829-10-7

Basic information

• Product Name: 2,2-DIMETHYL-1-PHENYLBUTAN-1-ONE
• Synonyms: 2,2-DIMETHYLBUTYROPHENONE;2,2-DIMETHYL-1-PHENYLBUTAN-1-ONE
• CAS NO: 829-10-7
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25
• EINECS: 212-587-2
• Mol File: 829-10-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 247.3°C at 760 mmHg
• Flash Point: 96°C
• Appearance: /
• Density: 0.942g/cm³
• Vapor Pressure: 0.0259mmHg at 25°C
• Refractive Index: 1.497
• CAS DataBase Reference: 2,2-DIMETHYL-1-PHENYLBUTAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-1-PHENYLBUTAN-1-ONE(829-10-7)
• EPA Substance Registry System: 2,2-DIMETHYL-1-PHENYLBUTAN-1-ONE(829-10-7)

Safety Data

• Hazardous Substances Data: 829-10-7(Hazardous Substances Data)

Usage

Chemical class

Synthetic cathinones.

Psychoactive properties

Acts as a central nervous system stimulant.

Recreational use

Commonly used as a recreational drug.

Effects

Increased alertness, euphoria, and a sense of well-being.

Chemical structure

Similar to amphetamines.

Illegal market

Often sold illegally as a substitute for other stimulants.

Adverse health effects

Hallucinations, agitation, and high blood pressure.

Legal status

Classified as a controlled substance in many countries.

InChI:InChI=1/C12H16O/c1-4-12(2,3)11(13)10-8-6-5-7-9-10/h5-9H,4H2,1-3H3

Upstream product

• 102014-33-5 2,2-dimethyl-n-butyramide 
• 938-87-4 2-methyl-1-phenyl-butan-1-one 
• 495-40-9 propiophenone 
• 60-29-7 diethyl ether 
• 108-88-3 toluene 
• 611-70-1 phenyl isopropyl ketone 
• 507-36-8 2-bromo-2-methylbutane 
• 98-88-4 benzoyl chloride 
• 74-96-4 ethyl bromide 
• 100-52-7 benzaldehyde 
• 595-37-9 2,2-dimethylbutyric acid 
• 71-43-2 benzene 
• 74-88-4 methyl iodide 
• 39575-96-7 2-isopropyl-4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazine 

Downstream Products

• 66390-59-8 α-t-amylbenzyl alcohol 
• 828-39-7 (+/-)-3-methyl-3-phenyl-pentan-2-one 
• 838-23-3 2,2-dimethyl-1-phenyl-butan-1-one semicarbazone 
• 61777-06-8 2-ethyl-3-phenyl-2-butene 
• 104851-42-5 2-methyl-3-phenyl-pent-2-ene 
• 828-60-4 2-methyl-2-phenylpentan-3-one 
• 81759-40-2 2,2-dimethyl-1-phenyl-1-cyclobutanol 
• 52433-14-4 1-Phenyl-2,2-dimethyl-butan-1-thion 

Relevant articles and documents

N-Heterocyclic Carbene-Catalyzed Decarboxylative Alkylation of Aldehydes

We found that N-heterocyclic carbene catalysis promoted the unprecedented decarboxylative coupling of aryl aldehydes and tertiary or secondary alkyl carboxylic acid-derived redox-active esters to produce aryl alkyl ketones. The mild and transition-metal-free reaction conditions are attractive features of this method. The power of this protocol was demonstrated by the functionalization of pharmaceutical drugs and natural product. A reaction pathway involving single electron transfer from an enolate form of Breslow intermediate to a redox ester followed by recombination of the resultant radical pair to form a carbon-carbon bond is proposed.

Direct formation of secondary and tertiary alkylzinc bromides and subsequent Cu(I)-mediated couplings

Secondary and tertiary alkylzinc bromides can be generated from the direct oxidative addition of Rieke zinc to secondary and tertiary alkyl bromides in high yield. These organozinc reagents have been found to undergo copper-catalyzed conjugate addition, cross-coupling with acid chlorides, and carbocupration to activated alkynes.

Rearrangement of Ketones. Part 4. Aluminium Chloride Catalysed Rearrangement of Some 2,2-Dialkyl-1-phenyl-1-propan-1-ones

Four α,α,α-trisubstituted acetophenones ((1):R1=R2=R3=CH3; (2):R1=R2=CH3, R3=CH2CH3; (3):R1=R2=CH3, R3=CH2Ph; (4):R1=CH3, R2=CH2CH3, R3=CH2Ph) were prepared.Ketones (1)-(4) were treated with aluminium chloride to induce rearrangement to alkyl ketones.The phenyl ketones behaved as follows: (1) gave 3-methyl-3-phenylbutan-2-one (7), (2) gave 3-methyl-3-phenylpentan-2-one (8) and 2-methyl-2-phenylpentan-3-one (9), (3) gave 3-methyl-3,4-diphenylbutan-2-one (10) and 3-methyl-1,3-diphenylbutan-2-one (11), and (4) gave 3-methyl-1,3-diphenylpentan-2-one (12), 2-methyl-1,2-diphenylpentan-3-one (13) and 3-benzyl-3-phenylpentan-2-one (14).A tentative mechanism for the rearrangement is proposed.