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N,N'-Di-2-naphthyl-p-phenylenediamine

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Name

N,N'-Di-2-naphthyl-p-phenylenediamine

EINECS 202-249-2
CAS No. 93-46-9 Density 1.244 g/cm3
PSA 24.06000 LogP 7.62620
Solubility <0.1 g/100 mL at 19 °C in water Melting Point 225-229°C
Formula C26H20N2 Boiling Point 608.1 °C at 760 mmHg
Molecular Weight 360.458 Flash Point 399 °C
Transport Information N/A Appearance Gray powder
Safety 22-36/37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 93-46-9 (N,N'-Di-2-naphthyl-p-phenylenediamine) Hazard Symbols N/A
Synonyms

1,4-Benzenediamine,N,N'-di-2-naphthalenyl- (9CI);p-Phenylenediamine, N,N'-di-2-naphthyl-(6CI,8CI);1,4-Bis(2-naphthylamino)benzene;ASM-DNT;Aceto DIPP;AgeRite W;AgeRite White;Anchor DNPD;Antage F;Antigene F;Antioxidant 123;AntioxidantDNP;DNPD;Diafen NN;N,N'-Bis(2-naphthyl)-1,4-phenylenediamine;N,N'-Bis(2-naphthyl)-p-phenylenediamine;N,N'-Bis(b-naphthyl)-p-phenylenediamine;N,N'-Di(2-naphthyl)-p-phenylenediamine;N,N'-Di-2-naphthyl-1,4-benzenediamine;N,N'-Di-2-naphthyl-1,4-phenylenediamine;N,N'-Di-b-naphthyl-p-phenylenediamine;N,N'-di-2-Naphthyl-p-phenyldiamine;N,N'-p-Phenylenebis[2-naphthylamine];NSC 3410;Nocrac White;Nonox CI;Santowhite CI;Tisperse MB 2X;s-Di-b-Naphthyl-p-phenylenediamine;

Article Data 11

N,N'-Di-2-naphthyl-p-phenylenediamine Toxicity Data With Reference

1.    

skn-hmn 500 mg/48H MLD

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 5 (1952),311.
2.    

skn-rbt 500 mg/24H MLD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,74.
3.    

eye-rbt 500 mg/24H MLD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,74.
4.    

pic-esc 100 mmol/L

    MDMIAZ    Medycyna Doswiadczalna i Mikrobiologia. 31 (1979),11.
5.    

ipr-mam LD50:4500 mg/kg

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 5 (1952),311.

N,N'-Di-2-naphthyl-p-phenylenediamine Consensus Reports

Reported in EPA TSCA Inventory.

N,N'-Di-2-naphthyl-p-phenylenediamine Specification

he 2-Naphthyl-p-phenylenediamine with the cas number 93-46-9, is also called 1-N,4-N-dinaphthalen-2-ylbenzene-1,4-diamine named by IUPAC. There are other names such as (1)1,4-Benzenediamine, N,N'-di-2-naphthalenyl- ; (2)1,4-Benzenediamine, N1,N4-di-2-naphthalenyl- ; (3)N,N'-Di-2-naphthalenyl-1,4-benzenediamine ; (4)N,N'-Di-2-naphthyl-p-phenylenediamine ; (5)p-Phenylenediamine, N,N'-(di-2-naphthyl)- and so on.

Physical properties about this chemical are: (1)ACD/LogP: 5.78 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 5.78 ; (4)ACD/LogD (pH 7.4): 5.78 ; (5)ACD/BCF (pH 5.5): 14534.28 ; (6)ACD/BCF (pH 7.4): 14590.75 ; (7)ACD/KOC (pH 5.5): 33154.66 ; (8)ACD/KOC (pH 7.4): 33283.48 ; (9)#H bond acceptors: 2 ; (10)#H bond donors: 2 ; (11)#Freely Rotating Bonds: 4 ; (12)Polar Surface Area: 6.48 Å2 ; (13)Index of Refraction: 1.772 ; (14)Molar Refractivity: 120.68 cm3 ; (15)Molar Volume: 289.7 cm3 ; (16)Polarizability: 47.84 ×10-24cm3 ; (17)Surface Tension: 58.5 dyne/cm ; (18)Density: 1.244 g/cm3 ; (19)Flash Point: 399 °C ; (20)Enthalpy of Vaporization: 90.35 kJ/mol ; (21)Boiling Point: 608.1 °C at 760 mmHg ; (22)Vapour Pressure: 9.87E-15 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following: It is irritating to eyes, respiratory system and skin and harmful by inhalation, in contact with skin and if swallowed. Most important of all, do not breathe dust. Hence, before you are using it, wear suitable protective clothing, gloves and eye/face protection.

Uses of 2-Naphthyl-p-phenylenediamine: N,N'-Di-2-naphthyl-p-phenylenediamine (93-46-9) is widely used in copper, manganese and other harmful metals inhibit and heat aging antioxidants right thiazole accelerator activation significantly. And it is also applied to cable, flexible plastic and other industrial rubber products and latex products in the brown or dark.

Preparation of 2-Naphthyl-p-phenylenediamine: N,N'-Di-2-naphthyl-p-phenylenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

You can still convert the following datas into molecular structure :
(1) SMILES: c5c(Nc1ccc(cc1)Nc3cc2ccccc2cc3)cc4ccccc4c5
(2) InChI:InChI=1/C26H20N2/c1-3-7-21-17-25(11-9-19(21)5-1)27-23-13-15-24(16-14-23)28-26-12-10-20-6-2-4-8-22(20)18-26/h1-18,27-28H

Toxic information of 2-Naphthyl-p-phenylenediamine can be showed as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 intraperitoneal 4500mg/kg (4500mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 5, Pg. 311, 1952.
mouse LD50 oral 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LIVER: OTHER CHANGES
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 31(2), Pg. 25, 1966.
rat LD50 oral 4500mg/kg (4500mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.

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