95-73-8

Basic information

• Product Name: 2,4-Dichlorotoluene
• Synonyms: Benzene,2,4-dichloro-1-methyl-;Toluene, 2,4-dichloro-;toluene,2,4-dichloro-;2,4-DICHLORO TOLUNE;2,4-DICHLOROTOLUENE OEKANAL, 250 MG;2,4-Dichlorotoluene,98%;2,4-Dichlortoluol;36) 2,4-DICHLORO TOLUENE
• CAS NO: 95-73-8
• Molecular Formula: C₇H₆Cl₂
• Molecular Weight: 161.03
• EINECS: 202-445-8
• Product Categories: Organics;Aryl;C7;Halogenated Hydrocarbons;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;Pesticides intermediate
• Mol File: 95-73-8.mol

Chemical Properties

• Melting Point: -14 °C
• Boiling Point: 200 °C(lit.)
• Flash Point: 175 °F
• Appearance: Clear colorless/Liquid
• Density: 1.246 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.502mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: immiscible
• BRN: 1931691
• CAS DataBase Reference: 2,4-Dichlorotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichlorotoluene(95-73-8)
• EPA Substance Registry System: 2,4-Dichlorotoluene(95-73-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25
• RIDADR: UN 2810
• WGK Germany: 2
• RTECS: XT0730000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 95-73-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,4-Dichlorotoluene is used as an oxidant and a solvent for the anaerobic catalytic oxidation of secondary alcohols, utilizing an in situ (N-heterocyclic carbene)-Ni(0) system. This application takes advantage of its chemical properties to facilitate efficient and selective reactions.
Used in Microbial Culture Media:
In the field of microbiology, 2,4-Dichlorotoluene serves as a growth supplement in the culture media of Ralstonia sp. strain PS12. Its presence in the media helps support the growth and activity of the microorganism, which can be crucial for various biotechnological applications.
Used in Environmental Analysis:
2,4-Dichlorotoluene is employed in the development of a sensitive method for the analysis of chlorotoluenes in water samples. This method, based on solid-phase microextraction followed by gas chromatography-tandem mass spectrometry, allows for the accurate detection and quantification of chlorotoluenes, contributing to environmental monitoring and protection efforts.

Preparation

2,4-Dichlorotoluene is synthesized by diazotization and chlorination with 2,4-diaminotoluene as raw material. First, hydrochloric acid and water into the reaction pot, heated to 50°C, stirring under the dissolution of 2,4-diaminotoluene, then hydrochloric acid and cuprous chloride into the pot, the 1% sodium nitrite solution evenly added, the temperature is maintained at about 60°C, resting stratification, the lower layer of crude product washed with water to neutral, add alkali to alkaline, and then water to remove the alkali, divided 2,4-dichlorotoluene crude product, water distillation of finished products.

Synthesis Reference(s)

Tetrahedron Letters, 32, p. 2759, 1991 DOI: 10.1016/0040-4039(91)85078-J

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Simple aromatic halogenated organic compounds, such as 2,4-Dichlorotoluene, are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Purification Methods

Recrystallise 2,4-dichlorotoluene from EtOH at low temperature or fractionally distil it. [Beilstein 5 IV 815.]

InChI:InChI=1/C7H6Cl2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3

Synthetic route

(2,4-dichlorophenyl)methanol (1777-82-8) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With 2-pentanol; ReOCl3(SMe2)(OPPh3) for 17h; Green chemistry; chemoselective reaction;	98%
Multi-step reaction with 3 steps 1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / -78 - 20 °C 2: tris(pentafluorophenyl)borate / 1,2-dichloro-ethane / 0.08 h / 20 °C / Glovebox; Schlenk technique 3: sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C View Scheme

1-bromo-2,4-dichlorobenzene (1193-72-2) + dimethyl zinc(II) (544-97-8) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 2h; Heating;	91%

2,4-dichlorobenzaldeyhde (874-42-0) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With 2-pentanol; ReOCl3(SMe2)(OPPh3) for 17h; Green chemistry; chemoselective reaction;	91%

4-methylbenzene-1,3-diamine (95-80-7) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With potassium bisulfite; potassium chloride; cobalt(II) chloride In water at 70 - 75℃; for 2.33333h; Concentration; Temperature;	85%
With nitrosylsulfuric acid; acetic acid Behandlung der erhaltenen Diazoniumsalz-Loesung mit CuCl in konz. wss. HCl;
With hydrogenchloride; copper dichloride; sodium nitrite

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorotoluene (95-73-8) + bis-(2,4-dichloro-benzyl)-sulfide (6295-41-6) + 2,4-dichlorobenzaldeyhde (874-42-0) + 1,2-bis(2',4'-dichlorophenyl)ethane

Conditions	Yield
With tetrafluoroboric acid; triiron dodecarbonyl In benzene 1.) RT, 4 h; 2.) 60 deg C;	A 74% B 2% C 3% D 10%

para-chlorotoluene (106-43-4) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With aluminum (III) chloride; iron(III) chloride; chlorine; calcium chloride; zinc(II) chloride In water at 39℃; for 18h; Temperature; Molecular sieve; Autoclave; Inert atmosphere;	68.9%
With chlorine at 40 - 41℃; for 0.5h; Temperature;	68%
With perchloric acid; trichloroisocyanuric acid In water; acetic acid at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.);

2,4 dichlorobenzoic acid (50-84-0) → (2,4-dichlorophenyl)methanol (1777-82-8) + 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; UV-irradiation; chemoselective reaction;	A 67% B n/a

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
dicobalt octacarbonyl In water; benzene at 185 - 190℃; under 46543.3 Torr;	63%

toluene (108-88-3) → para-chlorotoluene (106-43-4) + 2-methylchlorobenzene (95-49-8) + 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With hydrogenchloride; sodium hypochlorite In water at 20℃; Product distribution; Further Variations:; Temperatures; molar quantity of reagents; Chlorination; oxidative chlorination;	A 29% B 63% C 3.5%
With oxone; potassium chloride In acetonitrile at 20℃; for 24h; Product distribution; Further Variations:; Reagents ratio;
With sulfuric acid; [BMIM]Cl; chlorine at 70℃; for 8h;

C32H24Cl2N(1+)*BF4(1-) → 2,4-dichlorotoluene (95-73-8) + 2,4-dichlorobenzyl fluoride (60211-56-5)

Conditions	Yield
at 180℃; under 0.5 Torr; for 3h;	A 20% B 45%

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorotoluene (95-73-8) + bis-(2,4-dichloro-benzyl)-sulfide (6295-41-6) + 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With tetrafluoroboric acid; triiron dodecarbonyl In benzene 1.) RT, 4 h; 2.) 60 deg C;	A 41% B 32% C 3%

4-methylphenyltellurium trichloride (30895-98-8) → para-chlorotoluene (106-43-4) + 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With oxygen In benzene at 20 - 30℃; for 4h; Irradiation;	A 36% B 2%

2,4 dichlorobenzoic acid (50-84-0) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With dimethylsulfide borane complex In chlorobenzene 1) 15 min, r.t. 2) 4 h, reflux;	25%

2,4-dichloro-benzenemethanamine (95-00-1) → 2,4-dichlorotoluene (95-73-8) + 2,4-dichlorobenzyl fluoride (60211-56-5)

Conditions	Yield
at 200℃; under 2 Torr; for 3h;	A 5% B 20%

toluene (108-88-3) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With sulfuric acid; sodium chloride; sodium periodate In water; acetonitrile at 80℃; for 6h;	15%
With iron(III) chloride beim Chlorieren;
With molybdenum(V) chloride beim Chlorieren;

para-chlorotoluene (106-43-4) → 3,4-Dichlorotoluene (95-75-0) + 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
bei der Chlorierung;
With aluminium; mercury durch Chlorieren;
With iodine; chlorine

2-methylchlorobenzene (95-49-8) → 2,5-dichlorotoluene (19398-61-9) + 2,6-dichlorotoluene (118-69-4) + 2,4-dichlorotoluene (95-73-8) + 2,3-dichlorotoluene (32768-54-0)

Conditions	Yield
bei der Chlorierung;
With sulfuric acid; 1-butyl-3-methylimidazolium chloroaluminate; chlorine at 30℃; for 12h; Reagent/catalyst; Temperature;
With sulfuric acid; chlorine at 35℃; for 12h; Temperature; Molecular sieve;

2-methylchlorobenzene (95-49-8) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With iron(III) chloride beim Chlorieren;
With molybdenum(V) chloride beim Chlorieren;

3-chloro-p-toluidine (95-74-9) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
Diazotization.Behandlung der Diazoniumchloridloesung mit Cuprochlorid;

4-Methyl-3-nitroanilin (119-32-4) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
Austausch der NH2-Gruppe gegen Chlor, Reduktion und Ersatz der neu gebildeten NH2-Gruppe durch Chlor;

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorotoluene (95-73-8) + bis-(2,4-dichloro-benzyl)-sulfide (6295-41-6) + 2,4-dichloro-1-{[(2,4-dichlorobenzyl)disulfanyl]methyl}benzene (188065-31-8)

Conditions	Yield
With sodium hydroxide; triiron dodecarbonyl; tetra(n-butyl)ammonium hydrogensulfate In water; benzene at 60℃; for 16h;	A 95 % Chromat. B 3 % Chromat. C 2 % Chromat.
With sodium hydroxide; triiron dodecarbonyl; tetra(n-butyl)ammonium hydrogensulfate In water; benzene at 60℃; for 16h;	A 95 % Chromat. B 3 % Chromat. C 2 % Chromat.

hydrogenchloride (7647-01-0) + water (7732-18-5) + acetic acid (64-19-7) + toluene (108-88-3) → para-chlorotoluene (106-43-4) + 2-methylchlorobenzene (95-49-8) + 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
im Dunkeln an Platin-Anoden mit einer Stromdichte von 0.005 Amp./cm2.Electrolysis;

para-chlorotoluene (106-43-4) + iron → 3,4-Dichlorotoluene (95-75-0) + 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
at 20℃; sowie bei 40grad; Chlorierung;

2.4-dichloro-toluene-sulfonic acid-(3)-amide → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With steam; sulfuric acid at 230 - 240℃;
With phosphoric acid; steam at 230 - 240℃;

2.4-dichlorotoluene-sulfonic acid-(3) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With steam; sulfuric acid at 230 - 240℃;
With phosphoric acid; steam at 230 - 240℃;

4.6-dichloro-toluene-sulfonic acid-(2) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With steam; sulfuric acid at 230 - 240℃;
With phosphoric acid; steam at 230 - 240℃;

4.6-dichloro-toluene-sulfonic acid-(3) → 2,4-dichlorotoluene (95-73-8)

Conditions	Yield
With steam; sulfuric acid at 230 - 240℃;
With phosphoric acid; steam at 230 - 240℃;

hydrogenchloride (7647-01-0) + 4-methylbenzene-1,3-diamine (95-80-7) + copper chloride + sodium nitrite → 2,4-dichlorotoluene (95-73-8)

2,4-dichlorophenylethyl alcohol (81156-68-5) → 2,4-dichlorotoluene (95-73-8) + 2,4-dichlorostyrene (2123-27-5) + 6-chloro-2,3-dihydrobenzofuran

Conditions	Yield
Stage #1: 2,4-dichlorophenylethyl alcohol With sodium hydride In pyridine at 40℃; for 0.25h; Metallation; Stage #2: copper(l) chloride In pyridine for 4h; Cyclization; Ullman reaction; Heating;

2,4-dichlorotoluene (95-73-8) → 2,4-dichloro-1-(dibromomethyl)benzene (6425-26-9)

Conditions	Yield
With sodium bromate; hydrogen bromide In water at 65℃; for 0.333333h; Flow reactor; Irradiation; Green chemistry;	99%
With hydrogen bromide; sodium bromide In chloroform; water at 5 - 15℃; Electrolysis;	85%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Reflux;	84%
With bromine

2,4-dichlorotoluene (95-73-8) + ortho-toluoyl chloride (933-88-0) → (2,4-Dichloro-5-methyl-phenyl)-o-tolyl-methanone

Conditions	Yield
With aluminium trichloride In carbon disulfide for 240h; Heating;	92%

2,4-dichlorotoluene (95-73-8) → 1,5-dichloro-2-methyl-4-nitrobenzene (7149-77-1)

Conditions	Yield
With nitric acid In 1,2-dichloro-ethane at 30 - 35℃; for 2h; Temperature; Reagent/catalyst;	91%
With sulfuric acid; nitric acid at -10℃;	80%
With sodium nitrate; sulfuric acid at 40℃; for 3h;	43%

2,4-dichlorotoluene (95-73-8) + acetyl chloride (75-36-5) → 2,4-dichloro-5-methylacetophenone (77344-73-1)

Conditions	Yield
With aluminium trichloride In carbon disulfide for 18h; Heating;	90%

2,4-dichlorotoluene (95-73-8) + benzoyl chloride (98-88-4) → 2,4-dichloro-5-methyl-benzophenone (16444-45-4)

Conditions	Yield
With aluminium trichloride In carbon disulfide for 72h; Heating;	89%
With carbon disulfide; aluminium trichloride

2,4-dichlorotoluene (95-73-8) → 2,4-Dichlorobenzyl chloride (94-99-5)

Conditions	Yield
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 16h; Time; Sealed tube; Inert atmosphere;	89%
With 2,2'-azobis(isobutyronitrile); chlorine at 110℃; for 3h;	79.2%
With thionyl chloride; dibenzoyl peroxide

2,4-dichlorotoluene (95-73-8) + 3-Methylbenzoyl chloride (1711-06-4) → (2,4-Dichloro-5-methyl-phenyl)-m-tolyl-methanone

Conditions	Yield
With aluminium trichloride In carbon disulfide for 96h; Heating;	89%

2,4-dichlorotoluene (95-73-8) → 2,4 dichlorobenzoic acid (50-84-0)

Conditions	Yield
Stage #1: 2,4-dichlorotoluene With tert.-butylhydroperoxide; sodium hydroxide; tungsten(VI) oxide In water at 80℃; for 10h; Stage #2: With hydrogenchloride In water	83%
With sodium bromate; sulfuric acid; sodium bromide In water at 100℃; for 7h; Irradiation;	82%
With manganese(IV) oxide; sulfuric acid at 80℃;

2,4-dichlorotoluene (95-73-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium peroxodisulfate; ferrocene; iron(II) acetylacetonate In water; acetonitrile at 80℃; for 9h;	80%
With sodium molybdate; dihydrogen peroxide; cobalt(II) acetate; acetic acid; sodium bromide at 105℃; for 0.166667h; Temperature; Flow reactor;	30.1%
With bromine at 180 - 200℃; Erhitzen des Reaktionsgemisches mit konz. Schwefelsaeure auf 100-140grad;

2,4-dichlorotoluene (95-73-8) + p-Chlorothiophenol (106-54-7) → S-(4-chlorophenyl) 2,4-dichlorobenzothioate

Conditions	Yield
With tert.-butylhydroperoxide; sodium dodecyl-sulfate; iron(II) bromide In water at 100℃; for 24h;	79%

carbon dioxide (124-38-9) + 2,4-dichlorotoluene (95-73-8) → ortho-methylbenzoic acid (118-90-1) + 3-chloro-4-methylbenzoic acid (5162-82-3) + 5-chloro-2-methylbenzoic acid (7499-06-1) + p-Toluic acid (99-94-5)

Conditions	Yield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 5℃; electrolysis (I=0.4 A); Further byproducts given. Yields of byproduct given;	A n/a B n/a C n/a D 78%
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 5℃; electrolysis (I=0.4 A); Yield given. Further byproducts given. Yields of byproduct given;

2,4-dichlorotoluene (95-73-8) + 4-methoxy-benzaldehyde (123-11-5) → 2,4-dichlorobenzyl 4-methoxybenzoate (899664-15-4)

Conditions	Yield
With tert.-butylhydroperoxide; copper(II) acetate dihydrate In decane at 100℃; for 5h;	78%

2,4-dichlorotoluene (95-73-8) → 2,4-dichlorobenzylnitrile (6574-98-7)

Conditions	Yield
With ammonia at 390℃; Reagent/catalyst;	77.3%
With bismuth(III) vanadate; ammonia at 440℃; under 760.051 Torr; Catalytic behavior; Temperature;	72.2%
With ammonia; oxygen; DC-108 at 400℃; Yield given;

2,4-dichlorotoluene (95-73-8) + sodium thiomethoxide (5188-07-8) → 3-Chloro-4-methylphenyl methyl sulphide (53250-85-4) + 4-chloro-2-(methylsulphenyl)toluene (82961-51-1)

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 0.75h;	A 6% B 76%

2,4-dichlorotoluene (95-73-8) → 2,4-dichloro-5-methyl-benzenesulfonyl chloride (28286-86-4)

Conditions	Yield
With chlorosulfonic acid at 60℃; for 3h;	75%
With chlorosulphuric acid
With chlorosulfonic acid
With chlorosulphuric acid

2,4-dichlorotoluene (95-73-8) → 2,4-dichlorobenzaldoxime (56843-28-8)

Conditions	Yield
With tert.-butylnitrite; N-hydroxyphthalimide; copper diacetate In acetonitrile at 80℃; for 24h; Inert atmosphere;	75%

2,4-dichlorotoluene (95-73-8) + sodium methansulfinate (20277-69-4) → 4-methylsulfonyl-1-methyl-2-chlorobenzene (1671-18-7)

Conditions	Yield
With potassium phosphate; copper(l) iodide; (2S,4R)-4-hydroxy-N-(2-methylnaphthalen-1-yl)pyrrolidine-2-carboxamide In dimethyl sulfoxide at 120℃; Sealed tube; Inert atmosphere;	74%

2,4-dichlorotoluene (95-73-8) + benzaldehyde (100-52-7) → 2,4-dichlorobenzyl benzoate (899663-73-1)

Conditions	Yield
With tert.-butylhydroperoxide; copper(II) acetate dihydrate In decane at 100℃; for 6h;	71%

2,4-dichlorotoluene (95-73-8) + sodium isopropanethiolate (20607-43-6) → 2,4-bis(i-propylthio)toluene (87544-09-0)

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 20h;	69.5%

triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (745783-97-5) + 2,4-dichlorotoluene (95-73-8) → C13H17BCl2O2

Conditions	Yield
With C34H28ClF12IrN2Si In methyl cyclohexane at 100℃; for 16h; Inert atmosphere; Glovebox;	68%

2,4-dichlorotoluene (95-73-8) → 1-bromo-3,5-dichloro-2-toluene (115615-19-5)

Conditions	Yield
With bromine; iron(III) chloride In tetrachloromethane for 0.25h;	67%
With iron(III) chloride; bromine In tetrachloromethane at 20℃; for 0.5h; Inert atmosphere;	67%
With N-Bromosuccinimide In dichloromethane at 0 - 20℃; for 12h;	50%
With FeCl3; bromine In tetrachloromethane

2,4-dichlorotoluene (95-73-8) + acetophenone O-acetyloxime (19433-17-1) → 4-(2',4'-dichlorophenyl)-2,6-diphenylpyridine (1286729-10-9)

Conditions	Yield
With [bis(acetoxy)iodo]benzene; copper(II) bis(trifluoromethanesulfonate) In toluene at 100℃; for 8h;	64%

Upstream product

• 106-43-4 para-chlorotoluene 
• 95-49-8 2-methylchlorobenzene 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 108-88-3 toluene 
• 95-74-9 3-chloro-p-toluidine 
• 119-32-4 4-Methyl-3-nitroanilin 
• 50-84-0 2,4 dichlorobenzoic acid 
• 30895-98-8 4-methylphenyltellurium trichloride 
• 59293-67-3 2,4-dichlorobenzyl mercaptan 
• 95-00-1 2,4-dichloro-benzenemethanamine 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 81156-68-5 2,4-dichlorophenylethyl alcohol 

Downstream Products

• 873986-34-6 2-(2,4-dichloro-5-methyl-benzoyl)-benzoic acid 
• 5306-98-9 5-chloro-2-methyl-phenol 
• 615-62-3 3-chloro-4-methylphenol 
• 50-84-0 2,4 dichlorobenzoic acid 
• 6639-30-1 2,4,5-trichlorotoluene 
• 7359-72-0 2,3,4-trichlorotoluene 
• 36860-15-8 2,4-dichloro-3,5-dinitro-toluene 
• 28286-86-4 2,4-dichloro-5-methyl-benzenesulfonyl chloride 
• 7149-77-1 1,5-dichloro-2-methyl-4-nitrobenzene 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 13014-18-1 2,4-dichlorobenzotrichloride 
• 20443-99-6 2,4-dichlorobenzyl bromide 
• 16444-45-4 2,4-dichloro-5-methyl-benzophenone 
• 6425-26-9 2,4-dichloro-1-(dibromomethyl)benzene 

Relevant articles and documents

Production process of high-purity 2,4-dichlorotoluene

The invention relates to the technical field of compound synthesis and purification, and particularly relates to a production process of high-purity 2,4-dichlorotoluene. The method comprises the following steps: carrying out catalytic synthesis on 2,4-dichlorotoluene by using p-chlorotoluene and chlorine, carrying out alkali washing, recovering fractions by rectifying, and carrying out purifying crystallization to obtain the high-purity 2,4-dichlorotoluene. The method solves the problem that 2,4-dichlorotoluene is low in yield and purity and is not easy to purify in the prior art. The prepared2,4-dichlorotoluene has the advantages that the yield is high, purity is high and materials can be recycled.

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A method for aliphatic fluoride functionalization with a variety of nucleophiles has been reported. Carbon–fluoride bond cleavage is thermodynamically driven by the use of silylated pseudohalides TMS-OMs or TMS-NTf2, resulting in the formation of TMS-F and a trapped aliphatic pseudohalide intermediate. The rate of fluoride/pseudohalide exchange and the stability of this intermediate are such that little rearrangement is observed for terminal fluoride positions in linear aliphatic fluorides. The ability to convert organofluoride positions into pseudohalide groups allows facile nucleophilic attack by a wide range of nucleophiles. The late introduction of the nucleophiles also allows for a wide range of functional-group tolerance in the coupling partners. Selective alkyl fluoride mesylation is observed in the presence of other alkyl halides, allowing for orthogonal synthetic strategies.

A method of preparing O-toluene

The invention relates to a preparation method of o-chlorotoluene. Particularly, methylbenzene is used as a raw material, Cl2 is used as a chlorine source, and [BMIM]Cl-nZnCl2(n is equal to 1, 2, 2.5, and n is a molar ratio of ZnCl2 to [BMIM]Cl) acidic ionic liquid is used as a catalyst to catalyze the methylbenzene to prepare the o-chlorotoluene; the [BMIM]Cl-nZnCl2(n is equal to 1, 2 or 2.5) acidic ionic liquid is used as a chlorinated catalyst, and the Cl2 is used as the chlorine source to perform selective chlorination on the methylbenzene. According to the method, the selectivity of the o-chlorotoluene in the product can be improved, the [BMIM]Cl-nZnCl2 ionic liquid catalyst separated from the product can also be repeatedly used, so the production cost is reduced, and the method is an important method for contributing to industrial production of the o-chlorotoluene.

H β molecular sieve catalytic O-chlorotoluene preparation 2, 6 - dichloro toluene method (by machine translation)

The invention relates to 2, 6 - dichloro toluene preparation technology field, in particular to a molecular sieve catalyst H β of O-toluene selective chlorination of preparation 2, 6 - dichloro toluene. The invention relates to a low cost of O-toluene as the raw materials, chlorine is the chlorinating agent, H β molecular sieve as the catalyst, adopt the one-step chlorination process, catalytic O-toluene selective chlorination of preparation 2, 6 - dichloro toluene, the process is easy to operate, simple steps, low production cost, easy industrialization. (by machine translation)

Synthesis technology of 2,4-dichlorotoluene

The invention relates to a synthesis technology of 2,4-dichlorotoluene. The synthesis technology comprises the following steps of 1 production of a chlorination catalyst, wherein an L-type molecular sieve serves as a carrier to be put into a ferric chloride solution, an aluminum chloride solution and a titanium chloride solution to be mixed, then the L-type molecular sieve is put into a zinc chloride solution and a aluminum chloride solution to be mixed, the mixture is dried, and the chlorination catalyst can be prepared; 2 chlorination of p-chlorotoluene, wherein p-chlorotoluene is added into a reaction kettle, the chlorination catalyst is added into the reaction kettle, chlorine is introduced into the reaction kettle for a reaction, and an alkaline solution is added into a generated mixture for a reaction; 3 component separation, wherein a mixture generated in the step 2 is fed into a rectifying tower for four times of rectifying, and then 2,4-dichlorotoluene can be obtained. According to the synthesis technology, the effect of the chlorination catalyst is effectively improved, the reaction speed and the reaction yield are effectively increased, the selectivity of 2,4-dichlorotoluene is effectively promoted, generation of by-products is inhibited, and the yield of 2,4-dichlorotoluene is increased.

Production process of 2,4-dichlorotoluene

The invention relates to a production process of 2,4-dichlorotoluene. The production process comprises the following steps: 1) producing a chlorination catalyst: taking a ReY type molecular sieve as a carrier, putting the ReY type molecular sieve into a solution of ferric chloride, zinc chloride, aluminum chloride and calcium chloride, and performing adsorption and drying to obtain the chlorination catalyst; 2) chloridizing p-chlorotoluene: adding p-chlorotoluene into a reaction kettle, adding the chlorination catalyst into the reaction kettle, introducing chlorine, adding an alkali solution into a generated mixture, performing a reaction, and recycling wastes generated in the production process; 3) separating components: performing four times of rectification on the mixture generated in the step 2), and collecting a tower bottom, thereby obtaining 2,4-dichlorotoluene and 3,4-dichlorotoluene. By adopting the production process, the use of the chlorination catalyst can be effectively improved, the reaction velocity and the reaction yield can be effectively increased, the selectivity of 2,4-dichlorotoluene is effectively improved, the generation of byproducts is inhibited, and the yield of 2,4-dichlorotoluene is increased.

Synthesis method of furosemide drug intermediate 2,4-dichlorotoluene

The invention relates to a synthesis method of a furosemide drug intermediate 2,4-dichlorotoluene, which comprises the following steps: adding 2000ml of potassium chloride solution with a certain concentration, 1.2mol of 2,4-diaminotoluene and 0.6-0.7mol of cobaltous chloride into a reaction vessel which is provided with a stirrer, a thermometer and a dropping funnel, mixing, stirring, keeping the stirring rate at 200-300 rpm, heating the solution to 70-75 DEG C, and dropwisely adding 2.3-2.6mol of potassium bisulfite into water to prepare a solution, wherein the time for preparing the potassium bisulfite solution is controlled at 1-1.5 hours; adding the prepared potassium bisulfite solution into the reaction vessel while controlling the temperature of the reaction solution at 65-70 DEG C; and after addition, keeping the temperature of the solution at 75 DEG C for 40-50 minutes, lowering the temperature of the solution to 30-32 DEG C, separating out the oil layer, washing with a solvent, washing with a salt solution, carrying out vapor low-pressure distillation, and separating the oil layer in the distillate to obtain the 2,4-dichlorotoluene.

A chloro-toluene-ionic liquid catalyst preparation 2,6 the method of [...] dichloro-toluene

The invention discloses a method for preparing 2,6-dichlorotoluene by catalyzing o-chlorotoluene with an ionic liquid. According to the method for preparing 2,6-dichlorotoluene, Cl2 is taken as a chlorinating agent, under the action of a catalyst, namely, an aluminium chlorate ionic liquid, a raw material, namely, o-chlorotoluene, is directionally chlorinated, and the 2,6-dichlorotoluene is prepared; an intermediate of the aluminium chlorate ionic liquid is [BMIM]Cl, the molar ratio of AlCl3 to [BMIM]Cl is 1:3, and the usage amount of the aluminium chlorate ionic liquid accounts for 0.1%-1% of the mass of o-chlorotoluene; the method for preparing 2,6-dichlorotoluene by selectively chlorinating the o-chlorotoluene is simple in technology and mild in reaction condition, the used aluminium chlorate ionic liquid is good in catalytic activity and good in stability, can be separated from a product easily and can significantly improve the selectivity of 2,6-dichlorotoluene, and the method has the very high industrial application value.

Method for producing 2,4-dichlorotoluene by using parachlorotoluene

The invention discloses a method for producing 2,4-dichlorotoluene by using parachlorotoluene. The method comprises the steps of (a) adding a chlorination catalyst; (b) chlorinating the parachlorotoluene; and (c) separating components. According to the method, a mixture of iron powder, aluminum trichloride and a L-type molecular sieve is taken as the catalyst for a chlorination reaction, so that the selectivity for 2,4-dichlorotoluene is effectively promoted. The production of poly-chlorotoluene such as benzotrichloride and tetrachlorotoluene is effectively inhibited due to a low reaction temperature, and the yield of 2,4-dichlorotoluene is improved. Moreover, the method is simple and convenient; the operation is easy; the effects are good; and the product yield is high.

Deoxygenation of carbonyl compounds using an alcohol as an efficient reducing agent catalyzed by oxo-rhenium complexes

This work describes the first methodology for the deoxygenation of carbonyl compounds using an alcohol as a green solvent/reducing agent catalyzed by oxo-rhenium complexes. The system 3-pentanol/ReOCl3(SMe2)(OPPh3) was successfully employed in the deoxygenation of several aryl ketones to the corresponding alkenes and also in the deoxygenation of aryl aldehydes to alkanes with moderate to excellent yields. The catalyst ReOCl3(SMe2)(OPPh3) can also be used in several catalytic cycles with good activity.