4920-92-7

Basic information

• Product Name: 2,2-Dimethylpropanoic acid phenyl ester
• Synonyms: 2,2-Dimethylpropanoic acid phenyl ester;Pivalic acid phenyl ester
• CAS NO: 4920-92-7
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• Mol File: 4920-92-7.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 237.1°C at 760 mmHg
• Flash Point: 92°C
• Appearance: /
• Density: 1.009g/cm³
• Vapor Pressure: 0.0456mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: 2,2-Dimethylpropanoic acid phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethylpropanoic acid phenyl ester(4920-92-7)
• EPA Substance Registry System: 2,2-Dimethylpropanoic acid phenyl ester(4920-92-7)

Safety Data

• Hazardous Substances Data: 4920-92-7(Hazardous Substances Data)

Usage

General Description

2,2-Dimethylpropanoic acid phenyl ester is a chemical compound with the molecular formula C12H16O2. It is also known by its common name, neopentanoic acid phenyl ester. This chemical is a colorless liquid with a fruity odor, and it is commonly used in the production of fragrances and flavorings. It is also used as a solvent and as an intermediate in the synthesis of other organic compounds. 2,2-Dimethylpropanoic acid phenyl ester is known to be flammable and may be harmful if ingested or inhaled, so proper safety precautions should be taken when handling this substance.

InChI:InChI=1/C11H14O2/c1-11(2,3)10(12)13-9-7-5-4-6-8-9/h4-8H,1-3H3

Upstream product

• 25491-50-3 thallous phenoxide 
• 3282-30-2 pivaloyl chloride 
• 74-85-1 ethene 
• 16537-27-2 copper(II) dipivaloate 
• 71-43-2 benzene 
• 98-80-6 phenylboronic acid 
• 75-98-9 Trimethylacetic acid 
• 108-95-2 phenol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 63549-55-3 4-bromophenyl 2,2-dimethylpropanoate 
• 13360-92-4 phenyl diphenylphosphinite 
• 115975-24-1 C₁₃H₁₅BrO₃ 

Downstream Products

• 1118-71-4 2,2,6,6-tetramethylheptane-3,5-dione 
• 4195-17-9 4-nitrophenyl pivalate 
• 20277-25-2 2-nitrophenyl 2,2-dimethylpropanoate 
• 833-50-1 2-phenylbenzo[d]oxazole 
• 150374-99-5 p-pivaloyloxybenzenesulfonyl chloride 
• 7420-86-2 5-methyl-2-phenyl-1,3-benzoxazole 
• 16155-94-5 6-methyl-2-p-tolylbenzoxazole 

Relevant articles and documents

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Regioselective Ortho‐C–H sulfenylation of free phenols catalyzed by Co(II)-immobilized on silica-coated magnetic nanoparticles

Fe3O4?SiO2-UT?CoII is prepared by the silica-coated magnetic nanoparticles, urea-triazole, and CoCl2. This organic-inorganic hybride composite showed a good to excellent catalytic activity toward regioselective ortho-sulfenylation of free phenols and naphthols using pivalic anhydride as a directing group, also K2S2O8 and PPh3 were employed as oxidant and additive respectively. The newly synthesized catalyst was fully characterized by using different techniques such as FT-IR, TGA, DTG, TEM, SEM, EDS, ICP and VSM analyses. The competitive price, accessibility and lower toxicity of cobalt compared to expensive transition metals using for C–H bond activation and functionalization constitute precious advantages for this method. Moreover, this heterogeneous catalyst could be magnetically recovered and reused without significant loss of its catalytic activity after five cycles.

Palladium-Catalyzed Aerobic Oxidative Coupling of Amides with Arylboronic Acids by Cooperative Catalysis

The first fluoride and palladium co-catalyzed conversion of amide to ester through an aerobic oxidative coupling pathway is reported. This new approach presents a practical process that employs easily available oxygen and commercially available arylboronic acids as coupling partners, uses a wide range of N- tosylamides, and proceeds under mild reaction conditions. This protocol demonstrates broad functional group tolerance, and provides an alternative option to synthesize esters from N-tosylamides which obtained by simply N-functionalization of secondary amides.