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341-58-2

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Basic Information
CAS No.: 341-58-2
Name: 2,2'-Bis(trifluoromethyl)benzidine
Molecular Structure:
Molecular Structure of 341-58-2 (2,2'-Bis(trifluoromethyl)benzidine)
Formula: C14H10F6N2
Molecular Weight: 320.23
Synonyms: m-Tolidine,a,a,a,a',a',a'-hexafluoro- (6CI,8CI);2,2'-Bis(trifluoromethyl)-4,4'-diaminobiphenyl;4,4'-Diamino-2,2'-bis(trifluoromethyl)biphenyl;TFMB;[1,1'-Biphenyl]-4,4'-diamine,2,2'-bis(trifluoromethyl)-;
EINECS: 671-105-2
Density: 1.415 g/cm3
Melting Point: 183 °C
Boiling Point: 376.9 °C at 760 mmHg
Flash Point: 171.4 °C
Solubility:
Appearance: white crystalline powder
Hazard Symbols: ToxicT, IrritantXi
Risk Codes: 22-45-50/53
Safety: 22-36/37/39-45
Transport Information: UN 2811
PSA: 52.04000
LogP: 5.71800
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Synthetic route
641-98-5

2,2'-bis-(trifluoromethyl)-4,4'-dinitro-1,1'-biphenyl

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With ammonium formate; zinc In methanol at 50℃; Temperature; Concentration;96.83%
With palladium 10% on activated carbon; hydrogen In ethanol at 80℃; under 15001.5 Torr; Catalytic behavior; Pressure; Temperature;92%
With hydrogenchloride; tin
With hydrogen; palladium on activated charcoal In toluene at 60℃; under 7500.75 Torr; for 6h; Autoclave;
351-19-9

1,2-bis(3-(trifluoromethyl)phenyl)hydrazine

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With sulfuric acid In water; toluene for 5h; Product distribution / selectivity;95.1%
With hydrogenchloride In water; toluene at 25℃; for 3h; Product distribution / selectivity;95%
With sulfuric acid In water at -5 - 75℃; under 2280.15 - 3800.26 Torr; for 2h; Temperature; Inert atmosphere;60%
588-00-1

1,2-bis((3-trifluoromethyl)phenyl)diazene

A

341-58-2

2,2'-bis(trifluoromethyl)benzidine

B

440-66-4

4,2'-bis-trifluoromethyl-biphenyl-2,4'-diyldiamine

Conditions
ConditionsYield
With sodium amalgam; ethanol; sulfuric acid
98-46-4

3-trifluoromethylnitrobenzene

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lead; sodium acetate; aqueous ethanol
2: sodium-amalgam; aqueous ethanol; H2SO4
View Scheme
344-62-7

N-[2-(trifluoromethyl)phenyl]acetamide

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: H2SO4; HNO3
2: aq.-ethanolic NaOH
3: acetic acid; sulfuric acid; aqueous sodium nitrite solution; aqueous potassium iodide solution
4: copper-powder / 300 °C
5: tin; aq.-ethanolic HCl
View Scheme
121-01-7

4-nitro-2-trifluoromethyl-aniline

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; sulfuric acid; aqueous sodium nitrite solution; aqueous potassium iodide solution
2: copper-powder / 300 °C
3: tin; aq.-ethanolic HCl
View Scheme
395-68-6

N-(4-nitro-2-(trifluoromethyl)phenyl)acetamide

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq.-ethanolic NaOH
2: acetic acid; sulfuric acid; aqueous sodium nitrite solution; aqueous potassium iodide solution
3: copper-powder / 300 °C
4: tin; aq.-ethanolic HCl
View Scheme
400-75-9

1-iodo-4-nitro-2-(trifluoromethyl)benzene

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper-powder / 300 °C
2: tin; aq.-ethanolic HCl
View Scheme
3,3'-bis (trifluoromethyl)-4,4'-hydrazobenzene

3,3'-bis (trifluoromethyl)-4,4'-hydrazobenzene

98-46-4

3-trifluoromethylnitrobenzene

7440-66-6

zinc

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid; ammonium chloride; ammonia In methanol; acetone; toluene
...Expand

C22H18F6N2O6

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With water; sodium hydroxide In dichloromethane for 4h; Solvent; Reflux;115 g

C24H22F6N2O6

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With water; sodium hydroxide In dichloromethane for 4h; Reflux;126.5 g

C26H26F6N2O6

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With water; sodium hydroxide In dichloromethane for 4h; Reflux;120.7 g

C22H14F6N2O6

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With water; sodium hydroxide In dichloromethane for 4h; Reflux;119.5 g

C30H18F6N2O6

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
With water; sodium hydroxide In dichloromethane for 4h; Reflux;81.8 g
320-51-4

4-chloro-3-trifluoromethyl-aniline

341-58-2

2,2'-bis(trifluoromethyl)benzidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dichloromethane / 0 - 20 °C
2.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
2.2: 5 h / 65 °C
3.1: water; sodium hydroxide / dichloromethane / 4 h / Reflux
View Scheme
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

341-58-2

2,2'-bis(trifluoromethyl)benzidine

(2S,2'S)-di-tert-butyl 2,2'-(((2,2'-bis(trifluoromethyl)-[1,1'-biphenyl]-4,4'-diyl)bis(azanediyl))bis(carbonyl))bis(pyrrolidine-1-carboxylate)

Conditions
ConditionsYield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 2h;96%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;96%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

122-04-3

4-nitro-benzoyl chloride

N,N'-(2,2'-bis(trifluoromethyl)-[1,1'-biphenyl]-4,4'-diyl)bis(4-nitrobenzamide)

Conditions
ConditionsYield
With pyridine In tetrahydrofuran Cooling with ice;95.7%
With pyridine In N,N-dimethyl acetamide at 80℃; for 3h;65.4%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

104-88-1

4-chlorobenzaldehyde

(N4Z,N4'Z)-N4,N4'-bis(4-chlorobenzylidene)-2,2'-bis(trifluoromethyl)biphenyl-4,4'-diamine

Conditions
ConditionsYield
In ethanol at 20℃; for 3h; Reflux;94.15%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

MeCOX

MeCOX

4,4'-Diacetylamino-2,2'-bis(trifluoromethyl)biphenyl

Conditions
ConditionsYield
94%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

123-08-0

4-hydroxy-benzaldehyde

4,4'-(1Z,1'Z)-(2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)diphenol

Conditions
ConditionsYield
In ethanol at 20℃; for 3h; Reflux;93.35%
118-45-6

4-chlorophthalic anhydride

341-58-2

2,2'-bis(trifluoromethyl)benzidine

C30H12Cl2F6N2O4

Conditions
ConditionsYield
With 4-hydroxymethyl-1,3-dioxolan-2-one at 180℃; for 14h;91.8%
1121-60-4

pyridine-2-carbaldehyde

762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis(pyridin-2-ylmethylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;91.76%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

459-57-4

4-fluorobenzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((4-fluorophenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;91.42%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

99-61-6

3-nitro-benzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((3-nitrophenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Reagent/catalyst; Temperature; Time; Sonication; Green chemistry;91.07%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

104-88-1

4-chlorobenzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((4-chlorophenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;90.46%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

4748-78-1

4-ethylbenzylaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((4-ethylphenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;90.35%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

100-52-7

benzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis(phenylmethylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;89.91%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

100-10-7

4-dimethylamino-benzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((4-(dimethylamino)phenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;89.17%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

123-08-0

4-hydroxy-benzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((4-hydroxyphenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;88.23%
...Expand
98-03-3

thiophene-2-carbaldehyde

762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis(thiophen-2-ylmethylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;87.79%
...Expand
762-04-9, 123-22-8

Diethyl phosphonate

341-58-2

2,2'-bis(trifluoromethyl)benzidine

123-11-5

4-methoxy-benzaldehyde

tetraethyl (2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl)bis(azanediyl)bis((4-methoxyphenyl)methylene)diphosphonate

Conditions
ConditionsYield
With water at 45℃; for 0.5h; Sonication; Green chemistry;86.68%
...Expand
341-58-2

2,2'-bis(trifluoromethyl)benzidine

4,4'-Dibromo-2,2'-bis(trifluoromethyl)biphenyl

Conditions
ConditionsYield
Stage #1: 2,2'-bis(trifluoromethyl)benzidine With sulfuric acid; sodium nitrite In water at 2 - 65℃; for 1h;
Stage #2: With hydrogen bromide; copper(I) bromide at 45℃; Reagent/catalyst;		86%
With tert.-butylnitrite; copper(ll) bromide60%
5466-84-2

4-nitrophthalic anhydride

341-58-2

2,2'-bis(trifluoromethyl)benzidine

C30H12F6N4O8

Conditions
ConditionsYield
With propionic acid at 150℃; for 10h;80%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

C19H8F6O7

C52H18F18N2O10

Conditions
ConditionsYield
Stage #1: 2,2'-bis(trifluoromethyl)benzidine; C19H8F6O7 In 1-methyl-pyrrolidin-2-one at 90℃; for 1h;
Stage #2: With pyridine; acetic anhydride In 1-methyl-pyrrolidin-2-one at 90℃; for 2h; Temperature;		80%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

89803-70-3

2,2'-bis(trifluoromethyl)-4,4'-diiodobiphenyl

Conditions
ConditionsYield
Stage #1: 2,2'-bis(trifluoromethyl)benzidine With sulfuric acid; sodium nitrite In water; acetic acid at 5℃; for 1h;
Stage #2: With potassium iodide In water for 3h;		78.4%
Stage #1: 2,2'-bis(trifluoromethyl)benzidine With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: With iodine; sodium iodide In dichloromethane; water at 5 - 20℃;		75%
With sodium iodide; sulfuric acid; iodine; sodium hydrogensulfite; sodium nitrite In dichloromethane; water13.3 grams (78%)
Stage #1: 2,2'-bis(trifluoromethyl)benzidine With sulfuric acid; sodium nitrite
Stage #2: With iodine; sodium iodide Further stages.;
341-58-2

2,2'-bis(trifluoromethyl)benzidine

35675-46-8

3-methyl-4-nitro-benzoyl chloride

C30H20F6N4O6

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 20℃; for 12h; Sealed tube; Cooling with ice;76%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

2,2′-bis(trifluoromethyl)-4,4′-dihydroxybiphenyl

Conditions
ConditionsYield
With uranyl nitrate hydrate; water; trifluoroacetic acid for 96h; Irradiation; Inert atmosphere;75%
Stage #1: 2,2'-bis(trifluoromethyl)benzidine With hydrogenchloride; sodium nitrite In water at -4℃; for 2h; Inert atmosphere;
Stage #2: With phosphoric acid In water at 20℃; for 25h; Inert atmosphere; Reflux;		46.9%
Stage #1: 2,2'-bis(trifluoromethyl)benzidine With methanesulfonic acid In water
Stage #2: With sodium nitrite In water at 10 - 20℃; for 12h;
Stage #3: With sulfuric acid; water at 120℃;
341-58-2

2,2'-bis(trifluoromethyl)benzidine

3,3',5,5'-tetrabromo-2,2'-bis(trifluoromethyl)-[1,1'-biphenyl]-4,4'-diamine

Conditions
ConditionsYield
With bromine In methanol at 20℃; for 14h; Reflux;75%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

7487-10-7

pyromellitic acid monoanhydride

C34H10F6N2O10

Conditions
ConditionsYield
Stage #1: 2,2'-bis(trifluoromethyl)benzidine; pyromellitic acid monoanhydride In 1-methyl-pyrrolidin-2-one; N,N-dimethyl acetamide at 90℃; for 1h;
Stage #2: With pyridine; acetic anhydride In 1-methyl-pyrrolidin-2-one; N,N-dimethyl acetamide; toluene at 90℃;		72%
Stage #1: 2,2'-bis(trifluoromethyl)benzidine; pyromellitic acid monoanhydride In 1-methyl-pyrrolidin-2-one at 90℃; for 1h;
Stage #2: With pyridine; acetic anhydride In 1-methyl-pyrrolidin-2-one at 90℃; for 2h;
27550-59-0

4-hydroxyphthalic anhydride

341-58-2

2,2'-bis(trifluoromethyl)benzidine

C30H14F6N2O6

Conditions
ConditionsYield
With propionic acid at 150℃; for 10h;70%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

552-30-7

trimellitic Anhydride

2,2'-bis(trifluoromethyl)-4,4'-bis(trimelletimide)biphenyl

Conditions
ConditionsYield
With acetic acid Reflux;56.1%
341-58-2

2,2'-bis(trifluoromethyl)benzidine

407-25-0

trifluoroacetic anhydride

4,4'-bis-(trifluoroacetamido)-2,2'-bis(trifluoromethyl)-5,5'-dinitrobiphenyl

Conditions
ConditionsYield
With potassium nitrate at 5 - 10℃; for 72h;51%
Raw Materials
98-46-4
588-00-1
344-62-7
121-01-7
395-68-6
400-75-9
641-98-5
351-19-9
Downstream Products
89803-70-3
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Chemistry

The Molecular Structure of 2,2'-Bis-(trifluormethyl) benzidine (CAS NO.341-58-2):

Molecular Formula: C14H10F6N2
Molecular Weight:  320.233019 g/mol
IUPAC: 4-[4-amino-2-(trifluoromethyl)phenyl]-3-(trifluoromethyl)aniline
Product Categories: Biphenyls (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer ResearchNominal Mass: 320 Da
Average Mass: 320.233 Da
Monoisotopic Mass: 320.074818 Da 
Nominal Mass: 320 Da
Average Mass: 320.233 Da
Monoisotopic Mass: 320.074818 Da 
Index of Refraction: 1.524
Molar Refractivity: 69.27 cm3
Molar Volume: 226.2 cm3
Surface Tension: 34 dyne/cm
Density: 1.415 g/cm3
Flash Point: 171.4 °C
Enthalpy of Vaporization: 62.46 kJ/mol
Boiling Point: 376.9 °C at 760 mmHg
Vapour Pressure: 7.02E-06 mmHg at 25°C 

Safety Profile

Hazard Codes: ToxicTIrritantXi
Risk Statements: 22-45-50/53 
R22:Harmful if swallowed
R45:May cause cancer
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 22-36/37/39-45 
S22:Do not breathe dust
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: 2811
Hazard Note: Toxic
HazardClass: IRRITANT-HARMFUL

Specification

 2,2'-Bis-(trifluormethyl) benzidine (CAS NO.341-58-2) is also called as 4,4'-diamino-2,2'-bis(trifluoromethyl)biphenyl ; 22Tfmb ; 2,2'-Di(trifluoromethyl)benzidine ; 2,2'-Bis(trifluoromethyl)-4,4'-diamino biphenyl ; 2,2'-Bis(trifluoromethyl)benzidine 97% .