38675-79-5

Basic information

• Product Name: 4-tert-Butylphenyl cyclopropyl ketone
• Synonyms: TIMTEC-BB SBB005773;CYCLOPROPYL 4-(1,1-DIMETHYLETHYL)PHENYL-METHANONE;4-TERT-BUTYLPHENYL CYCLOPROPYL KETONE;[4-(tert-Butyl)phenyl](cyclopropyl)methanone;Methanone, cyclopropyl[4-(1,1-dimethylethyl)phenyl]-;Cyclopropyl 4-tert-butylphenyl ketone;4-tert-Butylphenyl cyclopropyl ketone,98%;4-tert-Butylphenyl c
• CAS NO: 38675-79-5
• Molecular Formula: C₁₄H₁₈O
• Molecular Weight: 202.29
• EINECS: 254-078-8
• Mol File: 38675-79-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 56-60 °C
• Boiling Point: 303.6 °C at 760 mmHg
• Flash Point: 126.4 °C
• Appearance: white to slightly brown crystalline powder
• Density: 1.027 g/cm1.027 g/cm3
• Vapor Pressure: 0.000923mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 4-tert-Butylphenyl cyclopropyl ketone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylphenyl cyclopropyl ketone(38675-79-5)
• EPA Substance Registry System: 4-tert-Butylphenyl cyclopropyl ketone(38675-79-5)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 38675-79-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H18O/c1-14(2,3)12-8-6-11(7-9-12)13(15)10-4-5-10/h6-10H,4-5H2,1-3H3

Upstream product

• 6952-89-2 (4-bromophenyl)(cyclopropyl)methanone 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 147356-78-3 cyclopropanecarboxylic acid N-methoxy-N-methylamide 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 925430-09-7 tricyclopropylbismuthane 
• 201230-82-2 carbon monoxide 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 43076-61-5 4'-tert-butyl-4-chlorobutyrophenone 
• 507-20-0 tertiary butyl chloride 
• 3481-02-5 cyclopropyl phenyl ketone 

Downstream Products

• 1258388-51-0 (Z)-1-tert-butyl-4-(1-cyclopropylbuta-1,3-dienyl)benzene 
• 933054-41-2 α-(4-tert-butyl)phenylvinylcyclopropane 
• 59477-80-4 1-(4-(tert-butyl)phenyl)butan-1-one 

Relevant articles and documents

Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines

We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors.

B(C6F5)3-Catalyzed Hydrosilylation of Vinylcyclopropanes

A hydrosilylation of vinylcyclopropanes (VCPs) catalyzed by the strong boron Lewis acid B(C6F5)3 is reported. For the majority of VCPs, little or no ring opening of the cyclopropyl unit is observed. Conversely, for VCPs with bulky R groups, such as ortho-substituted aryl rings or branched alkyl residues, ring opening is the exclusive reaction pathway. This finding is explained by the thwarted hydride delivery to a sterically shielded, β-silicon-stabilized cyclopropylcarbinyl cation intermediate.

Palladium-Catalyzed Carbonylative Cross-Coupling Reaction between Aryl(Heteroaryl) Iodides and Tricyclopropylbismuth: Expedient Access to Aryl Cyclopropylketones

The carbonylative cross-coupling reaction between aryl and heteroaryl iodides and tricyclopropylbismuth is reported. The reaction is catalyzed by (SIPr)Pd(allyl)Cl, a NHC-palladium(II) catalyst, operates under 1 atm of carbon monoxide and tolerates a wide range of functional groups. The use of lithium chloride was found to provide higher yields of the desired aryl cyclopropylketones. The conditions were also applied to the carbonylative cross-coupling of an iodoalkene to afford the corresponding alkenyl cyclopropylketone.