33527-93-4

Basic information

• Product Name: 1-Pyrrolizino-1-butanone
• Synonyms: 1-Butyrylpyrrolidine;1-Pyrrolizino-1-butanone;AI-335467aGa
• CAS NO: 33527-93-4
• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 141.2108
• Mol File: 33527-93-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 246.4°Cat760mmHg
• Flash Point: 104°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 0.0272mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 1-Pyrrolizino-1-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolizino-1-butanone(33527-93-4)
• EPA Substance Registry System: 1-Pyrrolizino-1-butanone(33527-93-4)

Safety Data

• Hazardous Substances Data: 33527-93-4(Hazardous Substances Data)

Usage

Structure

Pyrrolizine ring structure with a butanone side chain

Toxicity

Toxic

Carcinogenicity

Carcinogenic

Presence

Detected in tobacco smoke and some food products

Formation

Found particularly in food products exposed to high-temperature cooking methods

Health effects

Mutagenic and tumor-promoting properties

Carcinogen classification

Group 2B carcinogen according to the International Agency for Research on Cancer (IARC)

Health risks

Potential health risks associated with exposure

Regulation and exposure control

Efforts made to limit human exposure and regulate presence in consumer products

InChI:InChI=1/C8H15NO/c1-2-5-8(10)9-6-3-4-7-9/h2-7H2,1H3

Upstream product

• 73200-24-5 4-hydroxy-1-(pyrrolidin-1-yl)butan-1-one 
• 215376-79-7 1-<(2'-carboxy)pyrrolidinyl>-1-deoxy-D-fructose 

Downstream Products

• 1094648-79-9 1-(1-methyl-1H-indol-3-yl)butan-1-one 
• 66343-95-1 1-(pyrrolidin-1-yl)butane-1-thione 
• 85823-08-1 2-Chloro-2-nitro-1-pyrrolidin-1-yl-butan-1-one 

Relevant articles and documents

Catalytic hydrogenation of amides to amines under mild conditions

Under (not so much) pressure: A general method for the hydrogenation of tertiary and secondary amides to amines with excellent selectivity using a bimetallic Pd-Re catalyst has been developed. The reaction proceeds under low pressure and comparatively low temperature. This method provides organic chemists with a simple and reliable tool for the synthesis of amines. Copyright

Pyrolysis/GC/MS Analysis of 1--1-deoxy-D-fructose (Proline Amadori Compound)

Pyrolysis/GC/MS was applied to the study of primary and secondary pyrolysis products of 1--1-deoxy-D-fructose (proline Amadori compound). The Amadori product was pyrolyzed on a ribbon probe at 150, 200, 250, 300, and 350 deg C for 10 s. The main products formed under these conditions were 1-(1'-pyrrolidinyl)-2-propanone, 2-hydroxy-1-(1/-pyrrolidinyl)-1-buten-3-one, and 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one in addition to acetic acid and pyrrolidine. The produce secondary pyrolysis products, the Amadori compound was pyrolyzed at 250 deg C in a quartz tube for 20 s; 14 secondary pyrolysis products were identified. The majority of the products were also reported to be formed during autoclaving of proline/monosaccharide mixtures at 150 deg C for 1.5 h in water. In addition, the pyrolysis of D-glucose/proline and the proline Amadori compound was compared. Keywords: Pyrolysis; proline; Amadori compound; decomposition; mechanism; Maillard reaction