N-Isopropyl-N'-phenyl-p-phenylenediamine

Base Information

• Chemical Name: N-Isopropyl-N'-phenyl-p-phenylenediamine
• CAS No.: 101-72-4
• Deprecated CAS: 12771-90-3,59792-63-1,87133-56-0,121889-80-3,121889-80-3,59792-63-1,87133-56-0
• Molecular Formula: C15H18N2
• Molecular Weight: 226.321
• Hs Code.: 2921.51
• European Community (EC) Number: 202-969-7
• ICSC Number: 1108
• NSC Number: 41029
• UN Number: 1673
• UNII: 0M7PSL4100
• DSSTox Substance ID: DTXSID1025485
• Nikkaji Number: J22.142B
• Wikipedia: N-Isopropyl-N%27-phenyl-1,4-phenylenediamine,N-Isopropyl-N'-phenyl-1
• Wikidata: Q21009595
• Metabolomics Workbench ID: 62851
• ChEMBL ID: CHEMBL1449018
• Mol file: 101-72-4.mol

Synonyms:IPPD;N-isopropyl-N'-phenyl-1,4-phenylenediamine;N-isopropyl-N'-phenyl-p-phenylenediamine;N-isopropyl-N-phenyl-4-phenylenediamine;N-isopropyl-N-phenyl-4-phenylenediamine hydrochloride;p-isopropylaminodiphenylamine;phenylisopropyl-p-phenylenediamine

Chemical Property of N-Isopropyl-N'-phenyl-p-phenylenediamine

Chemical Property:

• Appearance/Colour: dark grey to black solid
• Vapor Pressure: 0.007Pa at 20℃
• Melting Point: 72-76 °C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 378.4 °C at 760 mmHg
• PKA: 6.76±0.32(Predicted)
• Flash Point: 230.9 °C
• PSA: 24.06000
• Density: 1.086 g/cm³
• LogP: 4.39650
• Storage Temp.: -20°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• Water Solubility.: <0.1 g/100 mL at 18 oC
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.146998583
• Heavy Atom Count: 17
• Complexity: 201
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

CACYBP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,Xn
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50/53-43-22
• Safety Statements: 26-36-61-60-37-24

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: CC(C)NC1=CC=C(C=C1)NC2=CC=CC=C2
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Uses: Protection of rubbers against oxidation, ozone, flex-cracking, and poisoning by copper and manganese. N-Isopropyl-N-phenyl-4-phenyle-nediamine is used in protection of rubber against oxidation, ozone, flex-cracking, and poisoning by copper and manganese; antidegradant in natural rubber, styrene-butadiene, nitrile-butadiene, butadiene, and chloroprene rubber. This rubber chemical is used as an antioxidant. The main occupational sources are tyres.

Technology Process of N-Isopropyl-N'-phenyl-p-phenylenediamine

There total 7 articles about N-Isopropyl-N'-phenyl-p-phenylenediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

4-ntrophenyl(phenyl)amine (836-30-6) + isopropyl alcohol (67-63-0,8013-70-5) → N-phenyl-N'-isopropyl-p-phenylenediamine (101-72-4)

Guidance literature:

nickel; at 60 ℃; for 4h;

DOI:10.1039/c39880001275

Reference yield:

acetone (67-64-1) + N-phenylphenylene-1,4-diamine (101-54-2) → N-phenyl-N'-isopropyl-p-phenylenediamine (101-72-4) + N-isopropylidene-N'-phenyl-benzene-1,4-diamine

Guidance literature:

With hydrogen; Rh(cod)(P(C₆H₅)3)2BF₄; at 120 ℃; for 5h; under 7600 Torr;

DOI:10.1016/S0040-4039(00)01098-4

Reference yield:

acetone (67-64-1) + N-phenylphenylene-1,4-diamine (101-54-2) → N-phenyl-N'-isopropyl-p-phenylenediamine (101-72-4)

Guidance literature:

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

upstream raw materials:

p-nitrosodiphenylamine

acetone

4-ntrophenyl(phenyl)amine

4-(Phenylazo)diphenylamine

Downstream raw materials:

4,13-dithia-7,10-dioxa-1,16-bis[N-isopropyl-4-(phenylamino)-anilino]-2,15-dihydroxyhexadecane

C₂₅H₃₈N₂

GBFE

C₃₅H₅₈N₂

Refernces

• 1、 -. "Stabilization of polymers with styrenated-p-cresols". . . Retrieved 2008/12/08.
• 2、 -. "Preparation of N-substituted-N'-phenyl p-phenylenediamines". . . Retrieved 2008/06/13.