety

Upstream product

• 123-75-1 pyrrolidine 
• 142-61-0 Hexanoyl chloride 
• 6378-65-0 n-hexyl caproate 
• 1532548-78-9 1-(prop-2-ene-1-sulfinyl)pyrrolidine 
• 142-62-1 hexanoic acid 
• 111-27-3 hexan-1-ol 

Downstream Products

• 29304-40-3 2-methyl-3-oxohexanoic acid ethyl ester 
• 123-13-7 N-(1-hexyl) pyrrolidine 

Relevant articles and documents

Remote, Late-Stage Oxidation of Aliphatic C-H Bonds in Amide-Containing Molecules

Amide-containing molecules are ubiquitous in natural products, pharmaceuticals, and materials science. Due to their intermediate electron-richness, they are not amenable to any of the previously developed N-protection strategies known to enable remote aliphatic C-H oxidations. Using information gleaned from a systematic study of the main features that makes remote oxidations of amides in peptide settings possible, we developed an imidate salt protecting strategy that employs methyl trifluoromethanesulfonate as a reversible alkylating agent. The imidate salt strategy enables, for the first time, remote, nondirected, site-selective C(sp3)-H oxidation with Fe(PDP) and Fe(CF3PDP) catalysis in the presence of a broad scope of tertiary amides, anilide, 2-pyridone, and carbamate functionality. Secondary and primary amides can be masked as N-Ns amides to undergo remote oxidation. This novel imidate strategy facilitates late-stage oxidations in a broader scope of medicinally important molecules and may find use in other C-H oxidations and metal-mediated reactions that do not tolerate amide functionality.

Direct Synthesis of Amides by Dehydrogenative Coupling of Amines with either Alcohols or Esters: Manganese Pincer Complex as Catalyst

The first example of base-metal-catalysed synthesis of amides from the coupling of primary amines with either alcohols or esters is reported. The reactions are catalysed by a new manganese pincer complex and generate hydrogen gas as the sole byproduct, thus making the overall process atom-economical and sustainable.

Amide formation in one pot from carboxylic acids and amines via carboxyl and sulfinyl mixed anhydrides

An efficient method has been developed for the preparation of yet unknown acyclic mixed anhydrides of carboxylic and sulfinic acids. Sterically hindered 2-methylbut-3-ene-2-sulfinyl carboxylates add primary and secondary amines preferentially onto the carbonyl moieties realizing a new method for the one-pot preparation of carboxamides. It uses 1:1 mixtures of carboxylic acids and amines without a base, requires no excess of reagents, and liberates only volatile coproducts. Protected di- and tripeptides have been prepared in solution without epimerization by application of this method.