594-83-2

Basic information

• Product Name: 2,3,3-TRIMETHYL-2-BUTANOL
• Synonyms: 2,3,3-TRIMETHYL-2-BUTANOL;2-Butanol, 2,3,3-trimethyl-;2,2,3-TRI METHYL-2-BUTANOL;pentamethylethanol;1,1,2,2-Tetramethyl-1-propanol;2-tert-Butyl-2-propanol;2,3,3-trimethylbutan-2-ol
• CAS NO: 594-83-2
• Molecular Formula: C₇H₁₆O
• Molecular Weight: 116.2
• Mol File: 594-83-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 17°C
• Boiling Point: 129.85°C
• Flash Point: 33.6°C
• Appearance: /
• Density: 0.8380
• Vapor Pressure: 4.1mmHg at 25°C
• Refractive Index: 1.4280
• Storage Temp.: 2-8°C
• PKA: 15.38±0.29(Predicted)
• Water Solubility: 21.53g/L(40 oC)
• CAS DataBase Reference: 2,3,3-TRIMETHYL-2-BUTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,3-TRIMETHYL-2-BUTANOL(594-83-2)
• EPA Substance Registry System: 2,3,3-TRIMETHYL-2-BUTANOL(594-83-2)

Safety Data

• Hazardous Substances Data: 594-83-2(Hazardous Substances Data)

Usage

General Description

2,3,3-Trimethyl-2-butanol, also known as pinacolone, is a chemical compound with the molecular formula C8H18O. It is a colorless liquid with a strong odor, and it is commonly used as a solvent in various industries, as well as a precursor in the synthesis of other organic compounds. It is considered to be relatively safe for use as it does not have any known significant toxic effects on humans, and it has low volatility and flammability. However, prolonged or repeated exposure to 2,3,3-Trimethyl-2-butanol can cause irritation to the eyes, skin, and respiratory system, and it should be handled with proper safety precautions in a well-ventilated area.

InChI:InChI=1/C7H16O/c1-6(2,3)7(4,5)8/h8H,1-5H3

Upstream product

• 594-56-9 2,2,3-trimethylbut-1-ene 
• 64-19-7 acetic acid 
• 74751-67-0 C₅H₅Mo(CO)3CH₂OCOC(CH₃)3 
• 917-54-4 methyllithium 
• 3282-30-2 pivaloyl chloride 
• 74669-71-9 (R)-2,3,3-Trimethylbutylamin 
• 99051-01-1 2,3,3-trimethyl-2-butyl peroxybenzoate 
• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 918-07-0 2-chloro-2,3,3-trimethyl-butane 
• 1068-55-9 isopropylmagnesium chloride 

Downstream Products

• 30407-41-1 2,2,3,3-tetramethyl-butyric acid 
• 918-07-0 2-chloro-2,3,3-trimethyl-butane 
• 464-06-2 triptane 
• 594-56-9 2,2,3-trimethylbut-1-ene 
• 41327-45-1 2,3,3-Trimethyl-2-butanoyl-p-nitrobenzoat 
• 72861-06-4 p-tert-octylphenol 
• 29772-54-1 2,3,3-trimethylbutan-2-amine 
• 27705-21-1 2-methoxy-2,3,3-trimethyl-butane 
• 37872-12-1 1,1,2,2-tetramethyl-1-phenylpropane 
• 26356-11-6 2,3-dimethyl-2-phenylbutane 
• 29558-57-4 5-(tert-butyl)-5-methyloxazolidin-2-one 

Relevant articles and documents

Observation of 1,3-diketones formation in the reaction of bulky acyl chlorides with methyllithium

The formation of 1,3-diketones was observed in the reactions of bulky acyl chlorides with methyllithium. The reaction products depend on the steric hindrance around the carbonyl group of the acyl chloride and the electronic effect of the group(s) linked to the carbonyl. When the steric hindrance around the carbonyl group of the acyl chloride is big enough, the 1,3-diketone is the only product. In the case of the moderate hindrance around the carbonyl group of the acyl chloride, a moderate yield of 1,3-diketone is obtained and some tertiary alcohol is generated. When there is no steric hindrance around the carbonyl group of the acyl chloride, the tertiary alcohol is the only product. When the steric hindrance around the carbonyl group is moderate and an electron-donating group is connected to the carbonyl of the acyl chloride, all three products-ketone, 1,3-diketone and tertiary alcohol-can be isolated from the reaction mixture after long reaction times.

EVIDENCE FOR SINGLE ELECTRON TRANSFER IN THE REACTIONS OF ORGANOMETALLIC COMPOUNDS WITH 2,3,3-TRIMETHYL-2-BUTYL PEROXYBENZOATE

Utilization of a triptoxy radical probe in the reactions of organometallic compounds with 2,3,3-trimethyl-2-butyl peroxybenzoate indicates that the radical character of the reaction decreases in the order n-BuLi>n-BuMgCl>PhMgBr.

Stereochemistry of Aliphatic Carbocations, 14. Alkyl Shifts from Secondary to Primary Carbon Atoms

Alkyl shifts from secondary to primary carbon atoms have been induced by the nitrous acid deamination of suitable amines (4, 22, 39, 51); they include sequential rearrangements (-CH3,CH3 and -CH3,H).Predominant although incomplete inversion at the migration origin has been observed (Me 70percent, Et 62-64percent, nPr 65percent, iPr 64percent, tBu 55percent).Our results require the intervention of open secondary carbocations which may be preceded by less stable bridged intermediates.