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793-24-8

Basic Information
CAS No.: 793-24-8
Name: 1,4-Benzenediamine,N1-(1,3-dimethylbutyl)-N4-phenyl-
Molecular Structure:
Molecular Structure of 793-24-8 (1,4-Benzenediamine,N1-(1,3-dimethylbutyl)-N4-phenyl-)
Formula: C18H24N2
Molecular Weight: 268.44
Synonyms: 1,4-Benzenediamine,N-(1,3-dimethylbutyl)-N'-phenyl- (9CI);p-Phenylenediamine,N-(1,3-dimethylbutyl)-N'-phenyl- (7CI,8CI);4-(1,3-Dimethylbutylamino)diphenylamine;6PPD;Antage 6C;Antozite 67;CD 13;CI;DBDA;DMBPD;Diafen FDMB;Flexzone 7F;Flexzone 7P;Forte 6C;N-(1,3-Dimethylbutyl)-N'-phenyl-1,4-benzenediamine;N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine;N-Phenyl-N'-(1,3-dimethylbutyl)-1,4-phenylenediamine;Nocrac 6C;Ozonone 6C;Permanax 120;Santoflex 13F;UOP 562;UOP 588;Vulkanox 4020;Vulkanox 4020LG;Wingstay 300;
EINECS: 212-344-0
Density: 1.039 g/cm3
Melting Point: 45-46 °C
Boiling Point: 412.3 °C at 760 mmHg
Flash Point: 245.8 °C
Solubility: <0.1 g/100 mL at 17 °C in water
Appearance: Purple flakes
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 24.06000
LogP: 5.42270
Synthetic route
108-10-1

4-methyl-2-pentanone

101-54-2

N-phenylphenylene-1,4-diamine

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With hydrogen at 99.84℃; under 18751.9 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Time; Autoclave;100%
With hydrogen; pyrographite at 20 - 150℃; under 22052.2 Torr; for 0.1h; Autoclave;99.4%
With platinum on activated charcoal; isopropyl alcohol at 50 - 150℃; under 36775.4 Torr; Hydrogenation;
63302-40-9

C18H22N2

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; under 7500.75 Torr; Solvent; Temperature;92.6%
156-10-5

p-nitrosodiphenylamine

108-10-1

4-methyl-2-pentanone

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With platinum on activated charcoal; isopropyl alcohol at 50 - 150℃; under 25742.8 Torr; Hydrogenation;
836-30-6

4-ntrophenyl(phenyl)amine

108-10-1

4-methyl-2-pentanone

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With platinum on activated charcoal; isopropyl alcohol at 50 - 150℃; under 25742.8 Torr; Hydrogenation;

N-[1,3-Dimethyl-but-(E)-ylidene]-N'-phenyl-benzene-1,4-diamine

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With formic acid; palladium on activated charcoal at 85℃; Yield given;
836-30-6

4-ntrophenyl(phenyl)amine

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 5percent Pd/C
2: 5percent palladium-on-carbon / 85 °C
3: HCOOH / 5percent Pd/C / 85 °C
View Scheme
Multi-step reaction with 3 steps
1: formic acid / 5percent Pd/C / 85 °C
2: 5percent palladium-on-carbon / 85 °C
3: HCOOH / 5percent Pd/C / 85 °C
View Scheme
108-10-1

4-methyl-2-pentanone

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5percent palladium-on-carbon / 85 °C
2: HCOOH / 5percent Pd/C / 85 °C
View Scheme
101-54-2

N-phenylphenylene-1,4-diamine

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5percent palladium-on-carbon / 85 °C
2: HCOOH / 5percent Pd/C / 85 °C
View Scheme
2406-04-4

4-(phenylimino)cyclohexa-2,5-dienone

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
In methanol
108-10-1

4-methyl-2-pentanone

101-54-2

N-phenylphenylene-1,4-diamine

A

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

B

63302-40-9

C18H22N2

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 200℃; under 30003 Torr; Reagent/catalyst;
With hydrogen at 160℃; under 22502.3 Torr; for 4h; Autoclave;
108-10-1

4-methyl-2-pentanone

101-54-2

N-phenylphenylene-1,4-diamine

A

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

B

62-53-3

aniline

Conditions
ConditionsYield
With 10% Pd/C; hydrogen at 160℃; under 22502.3 Torr; for 4h; Autoclave;
141-79-7

4-methyl-pent-3-en-2-one

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen
2: pyrographite; ; hydrogen / 0.1 h / 20 - 150 °C / 22052.2 Torr / Autoclave
View Scheme
71-43-2

benzene

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / chloroform; benzene / 5 h / 50 °C / Industrial scale
2: tetramethyl ammoniumhydroxide; platinum on carbon; hydrogen / water / 80 °C / 11251.1 Torr
3: pyrographite; ; hydrogen / 0.1 h / 20 - 150 °C / 22052.2 Torr / Autoclave
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; nitric acid / chloroform; benzene / 5 h / 50 °C / Industrial scale
2: hydrogen / 200 °C / Industrial scale
3: tetramethyl ammoniumhydroxide; platinum on carbon; hydrogen / water / 80 °C / 11251.1 Torr
4: pyrographite; ; hydrogen / 0.1 h / 20 - 150 °C / 22052.2 Torr / Autoclave
View Scheme
108-95-2

phenol

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonia / 450 °C / 760.05 Torr / Industrial scale
2: tetramethyl ammoniumhydroxide; platinum on carbon; hydrogen / water / 80 °C / 11251.1 Torr
3: pyrographite; ; hydrogen / 0.1 h / 20 - 150 °C / 22052.2 Torr / Autoclave
View Scheme
98-95-3

nitrobenzene

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen / 200 °C / Industrial scale
2: tetramethyl ammoniumhydroxide; platinum on carbon; hydrogen / water / 80 °C / 11251.1 Torr
3: pyrographite; ; hydrogen / 0.1 h / 20 - 150 °C / 22052.2 Torr / Autoclave
View Scheme
Multi-step reaction with 3 steps
1: tetramethyl ammoniumhydroxide / water / 2.1 h / 75 °C / 55 Torr / Dean-Stark
2: hydrogen; 5%-palladium/activated carbon / 0.5 h / 80 °C / 11251.1 Torr / Autoclave
3: 3 % platinum on carbon; hydrogen / 0.5 h / 155 °C / 26252.6 Torr / Autoclave
View Scheme
62-53-3

aniline

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetramethyl ammoniumhydroxide / water / 2.1 h / 75 °C / 55 Torr / Dean-Stark
2: hydrogen; 5%-palladium/activated carbon / 0.5 h / 80 °C / 11251.1 Torr / Autoclave
3: 3 % platinum on carbon; hydrogen / 0.5 h / 155 °C / 26252.6 Torr / Autoclave
View Scheme
79-37-8

oxalyl dichloride

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

N,N'-bis(4-anilinophenyl)-N,N'-bis(4-methylpentan-2-yl)oxamide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 20℃; for 48h; Cooling with ice;86%
870-23-5

prop-2-ene-1-thiol

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

3-(allylsulfanyl)-N1-(4-methyl-2-pentyl)-N4-phenyl-1,4-benzenediamine

Conditions
ConditionsYield
Stage #1: N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine With magnesium sulfate; silver(l) oxide In toluene at 25℃; for 15h;
Stage #2: prop-2-ene-1-thiol In ethanol at 25℃;
65%
74-85-1

ethene

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

A

944727-84-8

C22H32N2

B

C24H36N2

C

944727-85-9

C24H36N2

Conditions
ConditionsYield
diethylaluminium chloride In hexane for 12 - 16h; Product distribution / selectivity;A 47.2%
B n/a
C n/a
124-04-9

Adipic acid

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

N,N'-bis(4-anilinophenyl)-N,N'-bis(4-methylpentan-2-yl)adipamide

Conditions
ConditionsYield
Stage #1: Adipic acid With thionyl chloride; N,N-dimethyl-formamide In tetrahydrofuran; chloroform for 8h; Reflux;
Stage #2: N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine With pyridine In tetrahydrofuran at 20℃; Cooling with ice;
39%
793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

2-methyl-N4-(4-methyl-2-pentyl)-N7-phenyl-2,3-dihydro-1-benzothiophene-4,7-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Ag2O; MgSO4 / toluene / 15 h / 25 °C
1.2: 65 percent / ethanol / 25 °C
2.1: 75 percent / 150 - 155 °C
View Scheme
463-71-8

thiophosgene

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

584-08-7

potassium carbonate

118745-60-1

N-(4-anilinophenyl)-N-(1,3-dimethyl-butyl)-thiocarbamate-O-methyl ester

Conditions
ConditionsYield
In methanol; chloroform
793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

74-88-4

methyl iodide

118745-59-8

N-(4-anilinophenyl)-N-(1,3-dimethyl-butyl)-dithiocarbamate methyl ester

Conditions
ConditionsYield
With carbon disulfide; sodium hydroxide In tetrahydrofuran
872-05-9

1-Decene

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

N'-phenyl-N-2-isohexyl-[2-(2-isodecyl)-p-phenylene]diamine

Conditions
ConditionsYield
With tetrabutylammomium bromide; aluminum (III) chloride at 160 - 170℃; for 27h; Friedel Crafts Alkylation;
793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

20170-32-5

4-hydroxy-3,5-di-tert-butylphenylpropionic acid

3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-N-(1,3-dimethyl-butyl)-N-(4-phenylamino-phenyl)propionamide

Conditions
ConditionsYield
With boric acid In toluene for 15h; Dean-Stark; Inert atmosphere; Reflux;
793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

6386-38-5

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate

3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-N-(1,3-dimethyl-butyl)-N-(4-phenylamino-phenyl)propionamide

Conditions
ConditionsYield
With boric acid In toluene for 15h; Dean-Stark; Inert atmosphere; Reflux; Molecular sieve;
108-77-0

1,3,5-trichloro-2,4,6-triazine

36294-23-2

4-(3-hydroxypropyl)-2,6-di-tert-butylphenol

793-24-8

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine

4-(3-{4,6-bis-[(1,3-dimethyl-butyl)-(4-phenylamino-phenyl)amino]-[1,3,5]triazin-2-yloxy}propyl)-2,6-di-tert-butyl-phenol

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-(3-hydroxypropyl)-2,6-di-tert-butylphenol With triethylamine In tetrahydrofuran at 0℃; for 4h; Inert atmosphere;
Stage #2: N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine In tetrahydrofuran at 65℃; for 15h; Inert atmosphere;
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  • N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine      CAS: 793-24-8

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Chemistry

IUPAC Name: 1-N-(4-methylpentan-2-yl)-4-N-Phenylbenzene-1,4-diamine
Synonyms:1,4-Benzenediamine, N~1~-(1,3-dimethylbutyl)-N~4~-phenyl- ; 1,4-Benzenediamine, N~1~-(1,3-dimethylbutyl)-N~4~-phenyl- ; N-(1,3-dimethylbutyl)-N'-Phenylbenzene-1,4-diamine ; N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine ; N-(4-Methyl-2-pentanyl)-N'-phenyl-1,4-benzenediamine
Product Categories: Industrial/Fine Chemicals;Antidegradants
Molecular Structure :
Molecular Formula: C18H24N2
Molecular Weight : 268.40
CAS NO: 793-24-8
EINECS: 212-344-0
Mol File: 793-24-8.mol
Melting point: 45-46 ºC
Boiling point: 260 ºC
Flash point: 204 ºC
Density: 1.039 g/cm3
Appearance:Purple flakes
Index of Refraction: 1.599
Surface Tension: 40.9 dyne/cm
Enthalpy of Vaporization: 66.49 kJ/mol
Vapour Pressure: 5.22E-07 mmHg at 25°C
Water solubility <0.1 g/100 mL at 17 ºC
Appearance: N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (CAS NO. 793-24-8) is gray-black solid

Uses

1.N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (CAS NO. 793-24-8) is used for anti-ozone agents and antioxidants for natural rubber and synthetic rubber.
2.N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (CAS NO. 793-24-8) is used for fine effectiveness on the protection of ozone and flex fatigue cracking .

Production

Using the 4 - amino-2-aniline and methyl isobutyl ketone, catalytic,with hydrogenation condensation, Then, N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (CAS NO. 793-24-8) is derived.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 7940mg/kg (7940mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 67, 1990.
rat LD50 oral 3580mg/kg (3580mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 67, 1990.

Safety Profile

RTECS ST0900000

Specification

1.Air & Water Reactions :N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine may be sensitive to prolonged exposure to air. Insoluble in water.
2.Reactivity Profile :You should protect N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (CAS NO. 793-24-8) from exposure to strong oxidizing agents such as chlorine or hydrogen peroxide. N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine will ignite if heated strongly.
3.Fire Hazard: N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine is combustible.

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