N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine
Product Information
Molecular Formula
C18H24N2
Molecular Weight
268.40
Description
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (CAS# 793-24-8) is an impurity of Enalapril (E555250), an antihypertensive and an angiotensin-converting enzyme (ACE) inhibitor.
Synonyms
4-N-(4-methylpentan-2-yl)-1-N-phenylbenzene-1,4-diamine
IUPAC Name
4-N-(4-methylpentan-2-yl)-1-N-phenylbenzene-1,4-diamine
SMILES
CC(C)CC(C)NC1=CC=C(C=C1)NC2=CC=CC=C2
InChI
InChI=1S/C18H24N2/c1-14(2)13-15(3)19-17-9-11-18(12-10-17)20-16-7-5-4-6-8-16/h4-12,14-15,19-20H,13H2,1-3H3
InChI Key
ZZMVLMVFYMGSMY-UHFFFAOYSA-N
Boiling Point
165 °C / 1 mmHg
Melting Point
49-53 °C
Flash Point
202 °C (C.C)
Purity
> 98.0 % (GC)
Density
1.039 g/cm3
Solubility
less than 1 mg/mL at 63 °F
Appearance
Red to dark blue to black pellet
Application
Used as an antiozonant and antioxidant for butadiene rubber, nitrile-butadiene rubber, styrene-butadiene rubber, and synthetic isoprene rubber.
LogP
5.42270
Vapor Pressure
0.000005 [mmHg]
Safety Information
Hazards
H317:
May cause an allergic skin reaction.
H319:
Causes serious eye irritation.
H336:
May cause drowsiness or dizziness.
H373:
May cause damage to organs through prolonged or repeated exposure.
H410:
Very toxic to aquatic life with long-lasting effects.
May cause an allergic skin reaction.
H319:
Causes serious eye irritation.
H336:
May cause drowsiness or dizziness.
H373:
May cause damage to organs through prolonged or repeated exposure.
H410:
Very toxic to aquatic life with long-lasting effects.
Precautionary Statement
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340+P312:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.
P314:
Get medical advice/attention if you feel unwell.
P391:
Collect spillage.
Do not breathe dust, fumes, gas, mist, vapours, spray.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340+P312:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.
P314:
Get medical advice/attention if you feel unwell.
P391:
Collect spillage.
Computed Properties
XLogP3
5.6
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
6
Exact Mass
268.193948774 g/mol
Monoisotopic Mass
268.193948774 g/mol
Topological Polar Surface Area
24.1Ų
Heavy Atom Count
20
Formal Charge
0
Complexity
250
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114181438-A | Aviation tire shoulder rubber and preparation method and application thereof | 2021-12-29 |
| CN-114085303-A | Catalytic system, application thereof and preparation method of syndiotactic 1, 2-polybutadiene | 2021-12-21 |
| CN-114058008-A | Process for preparing semi-aromatic polyamides end-capped with monocarboxylic acids, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114058009-A | Process for preparing semi-aromatic polyamides with reduced loss of diamine monomer, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114058010-A | Process for preparing low-energy semiaromatic polyamides, semiaromatic polyamides and moulding compositions | 2021-12-13 |
| CN-114085482-A | Ultraviolet light crosslinked low-voltage ethylene propylene rubber insulating material and preparation method thereof | 2021-12-13 |
| CN-114133559-A | Process for preparing semiaromatic polyamides with reduced salt formation cycle, semiaromatic polyamides and moulding compositions | 2021-12-13 |
| CN-114133560-A | Process for preparing semiaromatic polyamides with improved impact strength, semiaromatic polyamides and moulding compositions | 2021-12-13 |
| CN-113968996-A | Wear-resistant hydrophobic low-rolling-resistance conveyor belt cover rubber and preparation method thereof | 2021-12-09 |
| CN-114015168-A | Novel rubber high polymer material | 2021-12-08 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 25622337 | 2015-05-01 | Population-based in vitro hazard and concentration-response assessment of chemicals: the 1000 genomes high-throughput screening study | Environmental health perspectives |
| 19338586 | 2009-04-01 | Skin sensitization potency and cross-reactivity of p-phenylenediamine and its derivatives evaluated by non-radioactive murine local lymph node assay and guinea-pig maximization test | Contact dermatitis |
| 18661739 | 2008-05-01 | Electrolytic treatment of wastewater containing n-phenyl-n'-1,3-dimethylbutyl-p-phenylenediamine | Environmental technology |
| 16227180 | 2005-10-01 | New phenylenediamine antiozonants for commodities based on natural and synthetic rubber | Food additives and contaminants |
