97135-07-4

Basic information

• Product Name: 2,5-HEXANEDIONE-D10
• Synonyms: 2,5-HEXANEDIONE-D10;2,5-HEXANEDIONE-D;Hexanedione-d10
• CAS NO: 97135-07-4
• Molecular Formula: C6D10O2
• Molecular Weight: 124.2
• Mol File: 97135-07-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Soluble), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 2,5-HEXANEDIONE-D10(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-HEXANEDIONE-D10(97135-07-4)
• EPA Substance Registry System: 2,5-HEXANEDIONE-D10(97135-07-4)

Safety Data

• Hazardous Substances Data: 97135-07-4(Hazardous Substances Data)

Usage

Uses

2,5-Hexanedione-d10 is the deuterium labelled form of 2,5-Hexanedione (H292490), which is the metabolite implicated in n-hexane neurotoxicity.

Upstream product

• 666-52-4 [⁽²⁾H₆]acetone 
• 110-13-4 2,5-hexanedione 

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.

Di-tert-butyl Hyponitrite as a Source of Alkoxyl Radicals for Dimerization

-