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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Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes
Chen, Ting-Wei,Cheng, Cheng-Ku,Chiu, Cheng-Chau,Huang, Pin-Gong,Lee, Shao-Chi,Lee, Yi-Hsin,Li, Li-Yun,Liao, Hsuan-Hung,Lin, Heng-Bo,Tsai, Zong-Nan,Tsao, Yong-Ting,Yang, Chung-Hsin
supporting information, (2022/01/04)
Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.
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.
