1570-65-6

Usage

Purification Methods

Crystallise the cresol from Et2O (m 55o) or water; it has m 53-54o after sublimation. [Beilstein 6 H 359, 6 II 332, 6 III 1267, 6 IV 2001.]

InChI:InChI=1/C7H6Cl2O/c1-4-2-5(8)3-6(9)7(4)10/h2-3,10H,1H3

Upstream product

• 7134-04-5 6-hydroxy-toluene-3-sulfonic acid 
• 95-48-7 ortho-cresol 
• 87-64-9 2-chloro-6-methylphenol 
• 920-39-8 isopropylmagnesium bromide 
• 95717-56-9 6-acetoxy-2,4-dichloro-6-methylcyclohexa-2,4-dien-1-one 
• 94145-89-8 2,2,4,5,6-pentachloro-6-methylcyclohex-3-enone 
• 7782-50-5 chlorine 
• 56-23-5 tetrachloromethane 
• 10026-13-8 phosphorus pentachloride 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 
• 94-74-6 MCPA 

Downstream Products

• 107921-80-2 2-(2,4-dichloro-6-methyl-phenoxymethyl)-5-methoxy-pyran-4-one 
• 101576-57-2 malonic acid bis-(2,4-dichloro-6-methyl-phenyl ester) 
• 1123-64-4 2-chloro-6-methyl-[1,4]benzoquinone 
• 4592-97-6 2,3,5-trichloro-6-methyl-1,4-benzoquinone 
• 1760-71-0 4-chloro-2-methyl-6-nitrophenol 
• 90348-62-2 acetic acid-(2,4-dichloro-6-methyl-phenyl ester) 
• 13334-73-1 2,4-dichloro-6-methyl-anisole 
• 78021-09-7 1-(2,4-dichloro-6-methyl-phenoxy)-propan-2-ol 
• 32862-31-0 1,5-Dichloro-2-(3-methoxy-4-nitro-phenoxy)-3-methyl-benzene 
• 32862-33-2 1,5-Dichloro-3-methyl-2-(4-nitro-3-propoxy-phenoxy)-benzene 
• 32862-37-6 1,5-Dichloro-2-[3-(2-ethoxy-ethoxy)-4-nitro-phenoxy]-3-methyl-benzene 
• 32862-32-1 1,5-Dichloro-2-(3-ethoxy-4-nitro-phenoxy)-3-methyl-benzene 
• 32862-36-5 1,5-Dichloro-2-[3-(2-methoxy-ethoxy)-4-nitro-phenoxy]-3-methyl-benzene 
• 33348-24-2 Thiophosphoric acid O-(2,4-dichloro-6-methyl-phenyl) ester S-(2-ethoxy-ethyl) ester O'-ethyl ester 

Relevant academic research and scientific papers

Selective water-based oxychlorination of phenol with hydrogen peroxide catalyzed by manganous sulfate

An efficient method for the selective oxychlorination of phenol to 2,4-dichlorophenol catalyzed by manganous(ii) sulfate is developed using hydrogen chloride as a chlorinating source, hydrogen peroxide as an oxidant and water as a solvent. The catalyst has high activity and selectivity under mild conditions. The products are automatically isolated from aqueous solution, which also contains the catalyst at the end of the reaction, and hence product separation and catalyst recycling are both simple in this system. The performance of manganous(ii) sulfate with the oxidative chlorinating system HCl/H2O2 indicates that this is a promising synthetic method for the manufacture of various 2,4-dichlorophenol derivatives.

The phototransformation of 4-chloro-2-methylphenoxyacetic acid under KrCl and XeBr excilamps irradiation in water

The effect of UV radiation of a KrCl and a XeBr on the photodegradation of 4-chloro-2-methylphenoxyacetic acid (MCPA) was studied. The main photoproducts were identified by gas chromatograph/mass spectrometry (GC/MS). The variation of chlorine-ion and active chlorine in MCPA aqueous solution exposed to excilamp radiation was also defined by analytical methods. Irradiation of MCPA solution with a KrCl excilamp emitting mainly at 222 nm yield 2-methylhydroquinone and lactone of 2-hydroxy-3-methyl-5-chlorophenoxyacetic acid as the main photoproducts. Irradiation of MCPA solution with a XeBr excilamp emitting mainly at 283 nm yield 2-methylhydroquinone as the main photoproduct. Biological processes are not suitable for MCPA removal due to low or total absence of biodegradability of this class of pollutants. Estimation of biodegradability of phototreated MCPA solution was carried out according to ratios of biological oxygen demand (BOD5) to chemical oxygen demand (COD). The biodegradability of MCPA solutions increased after irradiation.

Spectral and GC-MS analysis of phototransformation of herbicides in water

The phototransformation of 2,4-dichlorophenoxyacetic and 2-methyl-4-chlorophenoxyacetic acids in water was studied using the KrCl*(λrad 222 nm) and XeBr*(λrad 283 nm) excilamps as UV radiation source.

An easy two-step reduction of salicylic acids and alcohols to 2-methylphenols

Salicylic acids and alcohols can be reduced to 2-methylphenols by a simple two steps procedure. Reaction conditions were optimized carrying out a study on the solvent effect and the amount of the reducing agent. The improved procedure resulted particularly useful in the synthesis of deuterated building blocks of biological interest. Georg Thieme Verlag Stuttgart.

A simple, efficient and regioselective oxychlorination of aromatic compounds using ammonium chloride and oxone

A simple, efficient, mild and regioselective method for oxychlorination of aromatic compounds is reported. The electrophilic substitution of chlorine generated in situ from NH4Cl as a chlorine source and oxone as an oxidant is reported for the first time.

Process for preparing substituted chloroaromatics

Substituted chloroaromatics are obtained in a simple manner in virtually isomer-free form when substituted phenols of the formula (II) STR1 where R1 to R5 are each, independently of one another, hydrogen, C1 -C10 -alkyl, unsubstituted or substituted C6 -C10 -aryl or halogen, with at least one of these radicals being different from hydrogen, are reacted with dichlorotriphenylphosphorus.

Effects of Halogen Substiution on Reactions of o-Quinol Acetates with Isopropylmagnesium Bromide and Diisopropylmagnesium. Competition between Unimolecular Decomposition and Bimolecular Reactions of Radical Anions

When a single methyl substituent at C-2 or C-4 of an o-quinol acetate (1) is replaced by a halogen atom, a greatly decreased yield of the corresponding 3-isopropylphenol is obtained from reaction of 1 with isopropylmagnesium bromide.Replacement of a second methyl group by halogen results in a marked increase in the yield of the 3-isopropylphenol.Essentially identical product distributions are obtained from reactions of halogenated o-quinol acetates with concentrated and dilute Grignard solutions and with diisopropylmagnesium, in contrast to reactions with halogen-free o-quinol acetates.Reactions with hexadeuterioisopropylmagnesium bromide gave reduction products bearing increasing percentages of deuterium at C-3 as the number of bromines on the rings of the ω-quinol acetates increased.These data are consistent with reactions of halogenated o-quinol acetates, in contrast to those of halogen-free analogues, proceeding solely by SET processes.The reactions of halogen-stabilized radical anions with isopropyl radicals compete with decomposition of radical anions to phenoxy radicals.

The Chlorination of Some 2,6-Substituted 4-Chlorophenols; X-Ray Crystal Structure of (E)-(2RS,5RS)-2,4,5,6,6-Pentachloro-2-methyl-6-nitrohex-3-enoic acid

Chlorination of 4-chloro-2-methyl-6-nitrophenol (4) with chlorine in acetic acid containing concentrated hydrochloric acid gives the epimeric acyclic carboxylic acids (6) and (7).The structure of compound (6) was determined by X-ray crystal structure analysis.No such acyclic compounds are formed in similar chlorinations of 2,4-dichloro-6-nitrophenol (13a) or 2,4-dichloro-6-methylphenol (13b).The mode of formation of compounds (6) and (7) is discussed.

Reactions of Halogenated o-Quinol Acetates with Isopropylmagnesium Bromide and Di-isopropylmagnesium. Mechanism for Formation of Ethers, Reduction Products, and m-Isopropylphenols

A mechanism is proposed to account for the nature and the variations in yields of products from reactions of Grignard reagents with halogenated o-quinol acetates.