645-13-6 Usage
Description
4'-Isopropylacetophenone, also known as p-Isopropylacetophenone, is an organic compound with a chemical structure derived from acetophenone, featuring an isopropyl group attached to the 4' position. It has a spicy, woody, herbaceous odor reminiscent of orris and basil, along with a warm, spicy flavor. 4'-Isopropylacetophenone can be synthesized through various methods, such as condensing cymene with acetyl chloride in the presence of AlCl3 or from benzol, acetyl chloride, and isopropyl chloride via Friedel Crafts. It is a clear, almost colorless to yellow liquid.
Uses
Used in Perfumery and Flavor Industry:
4'-Isopropylacetophenone is used as a perfuming agent and flavoring agent due to its pleasant odor and warm, spicy flavor. It adds a unique and desirable scent to various products in these industries.
Used in the Synthesis of Indenes:
4'-Isopropylacetophenone serves as a precursor in the one-step synthesis of indenes using a heterogeneous catalyst. This application is particularly relevant in the chemical and pharmaceutical industries, where indenes are valuable intermediates for the production of various compounds.
Occurrence:
4'-Isopropylacetophenone has been reported to be found in the essential oil of lavandin, starfruit, and dried bonito, indicating its natural presence in certain plants and food products.
Preparation
By condensing cymene with acetyl chloride in the presence of AlCl3; also from benzol, acetyl chloride and isopropyl
chloride via Friedel–Craft
Check Digit Verification of cas no
The CAS Registry Mumber 645-13-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 5 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 645-13:
(5*6)+(4*4)+(3*5)+(2*1)+(1*3)=66
66 % 10 = 6
So 645-13-6 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O/c1-8(2)10-4-6-11(7-5-10)9(3)12/h4-8H,1-3H3
645-13-6Relevant articles and documents
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Nightingale et al.
, p. 244,246 (1953)
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Site-Specific Oxidation of (sp3)C-C(sp3)/H Bonds by NaNO2/HCl
Zhao, Jianyou,Shen, Tong,Sun, Zhihui,Wang, Nengyong,Yang, Le,Wu, Jintao,You, Huichao,Liu, Zhong-Quan
, p. 4057 - 4061 (2021/05/26)
A site-specific oxidation of (sp3)C-C(sp3) and (sp3)C-H bonds in aryl alkanes by the use of NaNO2/HCl was explored. The method is chemical-oxidant-free, transition-metal-free, uses water as the solvent, and proceeds under mild conditions, making it valuable and attractive to synthetic organic chemistry.
Halogen-Bridged Methylnaphthyl Palladium Dimers as Versatile Catalyst Precursors in Coupling Reactions
Doppiu, Angelino,Goo?en, Lukas J.,Hu, Zhiyong,Pirkl, Nico,Sivendran, Nardana
supporting information, p. 25151 - 25160 (2021/10/19)
Halogen-bridged methylnaphthyl (MeNAP) palladium dimers are presented as multipurpose Pd-precursors, ideally suited for catalytic method development and preparative organic synthesis. By simply mixing with phosphine or carbene ligands, they are in situ converted into well-defined monoligated complexes. Their catalytic performance was benchmarked against state-of-the-art systems in challenging Buchwald–Hartwig, Heck, Suzuki and Negishi couplings, and ketone arylations. Their use enabled record-setting activities, beyond those achievable by optimization of the ligand alone. The MeNAP catalysts permit syntheses of tetra-ortho-substituted arenes and bulky anilines in near-quantitative yields at room temperature, allow mono-arylations of small ketones, and enable so far elusive cross-couplings of secondary alkyl boronic acids with aryl chlorides.
