868-91-7

Basic information

• Product Name: 2,2,5,5-tetramethylhexan-3-one
• Synonyms: 2,2,5,5-Tetramethyl-3-hexanone; 2,2,5,5-Tetramethylhexan-3-one; 3-hexanone, 2,2,5,5-tetramethyl-; Neopentyl t-butyl ketone
• CAS NO: 868-91-7
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.2652
• Mol File: 868-91-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 172.9°C at 760 mmHg
• Flash Point: 39.6°C
• Density: 0.818g/cm³
• Vapor Pressure: 1.3mmHg at 25°C
• Refractive Index: 1.42
• CAS DataBase Reference: 2,2,5,5-tetramethylhexan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,5-tetramethylhexan-3-one(868-91-7)
• EPA Substance Registry System: 2,2,5,5-tetramethylhexan-3-one(868-91-7)

Safety Data

• Hazardous Substances Data: 868-91-7(Hazardous Substances Data)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 7412-67-1 neopentyl lithium 
• 91337-12-1 methyl-tert-butyl-neopentyl-carbinol 
• 7758-99-8 copper(II) sulfate 
• 1026163-32-5 4-(1,1-dimethylethyl)-4-hydroxy-2,2,5,5-tetramethyl-3-hexyl N-(4-toluenesulfonyl)carbamate 

Downstream Products

• 34235-21-7 3-(4-chloro-phenyl)-2,2,5,5-tetramethyl-hexan-3-ol 
• 34235-19-3 3-(4-methoxy-phenyl)-2,2,5,5-tetramethyl-hexan-3-ol 
• 190432-52-1 2,2,5,5-tetramethyl-3-m-tolyl-hexan-3-ol 
• 190432-50-9 3-(4-tert-butyl-phenyl)-2,2,5,5-tetramethyl-hexan-3-ol 
• 190432-48-5 3-(3-chloro-4-methoxy-phenyl)-2,2,5,5-tetramethyl-hexan-3-ol 
• 34235-17-1 α-t-butyl-α-neopentylbenzyl alcohol 
• 190432-49-6 2,2,5,5-tetramethyl-3-p-tolyl-hexan-3-ol 
• 20818-92-2 4-tert-butyl-2,2,6,6-tetramethyl-4-(4-nitro-benzoyloxy)-heptane 
• 40544-18-1 3-Phenyl-2,2,5,5-tetramethylhexan 
• 40544-13-6 2,2,5,5-Tetramethyl-3-phenyl-3-hexen 
• 190432-35-0 4-nitro-benzoic acid 1-tert-butyl-3,3-dimethyl-1-(3-trifluoromethyl-phenyl)-butyl ester 
• 190432-30-5 4-nitro-benzoic acid 1-tert-butyl-1-(4-tert-butyl-phenyl)-3,3-dimethyl-butyl ester 
• 190432-29-2 4-nitro-benzoic acid 1-tert-butyl-1-(3-chloro-4-methoxy-phenyl)-3,3-dimethyl-butyl ester 
• 190432-31-6 4-nitro-benzoic acid 1-tert-butyl-1-(3,5-dimethyl-phenyl)-3,3-dimethyl-butyl ester 

Relevant articles and documents

Sterically congested molecules, 17: Novel syntheses of α,α,β-Tri-tert-butyl compounds

Pivaloin (2), prepared from ethyl pivalate (1) or from dimethyl oxalate (3), reacts with tert-butyllithium by reduction (45% of 10) and addition (45% of 9), whereas the corresponding Barbier variant takes a different course. Productive transformations of the α,α,β-tri-tert-butyl glycol 9 lead to α,β,β-tri-tert-butylethanone (17, overall 4 steps), or α,α,β-tri-tert-butyl-ethene (20, 3 or 4 steps), or α,β,β-tri-tert-butyl-β-hydroxyethanone (19, 3 steps, also by Grignard addition to bipivaloyl 4). Steric congestion is assessed by searches for restricted internal rotation. The alkene 20 and its epoxide 27 are studied with respect to NMR assignments and chemical degradation. VCH Verlagsgesellschaft mbH, 1997.