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N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine
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Name

N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine

 EINECS 202-992-2
CAS No. 101-96-2 Density 0.942 g/cm3
PSA 24.06000 LogP 4.25340
Solubility H2O: <0.1 g/100 mL at 20 °C Melting Point 17.8 °C
Formula C14H24N2 Boiling Point 343.2 °C at 760 mmHg
Molecular Weight 220.358 Flash Point 192.6 °C
Transport Information UN 2922 Appearance dark red liquid
Safety 26-36/37/39-45-61 Risk Codes 25-34-43-50/53
Molecular Structure Molecular Structure of 101-96-2 (N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine) Hazard Symbols CorrosiveC,DangerousN,ToxicT
Synonyms

Sumilizer BPAM 1;Tenamene2;Topanol M;UOP 5;Unilink 4100;1,4-Benzenediamine,N,N'-bis(1-methylpropyl)- (9CI);p-Phenylenediamine, N,N'-di-sec-butyl- (8CI);1,4-Bis-(sec-butylamino)benzene;Antioxidant 22;Cerobit BPD;Du Pont GasolineAntioxidant No. 22;Ethanox 4720;Kerobit BPD;N,N'-Bis(1-methylpropyl)-1,4-benzenediamine;N,N'-Di-sec-butyl-1,4-phenylenediamine;N,N'-Di-sec-butyl-n-phenylenediamine;N,N'-Di-sec-butyl-p-phenyldiamine;N,N'-Di-sec-butyl-p-phenylenediamine;NSC68417;Naugalube 403;Santoflex 44;Sumilizer BPA;

 

N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine Synthetic route

100-01-6

4-nitro-aniline

78-93-3

butanone

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

Conditions
ConditionsYield
With copper oxide-chromium oxide at 180℃; under 36775.4 Torr; Hydrogenation;
With platinum on activated charcoal at 160℃; under 29420.3 - 36775.4 Torr; Hydrogenation;
101423-88-5

N-sec-butyl-4-phenylazo-aniline

78-93-3

butanone

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

Conditions
ConditionsYield
With platinum on activated charcoal at 160℃; under 73550.8 Torr; Hydrogenation;
101289-90-1

N-sec-butyl-N-nitroso-4-phenylazo-aniline

78-93-3

butanone

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

Conditions
ConditionsYield
With platinum on activated charcoal at 160℃; under 73550.8 Torr; Hydrogenation;
78-93-3

butanone

106-50-3

1,4-phenylenediamine

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 0 - 30℃; Temperature; Inert atmosphere;
101-96-2

N,N'-di-sec-butyl p-phenylenediamine

A

4138-37-8

N-(sec-butyl)-4-nitroaniline

B

109104-66-7

[1,4]benzoquinone-bis-(N-sec-butyl oxime )

Conditions
ConditionsYield
With Perbenzoic acid
101-96-2

N,N'-di-sec-butyl p-phenylenediamine

106476-75-9

N,N′-di-sec-butyl-N,N′-dinitroso-1,4-phenylenediamine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite
With hydrogenchloride; sodium nitrite In water; hexan-1-ol at 20 - 40℃; for 2h;
1641-40-3

pyrocatechol phosphorochloridite

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

10154-52-6

N,N'-bis-benzo[1,3,2]dioxaphosphol-2-yl-N,N'-di-sec-butyl-benzene-1,4-diamine

Conditions
ConditionsYield
With triethylamine In benzene
123-05-7

d,l-2-ethylhexanal

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

56553-60-7

sodium tris(acetoxy)borohydride

144-55-8

sodium hydrogencarbonate

1295578-34-5

N,N'-di-sec-butyl-N,N'-di-(2-ethylhexyl)-p-phenylenediamine

Conditions
ConditionsYield
In n-heptane; dichloromethane
15267-95-5

chloromethyltriethoxysilane

101-96-2

N,N'-di-sec-butyl p-phenylenediamine

C28H56N2O6Si2

Conditions
ConditionsYield
In toluene at 80℃; for 2h; Reflux; Inert atmosphere;

N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine Consensus Reports

Reported in EPA TSCA Inventory.

N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine Specification

The N,N'-Di-sec-butyl-p-phenyldiamine, with the CAS registry number 101-96-2, is also known as p-Phenylenediamine, N,N'-di-sec-butyl-. It belongs to the product categories of Amines; C11 to C38; Nitrogen Compounds. Its EINECS registry number is 202-992-2. This chemical's molecular formula is C14H24N2 and molecular weight is 220.353760. Its IUPAC name is called 1-N,4-N-di(butan-2-yl)benzene-1,4-diamine.

Physical properties of N,N'-Di-sec-butyl-p-phenyldiamine: (1)ACD/LogP: 3.39; (2)ACD/LogD (pH 5.5): 0.98; (3)ACD/LogD (pH 7.4): 2.13; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 12.1; (6)ACD/KOC (pH 5.5): 6.4; (7)ACD/KOC (pH 7.4): 90.58; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.554; (12)Molar Refractivity: 73.18 cm3; (13)Molar Volume: 228.1 cm3; (14)Surface Tension: 35.9 dyne/cm; (15)Density: 0.965 g/cm3; (16)Flash Point: 192.6 °C; (17)Enthalpy of Vaporization: 58.71 kJ/mol; (18)Boiling Point: 343.2 °C at 760 mmHg; (19)Vapour Pressure: 7.15E-05 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may destroy living tissue on contact and may cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCC(C)NC1=CC=C(C=C1)NC(C)CC
(2)InChI: InChI=1S/C14H24N2/c1-5-11(3)15-13-7-9-14(10-8-13)16-12(4)6-2/h7-12,15-16H,5-6H2,1-4H3
(3)InChIKey: FSWDLYNGJBGFJH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 5gm/kg (5000mg/kg)   Rubber Chemistry and Technology. Vol. 45, Pg. 627, 1972.
mammal (species unspecified) LD50 intraperitoneal 10mL/kg (10mL/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
rabbit LD50 skin 2806mg/kg (2806mg/kg) BEHAVIORAL: TREMOR

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"		 National Technical Information Service. Vol. OTS0555010,
rat LCLo inhalation 600mg/m3/6H (600mg/m3)   Kodak Company Reports. Vol. 21MAY1971,
rat LD50 oral 148mg/kg (148mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION		 National Technical Information Service. Vol. OTS0555010

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