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98-16-8

Basic Information
CAS No.: 98-16-8
Name: 3-Aminobenzotrifluoride
Article Data: 96
Cas Database
Molecular Structure:
Molecular Structure of 98-16-8 (3-Aminobenzotrifluoride)
Formula: C7H6F3N
Molecular Weight: 161.127
Synonyms: 3-(Trifluoromethyl) aniline;Benzenamine, 3- (trifluoromethyl)-;1/C7H6F3N/c8-7(9,10)5-2-1-3-6(11)4-5/h1-4H,11H;1-Amino-3-(trifluoromethyl)benzene;m-Amino-alpha,alpha,alpha-trifluorotoluene;3-(Trifluoromethyl)benzenamine;4-12-00-01843 (Beilstein Handbook Reference);Toluene, 3-amino-alpha,alpha,alpha-trifluoro-;2-propylpiperidine HCl;m-Chlorotrifluoromethylbenzene;Toluene, 3-amino-.alpha.,.alpha.,.alpha.-trifluoro-,;m-(Trifluoromethyl)aniline;m-Aminobenzal fluoride;alpha,alpha,alpha-Trifluoro-m-toluidine;
EINECS: 202-643-4
Density: 1.286 g/cm3
Melting Point: 5 °C
Boiling Point: 187 °C at 760 mmHg
Flash Point: 85 °C
Solubility: 5 g/L (20 ºC)
Appearance: Clear light yellow liquid
Hazard Symbols: IrritantXi,ToxicT,VeryT+,HarmfulXn
Risk Codes: 36/37/38-33-23-21/22-26-24-22-20/21/22
Safety: 26-36-45-36/37/39-28A
Transport Information: UN 2948 6.1/PG 2
PSA: 26.02000
LogP: 2.86880
Synthetic route
98-46-4

3-trifluoromethylnitrobenzene

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride; zinc In ethanol at 15 - 20℃; for 0.166667h; Irradiation;100%
With hydrogen; nickel In methanol at 100 - 115℃; under 18751.9 - 30003 Torr; for 6h; Large scale;99.9%
With hydrazine hydrate In ethanol for 2.5h; Reflux;98.4%
401-81-0

m-trifluoromethylphenyl iodide

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; C17H14N2O3; potassium hydroxide In ethanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;96%
With ammonium hydroxide; caesium carbonate In water for 1.5h; Reflux; Green chemistry;90%
With ammonium hydroxide; caesium carbonate In acetonitrile for 2h; Reflux; Green chemistry;90%
With ammonium hydroxide; potassium phosphate; copper(II) ferrite at 100℃; for 12h; Sealed tube; chemoselective reaction;60%
401-78-5

3-bromo-1-trifluoromethylbenzene

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 12h;95%
With ammonium hydroxide; copper(l) iodide; potassium carbonate; 4R-4-hydroxyproline In dimethyl sulfoxide at 50℃; for 24h;90%
199188-30-2

3-(trifluoromethyl)phenyl trifluoromethanesulfonate

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
Stage #1: 3-(trifluoromethyl)phenyl trifluoromethanesulfonate With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; tetrabutylammomium bromide; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 50℃; for 6h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether
91%
1423-26-3

(meta-(trifluoromethyl)phenyl)boronic acid

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 21h;84%
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;71%
With N-Bromosuccinimide; N-methoxylamine hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃;66%
98-15-7

3-chlorotrifluoromethylbenzene

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 80℃; for 24h; Inert atmosphere;81%
709-58-0

1-nitro-3-(trichloromethyl)benzene

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With ammonium bifluoride; aHF In dichloromethane 1.) 68-95 degC, 90-160 psig, 2.) 68-101 degC, 90-118 psig, 3.) 103-117 degC, 190-220 psig;75%
1743-96-0

4-(pentafluoroethoxy)nitrobenzene

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol71%
13712-75-9, 165618-44-0

3-methyl-2,4-diphenyloxazolium-5-olate

104143-76-2

4-[5-Methylene-3-(3-trifluoromethyl-phenyl)-4,5-dihydro-3H-[1,2,3]triazol-4-yl]-morpholine

A

34660-89-4

N-benzoyl-N-methylphenylglycine morpholide

B

98-16-8

3-trifluoromethylaniline

C

1-methyl-2,5-diphenyl-3-pyrrolecarbaldehyde

D

1-methyl-2,5-diphenyl-3-<<3-(trifluoromethyl)phenylimino>methyl>pyrrole

Conditions
ConditionsYield
In acetonitrile for 0.5h; Ambient temperature; Further byproducts given;A n/a
B n/a
C 65%
D 10%
98-17-9

3-Trifluoromethylphenol

98-16-8

3-trifluoromethylaniline

Conditions
ConditionsYield
Stage #1: 3-Trifluoromethylphenol With Nonafluorobutanesulfonyl fluoride; tris(trimethylsilyl)amine; potassium hexamethylsilazane In tetrahydrofuran at 60℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; for 0.0833333h; pH=3 - 4;
57%
Multi-step reaction with 2 steps
1.1: 86 percent / K3PO4 / toluene; H2O / 0 - 20 °C
2.1: P(t-Bu)3; Zn[N(SiMe3)2]2; Bu4NBr / Pd(dba)2 / tetrahydrofuran / 6 h / 50 °C
2.2: 91 percent / aq. HCl / tetrahydrofuran; diethyl ether
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    Chemical Name: M-aminobenzotrifluoride Synonym: 3-Aminotrifluorotoluene; 3-Trifluoromethylaniline; M-(Trifluoromethyl)aniline CAS No.: 98-16-8 Molecular Formula: C7H6F3N CAS: 98-16-8 Molecular formula:C7H6F3N Molecular weight:161.13

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Chemistry

Molecular formula: C7H6F3N
Molecular Weight:161.12
vapor pressure:  0.3 mm Hg ( 20 °C)
refractive index  :n20/D 1.480(lit.)
m-AMINOBENZAL FLUORIDE,It is often Clear light yellow liquid, Soluble in water:5 g/L (20 oC),mp is about 5 °C ,bp : 187 °C(lit.);density:1.303 Fp  :185 °F.

Uses

Main useage of m-AMINOBENZAL FLUORIDE :fluometuron,fluorochloridone.

Toxicity Data With Reference

1.   

orl-rat LD50:480 mg/kg

   85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow.: USSR, Centre of International Projects, GKNT,1982,20.
2.   

unr-rat LD50:480 g/kg

   TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 14 (1975),118.
3.   

orl-rbt LD50:615 mg/kg

   85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow.: USSR, Centre of International Projects, GKNT,1982,20.
4.   

unk-rat LD50:480 mg/kg

   TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 14 (1975),118.
5.   

ihl-rat LC50:440 mg/m3/4H

   TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 10 (1968),131.
6.   

orl-mus LD50:220 mg/kg

   TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 10 (1968),131.
7.   

ihl-mus LC50:690 mg/m3/2H

   TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 10 (1968),131.
8.   

ipr-mus LD50:50 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
RTECS : XU9180000

Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

Poison by inhalation, ingestion, and intraperitoneal routes. May be moderately toxic by other routes. See also AMINES and FLUORIDES. When heated to decomposition it emits very toxic fumes of F and NOx.

m-AMINOBENZAL FLUORIDE'Hazard Codes :  Xi,  Xn T,T+, 
m-AMINOBENZAL FLUORIDE's Risk Statements :
36/37/38:Irritating to eyes, respiratory system and skin 
23:Toxic by inhalation 
33:Danger of cumulative effects 
21/22:Harmful in contact with skin and if swallowed 
20/21/22:Harmful by inhalation, in contact with skin and if swallowed 
m-AMINOBENZAL FLUORIDE's Safety Statements :  26-36-45-36/37/39-28A
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing 
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:Wear suitable protective clothing, gloves and eye/face protection 
RIDADR:   UN 2948 6.1/PG 2

Standards and Recommendations

DOT Classification:  6.1; Label: Poison