118-93-4 Usage
Description
2'-Hydroxyacetophenone is a phenolic compound characterized by its clear yellow to brown liquid appearance and a sweet, heavy floral, herbaceous odor reminiscent of mown hay or hawthorn. It is known for its naphthyl, cinnamon, cherry pit, coumarin, phenolic, tobacco, and honey taste characteristics at 5.0 ppm. This chemical is found in various natural sources such as beef, cassia oil, cocoa, coffee, Jamaican rum, tomato, Scotch whiskey, sherry, tea, mountain papaya, roasted almond, and black choke berry. It serves as a pharmaceutical secondary standard for quality control in pharmaceutical laboratories and manufacturers, offering a convenient and cost-effective alternative to in-house working standards.
Uses
Used in Pharmaceutical Industry:
2'-Hydroxyacetophenone is used as a pharmaceutical intermediate, playing a crucial role in the synthesis of various pharmaceutical compounds.
Used in Organic Synthesis:
This chemical is used as an intermediate or raw material in organic synthesis, particularly for preparing a Schiff’s base al-alkoxide initiator that facilitates the controlled polymerization of DL-lactide.
Used in Flavor and Fragrance Industry:
Used in Anti-myobacterial and Anticancer Agents:
2'-Hydroxyacetophenone is a phenolic compound used in the synthesis of potential anti-myobacterial and anticancer agents, contributing to the development of new treatments for various diseases.
Used in Taste Modifying Compositions:
This chemical has been employed as the effective component in balsamic compounds for fabricating taste modifying compositions, enhancing the sensory experience of food and beverages.
Used in the Synthesis of 2-(2-Amino-3-methoxyphenyl)-4-oxo-4H-[1]benzopyran:
2'-Hydroxyacetophenone is used in the reaction with benzoyl chloride to generate 2-(2-Amino-3-methoxyphenyl)-4-oxo-4H-[1]benzopyran, which exhibits good performance for treating cancer and other proliferative diseases such as psoriasis and restenosis.
Reference
Bhaw-Luximon, A.; Jhurry, D.; Spassky, N., Controlled polymerization of DL-lactide using a Schiff's base al-alkoxide initiator derived from 2-hydroxyacetophenone. Polym. Bull. 2000, 44, 31-38.
Johann Wonschick; Clemens M. Putter; Keepe, E., TASTE MODIFYING COMPOSITIONS PCT WO 2016/103183 A1 2016.
Alexander J Bridges; Saltiel, A. R., 2-(2-Amino-3-methoxyphenyl)-4-oxo-4H-[1]benzopyran for treating proliferative disorders US Patent US5525625 1996.
Preparation
Preparation by Fries rearrangement of phenyl acetate, with Lewis acidsaluminium chloride.
Synthesis Reference(s)
Tetrahedron Letters, 24, p. 377, 1983 DOI: 10.1016/S0040-4039(00)81412-4
Check Digit Verification of cas no
The CAS Registry Mumber 118-93-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 118-93:
(5*1)+(4*1)+(3*8)+(2*9)+(1*3)=54
54 % 10 = 4
So 118-93-4 is a valid CAS Registry Number.
118-93-4Relevant articles and documents
Hydration of Alkynes to Ketones with an Efficient and Practical Polyoxomolybdate-based Cobalt Catalyst
Xie, Ya,Wang, Jingjing,Wang, Yunyun,Han, Sheng,Yu, Han
, p. 4985 - 4989 (2021/10/12)
Hydration of alkynes to ketones is one of the most atom economical and universal methods for the synthesis of carbonyl compounds. However, the basic reaction usually requires organic ligand catalysts or harsh reaction conditions to insert oxygen into the C≡C bond. Here, we report an inorganic ligand supported cobalt (III) catalyst, (NH4)3[CoMo6O18(OH)6], which is supported by a central cobalt (III) mononucleus and a ring-shaped pure inorganic ligand composed of six MoVIO6 octahedrons to avoid the disadvantages of expensive and unrecyclable organic ligand catalysts or noble metal catalysts. Under mild conditions, the cobalt (III) catalyst can be used for the hydration of alkynes to ketones. The catalyst is non-toxic, green, and environment friendly. The catalyst can be recycled at least six times with high activity. According to control experiments, a reasonable mechanism is provided.
Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination
Tan, Xuefeng,Massignan, Leonardo,Hou, Xiaoyan,Frey, Johanna,Oliveira, Jo?o C. A.,Hussain, Masoom Nasiha,Ackermann, Lutz
supporting information, p. 13264 - 13270 (2021/05/06)
Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.
Chromone dioxadiazole compound as well as preparation method and application thereof
-
, (2021/10/30)
The preparation method comprises the following steps: adding an intermediate F and bis (acetoxy) iodobenzene to dichloromethane for reaction to obtain the chromone compound. The invention provides a novel chromone dioxadiazole compound and a preparation method thereof, and overcomes the defects of large toxicity and high preparation cost of the traditional method.