29097-52-7

Basic information

• Product Name: 2,2,4,4-TETRAMETHYL-3-PENTANONE IMINE
• Synonyms: 2,2,4,4-TETRAMETHYL-3-PENTANONE IMINE;2,2,4,4-tetramethylpentan-3-imine
• CAS NO: 29097-52-7
• Molecular Formula: C₉H₁₉N
• Molecular Weight: 141.25
• Product Categories: Stains and Dyes;Stains&Dyes, A to;T-U-V
• Mol File: 29097-52-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 78-80 °C(lit.)
• Flash Point: 85 °F
• Appearance: /
• Density: 0.809 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.34mmHg at 25°C
• Refractive Index: n20/D 1.438(lit.)
• PKA: 11.24±0.70(Predicted)
• CAS DataBase Reference: 2,2,4,4-TETRAMETHYL-3-PENTANONE IMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,4,4-TETRAMETHYL-3-PENTANONE IMINE(29097-52-7)
• EPA Substance Registry System: 2,2,4,4-TETRAMETHYL-3-PENTANONE IMINE(29097-52-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 29097-52-7(Hazardous Substances Data)

Usage

Uses

2,2,4,4-Tetramethyl-3-pentanone Imine is the only stable aliphatic imine. Dyes and metabolites.

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 4527, 1971 DOI: 10.1021/ja00747a031

InChI:InChI=1/C9H19N/c1-8(2,3)7(10)9(4,5)6/h10H,1-6H3

Upstream product

• 73996-71-1 2,2,4,4-tetramethylpentan-3-one-O-(phenylmethyl)oxime 
• 630-18-2 tert-butyl isocyanide 
• 507-20-0 tertiary butyl chloride 

Downstream Products

• 54838-70-9 N-(1-tert-Butyl-2,2-dimethyl-propylidene)-N'-phenyl-hydrazine 
• 815-24-7 Di-t-butyl ketone 
• 54396-72-4 2,2-di-tert-butyl-5,5-diphenyl-2,5-dihydro-[1,3,4]thiadiazole 
• 54396-71-3 1,1-di-tert-butyl-2,2-diphenylethylene 
• 71996-42-4 (1-tert-Butyl-1-chloro-2,2-dimethyl-propyl)-(1-chloro-2,2,2-trifluoro-1-phenyl-ethyl)-carbodiimide 
• 71996-44-6 (1-tert-Butyl-1-chloro-2,2-dimethyl-propyl)-(1-chloro-2,2-dimethyl-1-phenyl-propyl)-carbodiimide 
• 56956-22-0 2,2,4,4-Tetramethylpentan-3-on-(triphenylphosphoranyliden)hydrazon 
• 56741-77-6 3,3’-di-tert-butyl oxaziridine 
• 103708-90-3 N-(1-tert-Butyl-2,2-dimethylpropyliden)benzamid 
• 118364-66-2 N-(2,4,6-trimethylphenyl)-4-bromobenzamide 
• 118364-63-9 (1-tert-Butyl-2,2-dimethyl-propylidene)-(2,2,2-trifluoro-1-isocyanato-1-phenyl-ethyl)-amine 
• 6846-12-4 4-bromo-N-phenyl-benzamide 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 119208-78-5 (Z)-1,2-Bis(di-tert-butylmethylen)amino-1,2-diphenylethylen 

Relevant articles and documents

Thermal decomposition of O-benzyl ketoximes; role of reverse radical disproportionation

Thermolyses of seven dialkyl, two alkyl-aryl and two diaryl O-benzyl ketoxime ethers, R1R2C=NOCH2Ph, have been examined in three hydrogen donor solvents: tetralin, 9,10-dihydrophenanthrene, and 9,10-dihydroanthracene. All the oxime ethers gave the products expected from homolytic scission of both the O-C bond (viz., R1R2C=NOH and PhCH3) and N-O bond (viz., R1R2C=NH and PhCH2OH). The yields of these products depended on which solvent was used and the rates of decomposition of the O-benzyl oxime ethers were greater in 9,10-dihydrophenanthrene and 9,10-dihydroanthracene than in tetralin. These results indicated that a reverse radical disproportionation reaction in which a hydrogen atom was transferred from the solvent to the oxime ether, followed by β-scission of the resultant aminoalkyl radical, must be important in the latter two solvents. Benzaldehyde was found to be an additional product from thermolyses conducted in tetralin. This, and other evidence, indicated that another induced decomposition mode involving abstraction of a benzylic hydrogen atom, followed by β-scission of the resulting benzyl radical, became important for some substrates. Participation by minor amounts of enamine tautomers of the oxime ethers was shown to be negligible by comparison of thermolysis data for the O-benzyloxime of bicyclo[3.3.1]nonan-9-one, which cannot give an enamine tautomer, with that of the O-benzyloxime of cyclohexanone.