95-65-8 Usage
Description
3,4-Dimethylphenol, also known as 3,4-xylenol, is a colorless to light tan crystalline powder or solid with a flat, dry odor. It has an odor threshold of 1.2 mg/L and a taste threshold of 0.05 mg/L. It can be used as a flavoring agent without safety concern at current levels of intake.
Uses
Used in Flavoring Agents:
3,4-Dimethylphenol is used as a flavoring agent in the food and beverage industry due to its unique flat, dry odor.
Used in Spectrophotometric Method:
3,4-Dimethylphenol is used as an agent in the spectrophotometric method to determine nitrate levels in plants, soils, and water.
Used in Chemical Synthesis:
3,4-Dimethylphenol is used in the synthesis of various chemical compounds, such as:
Dihydrocoumarin derivatives by reacting with ethyl cinnamates in trifluoroacetic acid.
6-Bromo-3,4-dimethylphenol by bromination using bromine.
4-Fluoro-3,4-dimethylcyclohexa-2,5-dienone by reacting with 1-fluoro-4-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoro-borate) (Selectfluor F-TEDA-BF4).
Used in Adhesive/Sealant and Resin Production:
3,4-Dimethylphenol is used to produce adhesives, sealants, and resins, particularly as a negative photoresist for electroplating.
Occurrence:
3,4-Dimethylphenol has been reported found in various food products, such as coffee, tomato, parmesan and romano cheese, smoked fatty fish, white wine, katsuobushi (dried bonito), and wood vinegar.
References
[1] R. R. Elton-Bott, A modified spectrophotometric method for nitrate in plants, soils and water by nitration of 3,4-dimethylphenol, Analytica Chimica Acta, 1977, vol. 90, 215-221
[2] George A. Burdock, Fenaroli’s Handbook of Flavor Ingredients, Sixth Edition, 2010
[3] Chia L. Wang, John Davis, Bryan Lienke, Polyurethane systems having non-sag paintability and primerless adhesion on concrete, Patent, 2012
[4] Yasuo Masuda, Yasushi Washio, Koji Saito, Method of forming plated product using negative photoresist composition and photosensitive composition used therein, Patent, 2012
Reactivity Profile
3,4-Dimethylphenol is incompatible with bases, acid chlorides, acid anhydrides, and oxidizing agents. 3,4-Dimethylphenol corrodes steel, brass, copper, and copper alloys.
Fire Hazard
Flash point data for 3,4-Dimethylphenol are not available. 3,4-Dimethylphenol is probably combustible.
Purification Methods
Heat 3,4-xylenol with an equal weight of conc H2SO4 at 103-105o for 2-3hours, then dilute it with four volumes of water, reflux it for 1hour, and either steam distil or extract it repeatedly with diethyl ether after cooling to room temperature. The steam distillate is also extracted and evaporated to dryness. (The purification process depends on the much slower sulfonation of 3,4-dimethylphenol than most of its likely contaminants.). It can also be crystallised from water, hexane or pet ether, and sublimed in a vacuum. [Kester Ind Eng Chem (Anal Ed) 24 770 1932, Bernasconi & Paschalis J Am Chem Soc 108 29691986, Beilstein 6 IV 3099.]
Check Digit Verification of cas no
The CAS Registry Mumber 95-65-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 95-65:
(4*9)+(3*5)+(2*6)+(1*5)=68
68 % 10 = 8
So 95-65-8 is a valid CAS Registry Number.
95-65-8Relevant articles and documents
A Hydroperoxide Method for 3,4-Xylenol Synthesis
Kurganova,Frolov,Koshel’,Nesterova,Shakun,Mazurin
, p. 451 - 456 (2018)
The aerobic oxidation reaction of 1,2-dimethyl-4-isopropylbenzene to a hydroperoxide in the presence of N-hydroxyphthalimide and its derivatives has been studied. It has been found that up to a hydrocarbon (HC) conversion of 25–30%, the selectivity for the tertiary hydroperoxide of 1,2-dimethyl-4-isopropylbenzene is over 90–95%. A method for assessing the catalytic activity of phthalimide compounds in liquid-phase oxidation reactions of 1,2-dimethyl-4-isopropylbenzene with the use of quantum-chemically calculated values for the energies of singly occupied molecular orbitals (ΔЕSOMO) has been proposed.
REARRANGEMENT OF DIMETHYLPHENYLACYLATES USING ZEOLITES
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Page/Page column 9-11, (2021/08/14)
The present invention relates to a Fries rearrangement of specific dimethylphenylacylates to form the desired respective hydroxyaryl ketones having two methyl groups bound to the aromatic ring. It has been found that the process is surprisingly very specific in view of the number and position of the methyl group(s) bound to the aromatic ring.
Method for synthesizing phenol or derivative thereof in aqueous phase by photocatalytic one-pot method
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Paragraph 0032-0033; 0076-0078; 0085-0106, (2020/12/08)
The invention discloses a method for synthesizing phenol or a derivative thereof in an aqueous phase by a photocatalytic one-pot method. The method comprises the following steps: by taking a compoundaryl halide shown in formula (I) as a raw material and water as a solvent, adding a catalyst and an auxiliary agent, and carrying out reacting under the conditions of alkali and visible light to obtain the phenol or the derivative (II) thereof. Compared with the prior art, the method is applicable to a large number of functional groups, high in yield, few in byproducts, simple and safe to operate,low in cost and environmentally friendly, wherein R is selected from substituted or non-substituted phenyl, pyridyl, quinolyl or pyrimidinyl; X is selected from halogen; the substituted phenyl is substituted by C1-C4 alkyl, C1-C4 alkoxy, hydroxyl, halogen, cyano, aldehyde group, nitro, amino, acetyl or carboxyl; and the substituted pyridyl, quinolyl or pyrimidinyl is pyridyl, quinolyl or pyrimidinyl substituted by C1-C4 alkyl.