6972-53-8

Basic information

• Product Name: 2-(2,3,4,5-tetramethylpyrrol-1-yl)ethanol
• Synonyms: 2-(2,3,4,5-tetramethylpyrrol-1-yl)ethanol
• CAS NO: 6972-53-8
• Molecular Formula: C10H17NO
• Molecular Weight: 0
• Mol File: 6972-53-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 306.7°C at 760 mmHg
• Flash Point: 139.3°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 0.000331mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: 2-(2,3,4,5-tetramethylpyrrol-1-yl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,3,4,5-tetramethylpyrrol-1-yl)ethanol(6972-53-8)
• EPA Substance Registry System: 2-(2,3,4,5-tetramethylpyrrol-1-yl)ethanol(6972-53-8)

Safety Data

• Hazardous Substances Data: 6972-53-8(Hazardous Substances Data)

Usage

General Description

2-(2,3,4,5-tetramethylpyrrol-1-yl)ethanol, also known as TMT-15, is a chemical compound that is commonly used as a stabilizer and corrosion inhibitor in products like gasoline and lubricants. It is a colorless to pale yellow liquid with a faint odor, and it is soluble in water. TMT-15 is considered to be relatively low in toxicity, and it is not anticipated to cause harmful effects when used as intended. However, it should still be handled with care and proper safety precautions, as prolonged exposure to high concentrations of TMT-15 can cause irritation to the skin, eyes, and respiratory system. Overall, TMT-15 is a versatile chemical that is valued for its protective and stabilizing properties in various industrial applications.

InChI:InChI=1/C10H17NO/c1-7-8(2)10(4)11(5-6-12)9(7)3/h12H,5-6H2,1-4H3

Upstream product

• 28895-02-5 3,4-dimethyl-2,5-hexanedione 
• 141-43-5 ethanolamine 
• 28895-03-6 racem. 3,4-dimethyl-hexane-2,5-dione 
• 28895-02-5 meso-3,4-dimethyl-hexane-2,5-dione 

Relevant articles and documents

Intermediates in the Paal-Knorr Synthesis of Pyrroles

The mechanism of Paal-Knorr reaction between a 1,4-dicarbonyl compound and ammonia or a primary amine to form a pyrrole is explored.In aprotic solvents and in aqueous solutions near neutrality, d,l diastereomers of 3,4-dimethyl- and 3,4-diethyl-2,5-hexanediones (1r and 2r) formed pyrroles 1.3-57.0 times faster than the corresponding meso diastereomers (1m and 2m).This contradicts any intermediate, such as the enamine 15, which does not remain saturated at both the 3- and 4-positions through the rate-determining step.The demonstrated stereoisomeric difference in reactivity coupled with the following results support the hemiaminal (9) as the intermediate undergoing cyclization in the rate-limiting step of the Paal-Knorr reaction: (1) The reaction rate was adversely affected by increase in the size of the alkyl substituents on the dione. (2) Racemic 2,3-dimethyl-1,4-diphenyl-1,4-butanedione (3r) was more reactive toward ammonium acetate (2.2:1) and 2-aminoethanol (11.2:1) than the meso isomer (3m), ruling out the involvement of the less substituted enamine 14. (3) The relative rate of pyrrole formation of 1,4-diphenyl-1,4-butanedione (5) and its dimethoxy (6) and dinitro (7) derivatives (1:0.3:6) does not support cyclization of the imine (11) to the pyrrolinium ion (12). (4) The rates of reaction of 2,2,3,3-tetradeuterio-1,4-diphenyl-1,4-butanedione (5D) and perdeuterio-2,5-hexanedione (4D) were very close to those of unlabeled diketones, indicating the absence of a primary isotope effect in the reaction. (5) Neither the isomerization of the unreacted diastereomers of 1, 2, and 3 nor hydrogen exchange of 4D and 5D was detected during the reaction.