118-93-4 Usage
Description
It is a typical flavour additive for cherry kernel, cinnamon, rum, tobacco, coumarin, and tropical fruit. Moreover, it can be used as the intermediate or raw material in organic synthesis. Specifically, this chemical may act as the raw material to prepare a Schiff’s base al-alkoxide initiator that facilitates the controlled polymerization of DL-lactide.1 This substance can also function as the effective component in balsamic compounds for fabricating taste modifying compositions.2 Additionally, this chemical has been employed to react with benzoyl chloride for generating 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.3
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.
Chemical Properties
Different sources of media describe the Chemical Properties of 118-93-4 differently. You can refer to the following data:
1. clear yellow to brown liquid
2. 2-Hydroxyacetophenone has a sweet, heavy floral, herbaceous odor, reminiscent of mown hay or hawthorn
Occurrence
Reported found in beef, cassia oil, cocoa, cocoa powder, coffee, Jamaican rum, tomato, Scotch whiskey, sherry,
tea, mountain papaya, papaya, roasted almond and black choke berry
Uses
Different sources of media describe the Uses of 118-93-4 differently. You can refer to the following data:
1. 2'-Hydroxyacetophenone is used as pharmaceutical intermediate.
2. 2’Hydroxyacetophenone is a phenolic compound used in the synthesis of potential anti-myobacterial and anticancer agents.
Preparation
Preparation by Fries rearrangement of phenyl acetate, with Lewis acidsaluminium chloride.
Aroma threshold values
Detection: 5.5 ppm; aroma characteristics at 2.0%: phenolic, sharp, benzaldehyde, cherry pit, tropical,
melon with a tobacco afternote
Taste threshold values
Taste characteristics at 5.0 ppm: naphthyl, cinnamon, cherry pit, coumarin, phenolic, tobacco and honey.
Synthesis Reference(s)
Tetrahedron Letters, 24, p. 377, 1983 DOI: 10.1016/S0040-4039(00)81412-4
General Description
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
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
Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization
Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana
supporting information, p. 1629 - 1632 (2021/02/09)
This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.
Catalyst- and acid-free Markovnikov hydration of alkynes in a sustainable H2O/ethyl lactate system
Dandia, Anshu,Saini, Pratibha,Chithra,Vennapusa, Sivaranjana Reddy,Parewa, Vijay
, (2021/03/15)
An efficient and sustainable protocol for the hydration of alkynes has been developed under metal/acid/catalyst/ligand-free conditions in a water/ethyl lactate mixture. The hydrogen-bond network in the ethyl lactate and water mixture plays a crucial and decisive role in activating the alkynes for hydration to afford the corresponding methyl ketones. This strategy gives the Markovnikov (ketone) addition product selectively over other possible products. The essential role of hydrogen bonding has been confirmed by experimental and theoretical techniques. A probable mechanism has been suggested by various control tests. The efficacy of the method has been further explored for the competent production of value-added α,β-unsaturated carbonyl compounds through the reaction of aldehydes with alkynes as ketonic surrogates. The environmentally benign hydration method takes place under mild conditions, has broad functional-group compatibility, and uses the ethyl lactate/water (1:3) medium as a “green alternative” in the absence of any hazardous, harmful, or expensive substances.
Preparation method of O-methoxyacetophenone
-
, (2021/02/10)
The invention relates to a preparation method of o-methoxyacetophenone. A composite catalyst containing heteropolyacid and Lewis acid is adopted and can effectively catalyze the reaction of dimethyl ether and o-hydroxyacetophenone so that the use of dimethyl sulfate and other highly toxic substances as reaction reagents is avoided, the production cost is lowered, the discharge of highly toxic substances is reduced, and the process is enabled to be greener and more environment-friendly.