3,5-Dichlorotoluene supplier | CasNO.25186-47-4

Name
3 5-DICHLOROTOLUENE
EINECS 246-722-1
CAS No. 25186-47-4
Article Data16
CAS DataBase
Density 1.242 g/cm³
Solubility
Melting Point 26°C
Formula C₇H₆Cl₂
Boiling Point 203.4 °C at 760 mmHg
Molecular Weight 161.031
Flash Point 79.2 °C
Transport Information
Appearance clear liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Toluene,3,5-dichloro- (8CI);1,3-Dichloro-5-methylbenzene;Toluene, 3,5-dichloro-;
PSA 0.00000
LogP 3.30180

Synthetic route

: 99520-05-5
2,6-dichloro-4-methylbenzoic acid

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
With silver carbonate In dimethyl sulfoxide at 120℃; for 16h; Sealed tube;	94%

: 30273-00-8
2-methyl-4,6-dichloroaniline

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Stage #1: 2-methyl-4,6-dichloroaniline With sulfuric acid In ethanol at 0 - 20℃; Stage #2: With sodium nitrite In ethanol at 20 - 75℃; for 3h;	84%

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 100-52-7
benzaldehyde

A: 25186-47-4
3,5-dichlorotoluene

B: 82106-06-7
2-(3,5-Dichloro-phenyl)-1-phenyl-ethanol

Conditions

Conditions	Yield
With hydrogenchloride; potassium fluoride; 18-crown-6 or silica-supported tetrabutylammonium fluoride In tetrahydrofuran at 20℃; for 12h; Yields of byproduct given;	A n/a B 70%

...Expand

: 19752-55-7
1-bromo-3,5-dichlorobenzene

: 917-54-4
methyllithium

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Stage #1: 1-bromo-3,5-dichlorobenzene With bis(tri-t-butylphosphine)palladium(0); oxygen In toluene at 20℃; for 0.0166667h; Schlenk technique; Stage #2: methyllithium In toluene at 20℃; for 0.0333333h; Schlenk technique;	64%

: ethyl 1-bromo-3,5-dichlorobenzene

: 18815-74-2
zinc methyl bromide

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
With lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at -78 - 60℃; Inert atmosphere;	56%

: 2,4-dichloro-6-methylbenzenediazonium tetrafluoroborate

A: 25186-47-4
3,5-dichlorotoluene

B: 118665-00-2
2,4-dichloro-6-methylnitrobenzene

Conditions

Conditions	Yield
With copper; sodium nitrite In diethyl ether; water at 20℃; for 0.25h;	A 5.6 g B 54%

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 100-39-0
benzyl bromide

A: 25186-47-4
3,5-dichlorotoluene

B: 82106-07-8
1,3-Dichloro-5-phenethyl-benzene

Conditions

Conditions	Yield
With hydrogenchloride; potassium fluoride; 18-crown-6 or silica-supported tetrabutylammonium fluoride In tetrahydrofuran at 20℃; for 12h; Yields of byproduct given;	A n/a B 50%

...Expand

: 56461-98-4
2,6-dichloro-4-methylaniline

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
With ethyl nitrite; ethanol; sulfuric acid

: 19393-93-2
4-bromo-3,5-dichloro-toluene

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 865-47-4
potassium tert-butylate

A: 13058-24-7
tert-butoxytrimethylsilane

B: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
In tert-butyl alcohol at 50℃; Rate constant;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 124-41-4
sodium methylate

A: 1825-61-2
Methoxytrimethylsilane

B: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
In methanol at 50℃; Rate constant;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 420-87-1
sodium 2,2,2-trifluoroethanolate

A: 56859-55-3
(2,2,2-trifluoroethoxy)trimethylsilane

B: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
In dimethyl sulfoxide at 50℃; Rate constant; var. reactant concentration and solvent system;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 37480-93-6, 54481-30-0, 59571-05-0
trimethylene glycol monosodium salt

A: 6880-24-6
3-trimethylsiloxypropanol

B: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
In various solvent(s) at 50℃; Rate constant;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 7388-28-5, 10604-71-4, 24768-69-2, 26915-75-3, 50856-01-4, 92004-30-3
sodium 2-hydroxyethoxide

A: 4403-13-8
2-(trimethylsilyloxy)ethanol

B: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
In methanol at 50℃; Rate constant; var. reactant concentrations and solvent systems;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 5536-05-0, 42271-23-8, 59571-04-9, 83560-32-1
Monosodium salt of 1,4-butanediol

A: 4435-55-6
4-(Trimethylsiloxy)-1-butanol

B: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
In methanol at 50℃; Rate constant; var. reactant concentration and solvent system;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: monosodium salt of 1,5-pentanediol

A: 25186-47-4
3,5-dichlorotoluene

B: 5-trimethylsiloxy-1-pentanol

Conditions

Conditions	Yield
In various solvent(s) at 50℃; Rate constant;

...Expand

: 69380-94-5
1-((trimethylsilyl)methyl)-3,5-dichlorobenzene

: 6-hydroxy-hexan-1-ol; monosodium salt

A: 25186-47-4
3,5-dichlorotoluene

B: 5665-79-2
6-trimethylsiloxy-1-hexanol

Conditions

Conditions	Yield
In various solvent(s) at 50℃; Rate constant;

...Expand

3.5-dibromo-toluene-2-diazonium chloride: 3.5-dibromo-toluene-2-diazonium chloride

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
With hydrogenchloride; ethanol Faellen mit Wasser;

3.5-dibromo-toluene-4-diazonium chloride: 3.5-dibromo-toluene-4-diazonium chloride

: 25186-47-4
3,5-dichlorotoluene

: 30273-00-8
2-methyl-4,6-dichloroaniline

hydrogen: hydrogen

: 25186-47-4
3,5-dichlorotoluene

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 3,5-dibromo-toluene-2-diazonium ; chloride

: 25186-47-4
3,5-dichlorotoluene

...Expand

: 18931-78-7
N-(2-chloro-4-methylphenyl)acetamide

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: glacial acetic acid; chlorine 2: concentrated hydrochloric acid / 100 - 120 °C 3: concentrated sulfuric acid; ethyl nitrite; alcohol View Scheme

: 99520-03-3
acetic acid-(2,6-dichloro-4-methyl-anilide)

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid / 100 - 120 °C 2: concentrated sulfuric acid; ethyl nitrite; alcohol View Scheme

: 120-66-1
N-(2-methylphenyl)acetamide

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid; chlorine 2: aq.-ethanolic sulfuric acid 3: NaNO2; aq.-ethanolic HCl / anschliessendes Erwaermen auf 60grad View Scheme

: 61655-97-8
2,4-dichloro-6-methylacetanilide

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq.-ethanolic sulfuric acid 2: NaNO2; aq.-ethanolic HCl / anschliessendes Erwaermen auf 60grad View Scheme

: 99500-35-3
ethyl 2-chloro-4-methylbenzoate

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N-chloro-succinimide; palladium diacetate; sodium persulfate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 6 h / 60 °C / Sealed tube 2: potassium hydroxide / methanol / 12 h / Sealed tube; Reflux 3: silver carbonate / dimethyl sulfoxide / 16 h / 120 °C / Sealed tube View Scheme

: 94-08-6
4-methylbenzoic acid ethyl ester

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: N-chloro-succinimide; palladium diacetate; sodium persulfate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 4 h / 70 °C / Sealed tube 2: N-chloro-succinimide; palladium diacetate; sodium persulfate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 6 h / 60 °C / Sealed tube 3: potassium hydroxide / methanol / 12 h / Sealed tube; Reflux 4: silver carbonate / dimethyl sulfoxide / 16 h / 120 °C / Sealed tube View Scheme

Yield

Multi-step reaction with 4 steps
1: N-chloro-succinimide; palladium diacetate; sodium persulfate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 4 h / 70 °C / Sealed tube
2: N-chloro-succinimide; palladium diacetate; sodium persulfate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 6 h / 60 °C / Sealed tube
3: potassium hydroxide / methanol / 12 h / Sealed tube; Reflux
4: silver carbonate / dimethyl sulfoxide / 16 h / 120 °C / Sealed tube
View Scheme

: ethyl 2, 6-dichloro-4-methylbenzoate

: 25186-47-4
3,5-dichlorotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium hydroxide / methanol / 12 h / Sealed tube; Reflux 2: silver carbonate / dimethyl sulfoxide / 16 h / 120 °C / Sealed tube View Scheme

: 25186-47-4
3,5-dichlorotoluene

: 2,6-dichlorobenzenediazonium tetrafluoroborate

: (Z)-1-(2,6-dichloro-4-methylphenyl)-2-(2,6-dichlorophenyl)diazene

Conditions

Conditions	Yield
Stage #1: 3,5-dichlorotoluene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: 2,6-dichlorobenzenediazonium tetrafluoroborate In tetrahydrofuran at -78 - 20℃; for 1.5h;	75%

: 124-38-9
carbon dioxide

: 25186-47-4
3,5-dichlorotoluene

: 99520-05-5
2,6-dichloro-4-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 3,5-dichlorotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78 - 20℃;	44%
With n-butyllithium 1.) THF, hexane, -50 deg C, 1.5 h, 2.) Et2O, from -50 deg C to RT; Yield given. Multistep reaction;

: 25186-47-4
3,5-dichlorotoluene

: 10203-08-4
3,5-dichlorobenzaldehyde

Conditions

Conditions	Yield
With sodium molybdate; dihydrogen peroxide; cobalt(II) acetate; acetic acid; sodium bromide at 105℃; for 0.166667h; Temperature;	39.2%

: 25186-47-4
3,5-dichlorotoluene

: 118665-00-2
2,4-dichloro-6-methylnitrobenzene

Conditions

Conditions	Yield
With nitric acid In 1,2-dichloro-ethane at 40 - 45℃; for 2h;	32%
bei der Nitrierung;
durch Nitrierung;

: 25186-47-4
3,5-dichlorotoluene

: 117710-90-4
1-phenylethynyl-1-phenyl-trifluoromethylcarbinol

: 1-(2,6-dichloro-4-methylphenyl)-1,3-diphenyl-4,4,4-trifluoro-1,2-butadiene

Conditions

Conditions	Yield
With iron(III) chloride at 80℃; for 24h;	23%

: 25186-47-4
3,5-dichlorotoluene

: 117710-90-4
1-phenylethynyl-1-phenyl-trifluoromethylcarbinol

: 1-(2,4-dichloro-5-methylphenyl)-1,3-diphenyl-4,4,4-trifluoro-1,2-butadiene

Conditions

Conditions	Yield
With iron(III) chloride at 80℃; for 24h;	10%

: 25186-47-4
3,5-dichlorotoluene

: 1192-40-1
copper(I) thiophenolate

: 101894-49-9
3,5-bis-phenylsulfanyl-toluene

Conditions

Conditions	Yield
With pyridine; quinoline at 200 - 210℃;

: 25186-47-4
3,5-dichlorotoluene

: 51-36-5
3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With nitric acid at 170℃;
With chlorine at 185 - 190℃; Irradiation.anschliessendes Behandeln mit H2SO4 <8prozent SO3 enthaltend>;

: 25186-47-4
3,5-dichlorotoluene

: 56961-86-5
2,3,5-trichloro-toluene

Conditions

Conditions	Yield
With aluminium; mercury durch Chlorierung;

: 25186-47-4
3,5-dichlorotoluene

: 876493-68-4
2-bromo-3,5-dichloro-toluene

Conditions

Conditions	Yield
With bromine; iron

: 25186-47-4
3,5-dichlorotoluene

: 1-dibromomethyl-3,5-dichloro-benzene

Conditions

Conditions	Yield
With bromine at 170 - 180℃; Irradiation;
With bromine at 180℃;

: 25186-47-4
3,5-dichlorotoluene

: 3,5-dichloro-toluene-2-sulfonic acid

Conditions

Conditions	Yield
durch Sulfurierung;

: 25186-47-4
3,5-dichlorotoluene

: 3,5-dichloro-2,6-dinitro-toluene

Conditions

Conditions	Yield
With sulfuric acid; nitric acid

: 25186-47-4
3,5-dichlorotoluene

: 7778-01-0
3,5-dichlorobenzyl bromide

Conditions

Conditions	Yield
With bromine at 130℃;
With N-Bromosuccinimide; dibenzoyl peroxide In benzene for 4h; Heating;

: 120-94-5
1-Methylpyrrolidine

: 25186-47-4
3,5-dichlorotoluene

: 15120-47-5
2-methyl-1,3-benzenedicarbocylic acid

Conditions

Conditions	Yield
With potassium hydroxide; copper(l) cyanide 1) reflux, 2 d; 2) EtOH; Multistep reaction;

: 2905-62-6
3,5-dichlorobenzoyl chloride

: 25186-47-4
3,5-dichlorotoluene

: 135340-47-5
(2,6-Dichloro-4-methyl-phenyl)-(3,5-dichloro-phenyl)-methanone

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, -40 deg C, 30 min, 2.) THF, -40 deg C, 1 h; Yield given. Multistep reaction;

3,5-Dichlorotoluene Specification

The IUPAC name of 3,5-Dichlorotoluene is 1,3-dichloro-5-methylbenzene. With the CAS registry number 25186-47-4, it is also named as Toluene, 3,5-dichloro-. In addition, its molecular formula is C₇H₆Cl₂ and molecular weight is 161.03.

The other characteristics of this product can be summarized as: (1)EINECS: 246-722-1; (2)ACD/LogP: 3.88; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.88; (5)ACD/LogD (pH 7.4): 3.88; (6)ACD/BCF (pH 5.5): 524.18; (7)ACD/BCF (pH 7.4): 524.18; (8)ACD/KOC (pH 5.5): 3077.58; (9)ACD/KOC (pH 7.4): 3077.58; (10)#H bond acceptors: 0; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 0; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 40.86 cm³; (15)Molar Volume: 129.6 cm³; (16)Surface Tension: 35.6 dyne/cm; (17)Density: 1.242 g/cm³; (18)Flash Point: 79.2 °C; (19)Melting Point: 26 °C; (20)Water Solubility: 36.3 mg/L at 25 °C; (21)Enthalpy of Vaporization: 42.17 kJ/mol; (22)Boiling Point: 203.4 °C at 760 mmHg; (23)Vapour Pressure: 0.397 mmHg at 25 °C.

Preparation of 3,5-Dichlorotoluene: this chemical can be prepared by the reaction of Bromomethyl-benzene with 3,5-Dichlorbenzyltrimethylsilan.

This reaction needs silica-supported tetrabutylammonium fluoride, Dilute HCl and Tetrahydrofuran at temperature of 20 °C. The reaction time is 12 hours. The yield is 50 %.

People can use the following data to convert to the molecule structure.
(1)SMILES: Clc1cc(cc(Cl)c1)C
(2)InChI: InChI=1/C7H6Cl2/c1-5-2-6(8)4-7(9)3-5/h2-4H,1H3
(3)InChIKey: RYMMNSVHOKXTNN-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C7H6Cl2/c1-5-2-6(8)4-7(9)3-5/h2-4H,1H3
(5)Std. InChIKey: RYMMNSVHOKXTNN-UHFFFAOYSA-N

Product Name

3 5-DICHLOROTOLUENE

Synthetic route

3,5-Dichlorotoluene Specification

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