4-Chloro-3-nitrobenzotrifluoride supplier

Name
4-Chloro-3-nitrobenzotrifluoride
EINECS 204-451-6
CAS No. 121-17-5
Article Data19
CAS DataBase
Density 1.511 g/cm³
Solubility insoluble in water
Melting Point -2 °C
Formula C₇H₃ClF₃NO₂
Boiling Point 225.297 °C at 760 mmHg
Molecular Weight 225.555
Flash Point 101.667 °C
Transport Information UN 2307 6.1/PG 2
Appearance clear yellow liquid
Safety 26-36-37/39
Risk Codes 22-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,T,Xi
Synonyms Benzene, 1-chloro-2-nitro-4-(trifluoromethyl)-;4-Chloro-3-nitrobenzylidyne fluoride;4-Chloro-3-Dinitrobenzotrifluoride;2-Chloro-5-trifluoromethylnitrobenzene;Benzotrifluoride, 4-chloro-3-nitro-;3-Nitro-4-chlorobenzotrifluoride;Toluene, 4-chloro-3-nitro-alpha,alpha,alpha-trifluoro-;4-Chloro-3-nitro-alpha,alpha,alpha-trifluorotoluene;4-Chloro-3-nitro-1-(trifluoromethyl)benzene;2-Chloro-5-(trifluoromethyl)nitrobenzene;Benzene, 1-chloro-2-nitro-4- (trifluoromethyl)-;4-chloro-3-nitro trifluorotoluene;4-chloro-α,α,α-trifluoro-3-nitrotoluene;1-Chloro-2-nitro-4-(trifluorometh...;
PSA 45.82000
LogP 3.79020

Synthetic route

: 98-56-6
4-chlorobenzotrifluoride

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions

Conditions	Yield
With ammonium nitrate; 3-(N,N-dimethyldodecylammonium)propanesulfonic acid hydrogen sulphate at 70℃; for 9h; Temperature;	85%
With sulfuric acid; nitric acid	73.2%
With sulfuric acid; nitric acid

: 635-22-3
4-Chloro-3-nitroaniline

: trifluoromethylsilver

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions

Conditions	Yield
Stage #1: 4-Chloro-3-nitroaniline With hydrogenchloride In water at 0℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: With tert.-butylnitrite at 0℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #3: trifluoromethylsilver at -78 - 20℃; for 4h; Inert atmosphere; Schlenk technique;	81%
Stage #1: 4-Chloro-3-nitroaniline With hydrogenchloride In water at 0℃; for 0.0833333h; Sandmeyer Reaction; Schlenk technique; Stage #2: With tert.-butylnitrite In water at -196 - 20℃; Sandmeyer Reaction; Schlenk technique; Inert atmosphere; Stage #3: trifluoromethylsilver In water at -78 - 20℃; for 5h; Sandmeyer Reaction; Schlenk technique; Inert atmosphere;	81%

: 320-94-5
2-nitro-4-trifluoromethylbenzoic acid

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions

Conditions	Yield
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;	44%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;	20%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;	16%

: 5216-25-1
4-chlorotrichloromethylbenzene

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen fluoride / 110 °C / 7355.08 - 10297.1 Torr 2: Nitrierung View Scheme

: 110-85-0
piperazine

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 137918-81-1
1,4-Bis(1'-nitro-3'-(trifluoromethyl)-6'-phenyl)piperazine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 100℃; under 6000480 Torr; for 120h;	100%

: 110-89-4
piperidine

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

1-(2-nitro-4-(trifluoromethyl)phenyl)piperidine: 1692-79-1
1-(2-nitro-4-(trifluoromethyl)phenyl)piperidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 0℃; for 0.666667h; Product distribution / selectivity;	100%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In various solvent(s) at 26.84℃; Kinetics; Further Variations:; Reagents;
In acetonitrile at 25℃; Kinetics; Further Variations:; amine concentration;

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions

Conditions	Yield
With potassium cyanocarbonimidodithioate In N,N-dimethyl-formamide at 80 - 90℃; for 24h;	99%
With selenium; sodium thiosulfate In dimethyl sulfoxide	50%
With sodium disulfide In ethanol

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 51571-00-7
N-<2-chloro-5-(trifluoromethyl)phenyl>hydroxylamine

Conditions

Conditions	Yield
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere;	99%
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0℃; Inert atmosphere;	99%
With ammonium chloride; zinc In ethanol; water for 0.5h; Heating;	90%
With sodium hypophosphite; palladium on activated charcoal In tetrahydrofuran
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 98-80-6
phenylboronic acid

: 2613-38-9
2-nitro-4-(trifluoromethyl)-1,1'-biphenyl

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); N,N,N',N'-tetra(diphenylphosphinomethyl)benzene-1,3-diamine; potassium carbonate In N,N-dimethyl acetamide at 130℃; for 20h; Time; Concentration; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	99%
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); Tedicyp In xylene at 130℃; for 20h; Suzuki reaction;	95%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 4h; Suzuki-Miyaura cross coupling; Heating;	91%
With potassium phosphate; tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine; palladium dichloride In toluene at 120℃; for 72h; Reagent/catalyst; Solvent; Temperature; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	91%

: 78-81-9
isobutylamine

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 891849-41-5
N-isobutyl-2-nitro-4-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 20h; Heating;	99%

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 1-bromo-2-chloro-3-nitro-5-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid at 15℃; for 18h;	99%

: 141-43-5
ethanolamine

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 10442-83-8
2-((2-nitro-4-(trifluoromethyl)phenyl)amino)ethanol

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 5h; Reflux;	98%
With potassium carbonate In butan-1-ol for 4.5h; Reflux;	97%
Heating;	95%

: 75-61-6
dibromodifluoromethane

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 320-88-7
1,4-Bis(trifluoromethyl)-2-nitro-benzene

Conditions

Conditions	Yield
With copper In N,N-dimethyl acetamide at 100℃; for 4h; Product distribution; with or without charcoal;	98%
With copper; pyrographite In N,N-dimethyl acetamide at 100℃; for 2h;	98 % Turnov.

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 109-73-9
N-butylamine

: 182565-78-2
N-butyl-2-nitro-4-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With potassium carbonate In butan-1-ol at 145℃; for 15h;	98%
In N,N-dimethyl-formamide at 80℃; for 4h;	90.5%
With sodium hydroxide; tetrabutylammomium bromide In water; benzene at 31℃; Product distribution; Rate constant; various amines under different reaction conditions;
for 3.5h; Heating;
In acetonitrile at 25℃; Kinetics; Further Variations:; amine concentration;

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 108-95-2
phenol

: 1960-59-4
2-nitro-1-phenoxy-4-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	98%
With 18-crown-6 ether; Methyl trichloroacetate; potassium carbonate at 150℃; for 2h;	72%
With potassium hydroxide In ethanol at 45℃; for 2h;

: 110-86-1
pyridine

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 1-[2-nitro-4-(trifluoromethyl)phenyl]pyridinium chloride

Conditions

Conditions	Yield
at 90℃; for 1h;	98%
at 90℃;

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 105-53-3
diethyl malonate

: 13088-15-8
diethyl 2-(2-nitro-4-(trifluoromethyl)phenyl)malonate

Conditions

Conditions	Yield
With potassium carbonate; sodium hydroxide In N,N-dimethyl-formamide at 45℃; for 1h;	98%

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 107-91-5
cyanoacetic acid amide

: 2-cyano-2-(2-nitro-4-(trifluoromethyl)phenyl)acetamide

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 30℃; for 1h;	98%

: 75-52-5
nitromethane

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 2-nitro-1-(nitromethyl)-4-(trifluoromethyl)benzene

Conditions

Conditions	Yield
Stage #1: nitromethane With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 5℃; for 0.5h; Stage #2: 2-chloro-3-nitro-5-trifluoromethylbenzene In 1-methyl-pyrrolidin-2-one at 5℃; for 2h;	98%

: 95-56-7
2-hydroxybromobenzene

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 2069-14-9
1-(2-bromophenoxy)-2-nitro-4-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 100℃; Inert atmosphere;	97%
With sodium methylate In ethanol at 195℃;
With potassium hydroxide

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 105-56-6
ethyl 2-cyanoacetate

: 13544-04-2
Ethyl 2-cyano-2-(2-nitro-4-(trifluoromethyl)phenyl)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;	97%
With N,N,N',N'-tetramethylguanidine In dichloromethane at 50℃; under 3878.71 Torr; Reagent/catalyst; Solvent; Temperature; Flow reactor;	96%
With potassium carbonate In N,N-dimethyl-formamide at 100℃;	74%
With potassium carbonate In N,N-dimethyl-formamide
With sodium ethanolate 1.) EtOH, 2.) EtOH, reflux, 8 h; Multistep reaction;

: 75-61-6
dibromodifluoromethane

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

A: 320-88-7
1,4-Bis(trifluoromethyl)-2-nitro-benzene

B: 133391-56-7
4-Pentafluoroethyl-3-nitro-benzotrifluoride

Conditions

Conditions	Yield
With ISOPROPYLAMIDE; copper at 100℃; for 8h;	A 97% B 3%

...Expand

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: (1H-indol-2-yl)(piperazin-1-yl)methanone

: 153473-69-9
1-(indolyl-2-carbonyl)-4-<2-nitro-4-(trifluoromethyl)phenyl>piperazine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 4h; Ambient temperature;	97%

: 108-98-5
thiophenol

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 346-44-1
(2-nitro-4-(trifluoromethyl)phenyl)phenylthioether

Conditions

Conditions	Yield
With ethylenediamine; copper(l) chloride In water at 120℃; for 36h; Inert atmosphere;	97%
With sodium In methanol at 20℃;	85%
With sodium hydroxide In ethanol; water
With potassium hydroxide; copper In ethanol; water

: 14447-18-8
benzyl 2-cyanoacetate

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: benzyl 2-cyano-2-(2-nitro-4-trifluoromethylphenyl)ethanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 24h;	97%

: 544-92-3
copper(I) cyanide

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 778-94-9
2-nitro-4-trifluoromethyl-benzonitrile

Conditions

Conditions	Yield
lithium bromide In tetrahydrofuran at 130℃; for 6h; Product distribution / selectivity;	97%
In acetonitrile at 110℃; for 6h; Product distribution / selectivity;	93%
lithium bromide In acetonitrile at 110℃; for 6h; Product distribution / selectivity;	91%

: 143-10-2
decylthiol

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 119116-02-8
4-decylthio-3-nitrobenzotrifluoride

Conditions

Conditions	Yield
With sodium methylate In methanol	96.9%

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 26198-21-0
6-trifluoromethyl-1-hydroxybenzotriazole

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 24h; Heating;	96%
With hydrazine hydrate In ethanol; sodium carbonate
With hydrazine hydrate In ethanol for 24h; Reflux;
With hydrazine hydrate In ethanol for 24h; Reflux;

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 102-56-7
2,5-dimethoxyaniline

: 146828-21-9
2,5-Dimethoxy-2'-nitro-4'-trifluoromethyldiphenylamine

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 140℃;	96%

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 536-74-3
phenylacetylene

: 2-nitro-1-(phenylethynyl)-4-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine In N,N-dimethyl acetamide; water at 100℃; for 20h; Catalytic behavior; Time; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	96%
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In N,N-dimethyl-formamide at 100℃; for 20h; Sonogashira cross-coupling;	91%

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 41153-85-9
5-trifluoromethylbenzofuroxan

Conditions

Conditions	Yield
With sodium azide; N-ethyl-N-methylpyrrolidinium tetrafluoroborate; tetrabutylammomium bromide In water at 60℃; for 4h;	96%

: 95-14-7
1,2,3-Benzotriazole

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 131182-89-3
1-[2-nitro-4-(trifluoromethyl)phenyl]-1H-1,2,3-benzotriazole

Conditions

Conditions	Yield
With copper(l) iodide; N-[phenyl(acetylamino)methyl]acetamide; sodium methylate In dimethyl sulfoxide at 130℃; for 12h;	95%
With copper 2-phenylcyclopropanecarboxylate; cetyltrimethylammonim bromide; potassium carbonate In xylene for 8h; Arylation; Heating;	89%
With copper(l) iodide; (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one; caesium carbonate In acetonitrile at 82℃; for 12h; Ullmann type coupling; Inert atmosphere;	89%
With triethylamine In N,N-dimethyl-formamide at 100℃; for 17h;	87%

: 149-30-4
2-Mercaptobenzothiazole

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: 131182-91-7
2-((2-nitro-4-(trifluoromethyl)phenyl)thio)benzo[d]thiazole

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 70℃; for 1.5h;	95%

: 4070-48-8
L-valine methyl ester

: 121-17-5
2-chloro-3-nitro-5-trifluoromethylbenzene

: N-(2-nitro-4-trifluoromethylphenyl)valine methyl ester

Conditions

Conditions	Yield
at 20℃; for 3h; Irradiation;	95%

4-Chloro-3-nitrobenzotrifluoride Standards and Recommendations

DOT Classification: 6.1; Label: Poison

4-Chloro-3-nitrobenzotrifluoride Specification

The IUPAC name of 3-Nitro-4-chlorobenzotrifluoride is 1-chloro-2-nitro-4-(trifluoromethyl)benzene. With the CAS registry number 121-17-5, it is also named as 4-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotoluene. The product's categories are trifluoromethylbenzene serise; aromatic halides (substituted). It is clear yellow liquid which is insoluble in water. If mixed with reducing agents, including hydrides, sulfides and nitrides, it may begin a vigorous reaction that culminates in a detonation. In addition, this chemical may burn but does not ignite readily. It is highly toxic and flammable. When heated to decomposition it emits toxic fumes of F^-, Cl^-, and NO_x. It is used as pharmaceutical intermediate. Furthermore, 3-Nitro-4-chlorobenzotrifluoride must be stored in a tightly closed container which placed in a cool, dry aera. Containers may explode when heated. Substance may be transported in a molten form.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.08; (4)ACD/LogD (pH 7.4): 3.08; (5)ACD/BCF (pH 5.5): 128.96; (6)ACD/BCF (pH 7.4): 128.96; (7)ACD/KOC (pH 5.5): 1127.92; (8)ACD/KOC (pH 7.4): 1127.92; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.493; (13)Molar Refractivity: 42.67 cm³; (14)Molar Volume: 146.7 cm³; (15)Polarizability: 16.91×10^-24 cm³; (16)Surface Tension: 34.5 dyne/cm; (17)Enthalpy of Vaporization: 44.3 kJ/mol; (18)Vapour Pressure: 0.13 mmHg at 25°C; (19)Exact Mass: 224.980441; (20)MonoIsotopic Mass: 224.980441; (21)Topological Polar Surface Area: 45.8; (22)Heavy Atom Count: 14; (23)Complexity: 228.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. And it is also irritating to eyes, respiratory system and skin. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: O=[N+]([O-])c1cc(ccc1Cl)C(F)(F)F;
2. InChI: InChI=1/C7H3ClF3NO2/c8-5-2-1-4(7(9,10)11)3-6(5)12(13)14/h1-3H.

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07616,
mouse	LD50	oral	400mg/kg (400mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(3), Pg. 88, 1982.
rabbit	LD	skin	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" LUNGS, THORAX, OR RESPIRATION: DYSPNEA	National Technical Information Service. Vol. OTS0537071,
rat	LD50	oral	1075mg/kg (1075mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(3), Pg. 88, 1982.

Product Name

4-Chloro-3-nitrobenzotrifluoride

Synthetic route

4-Chloro-3-nitrobenzotrifluoride Standards and Recommendations

4-Chloro-3-nitrobenzotrifluoride Specification

Related Products

Hot Products