Name: N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine
SKU: 101-96-2

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Basic Information

Molecular Structure:
CAS No.:	101-96-2
Name:	N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine

Formula:	C₁₄H₂₄N₂
Molecular Weight:	220.358
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;
EINECS:	202-992-2
Density:	0.942 g/cm³
Melting Point:	17.8 °C
Boiling Point:	343.2 °C at 760 mmHg
Flash Point:	192.6 °C
Solubility:	H₂O: <0.1 g/100 mL at 20 °C
Appearance:	dark red liquid
Hazard Symbols:	C,N,T
Risk Codes:	25-34-43-50/53
Safety:	26-36/37/39-45-61
Transport Information:	UN 2922
PSA:	24.06000
LogP:	4.25340

Synthetic route

: 100-01-6
4-nitro-aniline

: 78-93-3
butanone

: 101-96-2
N,N'-di-sec-butyl p-phenylenediamine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In n-heptane; dichloromethane

...Expand

: 15267-95-5
chloromethyltriethoxysilane

: 101-96-2
N,N'-di-sec-butyl p-phenylenediamine

: C28H56N2O6Si2

Conditions

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

Raw Materials

100-01-6

78-93-3

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Consensus Reports

Reported in EPA TSCA Inventory.

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

101-96-2

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Consensus Reports

Specification