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320-60-5

Basic Information
CAS No.: 320-60-5
Name: Benzene,2,4-dichloro-1-(trifluoromethyl)-
Molecular Structure:
Molecular Structure of 320-60-5 (Benzene,2,4-dichloro-1-(trifluoromethyl)-)
Formula: C7H3Cl2F3
Molecular Weight: 215.00
Synonyms: Toluene,2,4-dichloro-a,a,a-trifluoro- (8CI);1,3-Dichloro-4-(trifluoromethyl)benzene;2,4-Dichloro(trifluoromethyl)benzene;2,4-Dichloro-1-(trifluoromethyl)benzene;2,4-Dichloro-a,a,a-trifluorotoluene;2,4-Dichlorobenzotrifluoride;
EINECS: 206-278-1
Density: 1.464 g/cm3
Melting Point: -26 °C
Boiling Point: 193.2 °C at 760 mmHg
Flash Point: 78.1 °C
Solubility:
Appearance: colourless clear liquid
Hazard Symbols: CorrosiveC,IrritantXi
Risk Codes: 34
Safety: 26-27-36/37/39-45
Transport Information: UN 3265 8/PG 2
PSA: 0.00000
LogP: 4.01220
Synthetic route
7664-39-3

hydrogen fluoride

13014-18-1

2,4-dichlorobenzotrichloride

320-60-5

2,4-dichloro-benzotrifluoride

Conditions
ConditionsYield
at 140 - 150℃;
at 140 - 150℃;
13014-18-1

2,4-dichlorobenzotrichloride

320-60-5

2,4-dichloro-benzotrifluoride

Conditions
ConditionsYield
With hydrogen fluoride at 110℃; under 11251.1 - 12751.3 Torr; Pressure; Temperature;
With hydrogen fluoride at 110℃; under 11251.1 - 12751.3 Torr; Temperature; Pressure;
With hydrogen fluoride at 110℃; under 11251.1 - 12751.3 Torr; Temperature; Pressure; Green chemistry;
462-06-6

fluorobenzene

320-60-5

2,4-dichloro-benzotrifluoride

656803-77-9

2,4-dichloro-1-[dichloro-(4-fluorophenyl)methyl]benzene

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 5℃; for 5h;100%
With aluminium trichloride In 1,2-dichloro-ethane at 0℃; for 5h;
With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 5℃; for 5h;
320-60-5

2,4-dichloro-benzotrifluoride

5720-05-8

4-methylphenylboronic acid

1419798-74-5

3-chloro-4'-methyl-4-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;97%
320-60-5

2,4-dichloro-benzotrifluoride

17933-03-8

m-tolylboronic acid

1419798-73-4

3-chloro-3'-methyl-4-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;95%
320-60-5

2,4-dichloro-benzotrifluoride

16419-60-6

2-Methylphenylboronic acid

1419798-72-3

3'-chloro-2-methyl-4'-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;93%
320-60-5

2,4-dichloro-benzotrifluoride

60933-65-5

(R)-S-methyl-S-phenylsulfoximine

C14H11NSOClF3

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-benzotrifluoride; (R)-S-methyl-S-phenylsulfoximine With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate In toluene at 20℃; for 0.5h;
Stage #2: In toluene at 135℃; for 1.5h; microwave irradiation; Further stages.;
92%
320-60-5

2,4-dichloro-benzotrifluoride

400-70-4

2,4-dichloro-5-nitrobenzotrifluoride

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate at 15 - 20℃; for 18.5h;87%
With sulfuric acid; nitric acid
Nitrierung;
Nitrierung;
75-77-4

chloro-trimethyl-silane

320-60-5

2,4-dichloro-benzotrifluoride

871254-70-5

[2,6-dichloro-3-(trifluoromethyl)phenyl]trimethylsilane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -75℃;82%
124-38-9

carbon dioxide

320-60-5

2,4-dichloro-benzotrifluoride

25922-41-2

2,6-dichloro-3-(trifluoromethyl)benzoic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -75℃;75%
320-60-5

2,4-dichloro-benzotrifluoride

40972-86-9

(2,3-dimethoxyphenyl)boronic acid

1419798-79-0

3'-chloro-2,3-dimethoxy-4'-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;74%
320-60-5

2,4-dichloro-benzotrifluoride

172975-69-8

3,5-dimethylphenyl boronic acid

1419798-76-7

3-Chloro-3',5'-dimethyl-4-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;72%
320-60-5

2,4-dichloro-benzotrifluoride

104-88-1

4-chlorobenzaldehyde

(4-chlorophenyl)(2,6-dichloro-3-(trifluoromethyl)phenyl)methanol

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-benzotrifluoride With 2,2,6,6-tetramethylpiperidinyl-lithium; magnesium chloride In tetrahydrofuran at 0℃; for 0.0111111h; Flow reactor; Inert atmosphere;
Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran at 25℃; for 0.5h; Flow reactor; Inert atmosphere; regioselective reaction;
69%
320-60-5

2,4-dichloro-benzotrifluoride

77-78-1

dimethyl sulfate

2,4-dichloro-3-methyltrifluoromethylbenzene

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -50℃; for 2h;64%
557-21-1

zinc(II) cyanide

320-60-5

2,4-dichloro-benzotrifluoride

1092460-79-1

3-chloro-4-(trifluoromethyl)benzonitrile

Conditions
ConditionsYield
Stage #1: zinc(II) cyanide With aluminum oxide; Ni(xantphos)(o-tolyl)Cl for 1h; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: 2,4-dichloro-benzotrifluoride In 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Schlenk technique; Inert atmosphere;
63%
320-60-5

2,4-dichloro-benzotrifluoride

29091-09-6

2,4-dichloro-3,5-dinitro-benzotrifluoride

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water at 80℃; for 96h;60%
With sulfuric acid; sulfur trioxide; nitric acid; sodium hydrogencarbonate In water; toluene166.6 grams (79%)
With sulfuric acid; sulfur trioxide; nitric acid
320-60-5

2,4-dichloro-benzotrifluoride

5720-05-8

4-methylphenylboronic acid

1419798-84-7

4-trifluoromethyl-1,3-bis(4-methylphenyl)-benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 110℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;60%
320-60-5

2,4-dichloro-benzotrifluoride

118062-05-8

2,3,4-trimethoxyphenylboronic acid

1419798-80-3

3'-chloro-2,3,4-trimethoxy-4'-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;60%
320-60-5

2,4-dichloro-benzotrifluoride

16419-60-6

2-Methylphenylboronic acid

1419798-82-5

4-trifluoromethyl-1,3-bis(2-methylphenyl)-benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 110℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;57%
320-60-5

2,4-dichloro-benzotrifluoride

5720-06-9

2-Methoxyphenylboronic acid

1419798-78-9

3'-chloro-2-methoxy-4'-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;56%
320-60-5

2,4-dichloro-benzotrifluoride

63139-21-9

4-ethylphenylboronic acid

1419798-77-8

3-chloro-4'-ethyl-4-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;49%
320-60-5

2,4-dichloro-benzotrifluoride

1765-93-1

4-fluoroboronic acid

1419798-85-8

4-trifluoromethyl-1,3-bis(4-fluorophenyl)-benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 110℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;49%
320-60-5

2,4-dichloro-benzotrifluoride

3900-89-8

2-Chlorobenzeneboronic acid

1419798-81-4

2,3'-dichloro-4'-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;47%
320-60-5

2,4-dichloro-benzotrifluoride

1765-93-1

4-fluoroboronic acid

1214335-06-4

3-chloro-4'-fluoro-4-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;46%
320-60-5

2,4-dichloro-benzotrifluoride

17933-03-8

m-tolylboronic acid

1419798-83-6

4-trifluoromethyl-1,3-bis(3-methylphenyl)-benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 110℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;39%
320-60-5

2,4-dichloro-benzotrifluoride

100379-00-8

2,6-dimethylbenzene boronic acid

1419798-75-6

3'-chloro-2,6-dimethyl-4'-(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;36%
320-60-5

2,4-dichloro-benzotrifluoride

128796-39-4

4-trifluoromethylphenylboronic acid

1261805-20-2

3-chloro-4,4'-bis(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;35%
320-60-5

2,4-dichloro-benzotrifluoride

1423-26-3

(meta-(trifluoromethyl)phenyl)boronic acid

1261887-61-9

3-chloro-3',4-bis(trifluoromethyl)biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;32%
12130-88-0

pentamethylcyclopentadienyltricarbonylrhenium

320-60-5

2,4-dichloro-benzotrifluoride

A

2Re(1+)*2C5(CH3)5(1-)*5CO=[Re2(C5(CH3)5)2(CO)5]

847019-92-5

trans-[(η5-C5Me5)Re(CO)2(C6H3ClCF3)Cl

Conditions
ConditionsYield
In neat (no solvent) Irradiation (UV/VIS); N2 atm., room temp., complex was UV irradiated (λ=350 nm) in neat2,4-dichloro-1-trifluoromethylbenzene for 14 h; solvent was removed in vac., the residue was chromd. on silica gel (Fluka), hexane-CH2Cl2 (2:1); layered a concd. CH2Cl2-soln. with hexane; elem. anal.;A n/a
B 14%
67-56-1

methanol

201230-82-2

carbon monoxide

320-60-5

2,4-dichloro-benzotrifluoride

521064-74-4

methyl 5-chloro-2-(trifluoromethyl)benzoate

Conditions
ConditionsYield
Stage #1: methanol; carbon monoxide; 2,4-dichloro-benzotrifluoride With potassium carbonate at 20℃; for 0.333333h;
Stage #2: With dicobalt octacarbonyl for 0.0833333h; regioselective reaction; Further stages;
8.8%
110-91-8

morpholine

320-60-5

2,4-dichloro-benzotrifluoride

A

4-(3-chloro-4-trifluoromethylphenyl)morpholine

B

98-56-6

4-chlorobenzotrifluoride

C

88-16-4

1-chloro-2-(trifluoromethyl)benzene

Conditions
ConditionsYield
With Adipic acid; N'-phenyloxalyl bishydrazide; copper diacetate; sodium acetate; cetyltrimethylammonim bromide; 2,5-hexanedione; potassium hydroxide In water at 110℃; for 3h; Inert atmosphere;A 5%
B n/a
C n/a
320-60-5

2,4-dichloro-benzotrifluoride

393-45-3

1-bromo-2,4-dichloro-5-trifluoromethyl-benzene

Conditions
ConditionsYield
With antimonypentachloride; bromine anschliessend Behandeln mit Chlor;
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  • 2,4-Dichlorobenzotrifluoride

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Chemistry


IUPAC Name of o-Aminotrifluoromethylbenzene (320-60-5): 2,4-dichloro-1-(trifluoromethyl)benzene
Product Categories: Chlorine Compounds;Fluorine Compounds
Molecular Formula: C7H3Cl2F3
Molecular Weight: 214.99993
Appearance:colourless clear liquid
Surface Tension: 27.4 dyne/cm
Index of Refraction: 1.47
odor: penetrating
BRN: 2098743
Melting Point: -26 °C
Density: 1.464 g/cm3
Flash Point: 78.1 °C
Enthalpy of Vaporization: 41.18 kJ/mol
Boiling Point: 193.2 °C at 760 mmHg
Vapour Pressure: 0.656 mmHg at 25 °C
CAS DataBase Reference:320-60-5(CAS DataBase Reference)
NIST Chemistry Reference:320-60-5(NIST)
EPA Substance Registry System:320-60-5(EPA Substance)
Synonyms of o-Aminotrifluoromethylbenzene (320-60-5):
2,4-dichloro-1-(trifluoromethyl)-benzen;2,4-dichloro-alpha,alpha,alpha-trifluoro-toluen;2,4-Dichlorotrifluoromethylbenzene;1,3-DICHLORO-4-(TRIFLUOROMETHYL)BENZENE;2,4-Dichloro-1-(triflouromethyl)-benzene;2,4-DICHLORO-1-(TRIFLUOROMETHYL)BENZENE;2,4-DCBTF;2,4-DICHLORO-A,A,A-TRIFLUOROTOLUENE; 2,4-Dichlorobenzotrifluoride;2,4-Dichloro-1-(trifluoromethyl)benzene;Benzene, 2,4-dichloro-1-(trifluoromethyl)-;2,4-Dichloro-alpha,alpha,alpha-trifluorotoluene;Toluene, 2,4-dichloro-alpha,alpha,alpha-trifluoro-

Uses

o-Aminotrifluoromethylbenzene (320-60-5) is raw material of madinitramine which is weedicide used in the  dry soil.

Production

o-Aminotrifluoromethylbenzene(320-60-5) is synthesized by the method of chloridizing parachlorotoluene.

Safety Profile

Safety Information of o-Aminotrifluoromethylbenzene(320-60-5):
Hazard Codes:C  ,Xi 
Risk Statements:34
34:Causes burns 
Safety Statements:26-27-36/37/39-45
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
27:Take off immediately all contaminated clothing
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)   
RIDADR:UN 3265 8/PG 2
WGK Germany:2
RTECS:CZ5566877
Hazard Note:Corrosive
TSCA:T
HazardClass:8
PackingGroup:III