2,2,4-Trimethyl-1,2-dihydroquinoline
Product Information
Molecular Formula
C12H15N
Molecular Weight
173.25
Description
Stability: Light SensitiveApplications: 1,2-Dihydro-2,2,4-trimethylquinoline is used as an antioxidant in styrene-butadiene and nitrile-butadiene rubbers and latexes. It was selected for evaluation because it is a derivative of quinoline, a known rodent carcinogen, and was regarded as having potential carcinogenic activity.
Synonyms
2,2,4-trimethyl-1H-quinoline; 2,2,4-trimethyl-1H-quinoline
IUPAC Name
2,2,4-trimethyl-1H-quinoline
SMILES
CC1=CC(NC2=CC=CC=C12)(C)C
InChI
InChI=1S/C12H15N/c1-9-8-12(2,3)13-11-7-5-4-6-10(9)11/h4-8,13H,1-3H3
InChI Key
ZNRLMGFXSPUZNR-UHFFFAOYSA-N
Boiling Point
293.92 °C (rough estimate)
Melting Point
120 °C
Flash Point
214 °F
Density
1.0215 (rou gh estimate)
Solubility
less than 0.1 mg/mL at 66 °F
Appearance
Dark yellow to very dark brown oil
Application
Used as a monomer; The polymer is a rubber antioxidant.
Storage
Amber Vial, Refrigerator, Under inert atmosphere
Refractive Index
1.5680 (estimate)
LogP
3.43200
Decomposition
Disaster hazard: see quinoline. Dangerous; when heated to decomposition it emits toxic fumes of /nitrogen oxides /quinoline
Safety Information
Hazards
H302:
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H371:
May cause damage to organs.
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H371:
May cause damage to organs.
Precautionary Statement
P261:
Avoid breathing dust, fumes, gas, mist, vapours, spray. [As modified by IV ATP].
P305:
IF IN EYES:
P338:
Remove contact lenses if present and easy to do. Continue rinsing.
P351:
Rinse cautiously with water for several minutes.
Avoid breathing dust, fumes, gas, mist, vapours, spray. [As modified by IV ATP].
P305:
IF IN EYES:
P338:
Remove contact lenses if present and easy to do. Continue rinsing.
P351:
Rinse cautiously with water for several minutes.
Signal Word
Warning
Computed Properties
XLogP3
2.8
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Exact Mass
173.120449483 g/mol
Monoisotopic Mass
173.120449483 g/mol
Topological Polar Surface Area
12Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
227
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
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-114044987-A | Oil-resistant ethylene propylene insulating material | 2021-12-28 |
| CN-113980357-A | Functionalized graphene, preparation method thereof and application of functionalized graphene in rubber base plate | 2021-12-27 |
| CN-114106448-A | Soft low-smoke halogen-free sheath material for wind power cable | 2021-12-21 |
| CN-114163700-A | Radiation-resistant nitrile rubber material for sealing nuclear power plant and preparation method thereof | 2021-12-18 |
| CN-114133639-A | Preparation method of high-hardness sealing rubber material containing trans-butyl-pentyl rubber | 2021-12-17 |
| 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-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 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21886894 | 2011-07-01 | Neglected disease - african sleeping sickness: recent synthetic and modeling advances | Scientia pharmaceutica |
| 21240646 | 2011-03-01 | The mystery of the discolored flints. New molecules turn prehistoric lithic artifacts blue | Analytical and bioanalytical chemistry |
| 20047276 | 2010-02-11 | Antitrypanosomal activity of 1,2-dihydroquinolin-6-ols and their ester derivatives | Journal of medicinal chemistry |
| 15156773 | 2004-01-01 | [Teratogenic effect of rubber components] | Medycyna pracy |
| 14667000 | 2003-08-01 | Maternal-fetal distribution and prenatal toxicity of 2,2,4-trimethyl-1,2-dihydroquinoline in the rat | Birth defects research. Part B, Developmental and reproductive toxicology |
