14113-94-1

Basic information

• Product Name: Phenylacetylcyclopropane
• Synonyms: 1-Cyclopropyl-2-phenylethanone;Benzylcyclopropyl ketone;Cyclopropylbenzyl ketone;Phenylacetylcyclopropane
• CAS NO: 14113-94-1
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• Mol File: 14113-94-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 124 °C(Press: 10 Torr)
• Appearance: /
• Density: 1.103±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Phenylacetylcyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylacetylcyclopropane(14113-94-1)
• EPA Substance Registry System: Phenylacetylcyclopropane(14113-94-1)

Safety Data

• Hazardous Substances Data: 14113-94-1(Hazardous Substances Data)

Usage

Uses

1-Cyclopropyl-2-phenylethanone is a reagent for small molecules that reverses dexamethasone resistance in T-cell acute lymphoblastic leukemia (T-ALL).

Upstream product

• 97234-26-9 cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methylphenyl ester 
• 591-51-5 phenyllithium 
• 28488-91-7 2-cyclopropyl-1-diazo-2-ethanone 
• 71-43-2 benzene 
• 100-39-0 benzyl bromide 
• 147356-78-3 cyclopropanecarboxylic acid N-methoxy-N-methylamide 
• 104311-89-9 4,5-epoxy-5-phenyl-1-chloropentane 
• 104311-88-8 2-bromo-5-chloro-1-phenylpentan-1-one 
• 55791-06-5 benzyl mesylate 
• 4023-34-1 cyclopropanecarboxylic acid chloride 
• 3469-06-5 benzocyclobutenone 
• 1563118-44-4 1-cyclopropylbenzocycyclobutenol 
• 23719-80-4 cyclopropylmagnesium bromide 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 56595-00-7 1-Cyclopropyl-2-phenyl-ethylamin 
• 18729-52-7 2-phenyl-1-cyclopropylethanol 
• 1607817-40-2 4-cyclopropyl-5-phenylpyrimidin-2-amine 
• 84040-29-9 2-bromo-2-cyclopropyl-1-phenylethan-1-one 
• 142627-18-7 1-cyclopropyl-1,2-diphenylethanol 
• 1190963-40-6 (Z)-2-tert-butyldimethylsiloxy-1-phenyl-2-pentene 
• 1190963-39-3 C₁₇H₂₈OSi 
• 1198272-04-6 C₁₆H₁₆O₅ 
• 1198272-13-7 C₁₃H₁₂O₃ 
• 1198272-14-8 C₁₇H₁₆O₅ 
• 1071842-34-6 3-(2-chloroethyl)-5-phenyl-4H-pyran-4-one 
• 1039104-02-3 5-phenyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one 
• 1039103-85-9 7-phenyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one 
• 56595-07-4 1-Cyclopropyl-2-phenylethyl-2-cyanethyl-amin 

Relevant articles and documents

Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones

Single-electron N-heterocyclic carbene (NHC) catalysis has gained attention recently for the synthesis of C?C bonds. Guided by density functional theory and mechanistic analyses, we report the light-driven synthesis of aliphatic and α-amino ketones using single-electron NHC operators. Computational and experimental results reveal that the reactivity of the key radical intermediate is substrate-dependent and can be modulated through steric and electronic parameters of the NHC. Catalyst potential is harnessed in the visible-light driven generation of an acyl azolium radical species that undergoes selective coupling with various radical partners to afford diverse ketone products. This methodology is showcased in the direct late-stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single-electron NHC operators.

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.

RhI-catalyzed benzo/[7+1] cycloaddition of cyclopropyl-benzocyclobutenes and CO by merging thermal and metal-catalyzed C-C bond cleavages

A Rh-catalyzed benzo/[7+1] cycloaddition of cyclopropyl-benzocyclobutenes (CP-BCBs) and CO to benzocyclooctenones has been developed. In this reaction, CP-BCB acts as a benzo/7-C synthon and the reaction involves two C-C bond cleavages: a thermal electrocyclic ring-opening of the four-membered ring in CP-BCB and a Rh-catalyzed C-C cleavage of the cyclopropane ring.