Dichloro-3,5-dimethylphenol

Chemical Inventory dichloro-m-xylenol, dimethylbenzene CLARIANT-NIPA, MERCK 

Boiling point/range °C (101 kPa) Melting point °C Flash point C Stability 

DCMX which is obtained by reaction of 4-chloro-3,5-dimethylphenol (PCMX 7.3.2.) with N-chloroaceta-mide in glacial acetic acid plus concentrated HCl behaves similar to PCMX in activity and properties, but is of inferior importance in application as an active agent in pine oil based disinfectants or as a preservative for functional fluids, as it is even less soluble in water than PCMX and has a more intense phenolic smell. 

Microbicide group (substance class) Chemical name Chemical formula Structural formula 

HALOGENATED ALKYLPHENOLS 7.3.4. 4-Chloro-6-isopropyl-3-methylphenol C10H13CIO 

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Xylenol is an important starting material for insecticides, xylenol—formaldehyde resins, disinfectants, wood preservatives, and for synthesis of a-tocopherol (vitamin E) (258) and x//-CC-tocopherol acetate (USP 34-50/kg, October 1994). The Bayer insecticide Methiocarb is manufactured by reaction of 3,5-xylenol with methylsulfenyl chloride to yield 4-methylmercapto-3,5-xylenol, followed by reaction with methyl isocyanate (257). Disinfectants and preservatives are produced by chlorination to 4-chloro- and 2,4-dichloro-3,5-dimethylphenol (251). 

CAS 133-53-9 EINECS/ELINCS 205-109-9 Synonyms Benzene, 2,4-dichloro-1,3-dimethyl-5-hydroxy- DCMX 2,4-Dichloro-3,5-dimethylphenol Dichlorometaxylenol Dichloroxylenol... 

The crystal structures of many o- and p-chlorophenols, but only of a few m-chloro-phenols, are known. Representative examples are l,5-dichloro-2,6-dihydroxynaphthalene (45), a complex between 3,5-dichlorophenol (46) and 2,6-dimethylphenol , and a complex of p-chlorophenol (47) with 1,4-phenylenediamine. The C—OH bond lengths in 45 and 47 are normal (1.364 and 1.361 A, respectively). The same bond in 46 is significantly longer (1.387 A) for unknown reasons. 

Figure 7. Electrolytic oxidation of 2,6-dimethylphenol. Key O, poly(2,6-dimethyl phenylene oxide) , oligo(2,6-dimethyl phenylene oxide) (1, 2,2 6,6 -tetramethylbiphenoquinone, 0,1 M dimethylphenol in 20% methanol-dichloro-methane containing 0,2 M tetraethyl ammonium bromide, current density 10 mA/cm platinum counter electrodes with saturated calomel reference under anaerobic condition at room temperature.

Dimethylphenol when added to a stirred methanolic suspension of the quinonemonoimine,N-(2,4-dichloro-6-oxo-2,4-cyclohexadien-1-ylidene)-4-nitro-... 

Dimethylphenol is also used as a building block in the synthesis of vitamin E (a-tocopherol) and, after chlorination to 4-chloro- and 2,4-dichloro-3,5-dime-thylphenol, as a disinfectant and commercial preservative in addition, ammonoly-sis yields 3,5-dimethylaniline, an intermediate for pigments. 

Fig. 6 -54. Separation of various mono- and polyvalent phenols. - Separator column lonPac NSl (10-pm) eluant (A) 10 mmol/L KH2PO4 (pH 4.0) / acetonitrile (90 10 v/v), (B) 10 mmol/L KH2PO4 (pH 4.0) / acetonitrile (20 80 v/v) gradient linear, 15% B in 20 min to 55% B flow rate 1 mL/min detection UV (280 nm) injection volume 50 pL solute concentrations 100 mg/L each of pyrogallic acid (1), resorcinol (2), phenol (3), o-cresol (4), 2,4-dimethylphenol (5), a-naphthol (6), 2,4-dichloro-3-nitrophenol (7), and thymol (8).

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