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121-17-5

Basic Information
CAS No.: 121-17-5
Name: 4-Chloro-3-nitrobenzotrifluoride
Article Data: 19
Molecular Structure:
Molecular Structure of 121-17-5 (4-Chloro-3-nitrobenzotrifluoride)
Formula: C7H3ClF3NO2
Molecular Weight: 225.555
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...;
EINECS: 204-451-6
Density: 1.511 g/cm3
Melting Point: -2 °C
Boiling Point: 225.297 °C at 760 mmHg
Flash Point: 101.667 °C
Solubility: insoluble in water
Appearance: clear yellow liquid
Hazard Symbols: HarmfulXn,ToxicT,IrritantXi
Risk Codes: 22-36/37/38-20/21/22
Safety: 26-36-37/39
Transport Information: UN 2307 6.1/PG 2
PSA: 45.82000
LogP: 3.79020
Synthetic route
98-56-6

4-chlorobenzotrifluoride

121-17-5

2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions
ConditionsYield
With ammonium nitrate; 3-(N,N-dimethyldodecylammonium)propanesulfonic acid hydrogen sulphate at 70℃; for 9h; Temperature;85%
With sulfuric acid; nitric acid73.2%
With sulfuric acid; nitric acid
635-22-3

4-Chloro-3-nitroaniline

trifluoromethylsilver

121-17-5

2-chloro-3-nitro-5-trifluoromethylbenzene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium cyanocarbonimidodithioate In N,N-dimethyl-formamide at 80 - 90℃; for 24h;99%
With selenium; sodium thiosulfate In dimethyl sulfoxide50%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With triethylamine In tetrahydrofuran for 20h; Heating;99%
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Standards and Recommendations

DOT Classification:  6.1; Label: Poison

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 NOx. 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.