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HCID 8981Erstellt: 26. Oktober 2026

1,2-Dihydro-2,2,4-trimethylchinolin

2,2,4-Trimethyl-1,2-dihydroquinoline · Quinoline, 1,2-dihydro-2,2,4-trimethyl- · Acetone anil · RALOX TMQ Monomer · Quinoline,1,2-dihydro · Trimethyl dihydroquinoline · 2,2,4-trimethyl-1H-quinoline · 2,2,4-Arimethyl-1H-quinoline

https://huagongshe.com/de/chemical/8981

Molekülstruktur von 1,2-Dihydro-2,2,4-trimethylchinolin

Identifikatoren & physikalische Daten

CAS No.147-47-7
SummenformelC12H15N
Durchschnittliche Molmasse173,25 g/mol
Monoisotopische Masse173,12044948 g/mol
SMILESCC1=CC(C)(C)Nc2ccccc21
InChIKeyZNRLMGFXSPUZNR-UHFFFAOYSA-N
PubChem CID8981
ChEMBLCHEMBL294154
EC No.205-688-8
DTXSIDDTXSID0025070
Lokaler Name1,2-Dihydro-2,2,4-trimethylchinolin

Chemische & physikalische Eigenschaften

XLogP2,8
Polarare Oberfläche (TPSA)12
H-Brücken-Donoren1
H-Brücken-Akzeptoren1
Frei drehbare Bindungen0
Schwere Atome13
Formalladung0
Komplexität227
StoffklassenNitrogen Compounds -> Quinolines
Dichte1.03 at 77 °F (NTP, 1992) - Denser than waterwill sink1.08 @ 25 °C1.0215 (rough estimate)
Color/FormLIGHT TAN POWDER
Löslichkeitless than 0.1 mg/mL at 66 °F (NTP, 1992)Chloroform (Soluble), DMSO (Slightly), Ethyl Acetate (Slightly)
Flammpunkt214 °F (NTP, 1992)101 °C
Siedepunkt491 to 500 °F at 743 mmHg (NTP, 1992)293.92°C (rough estimate)
DecompositionDISASTER HAZARD: SEE QUINOLINE. DANGEROUSWHEN HEATED TO DECOMPOSITION IT EMITS TOXIC FUMES OF /NITROGEN OXIDES/. /QUINOLINE/
Schmelzpunkt79 to 81 °F (NTP, 1992)120 °C
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description1,2-dihydro-2,2,4-trimethylquinoline appears as dark cloudy copper-colored or yellow liquid. Odorless. (NTP, 1992)Light tan powdermp = 120 deg C[HSDB] Dark cloudy copper-colored or yellow liquidmp = 26-27 deg C[CAMEO] Amber or brown granulesmp = 80-100 deg C[Redox MSDS]
Brechungsindex1.5680 (estimate)
Lagerbedingungen2-8°C(protect from light)
AggregatzustandOil
pKa (Säurekonstante)4.16±0.70(Predicted)
FarbeBrown to Very Dark Brown
StabilitätLight Sensitive
CAS Datenbank147-47-7(CAS DataBase Reference)
EPA chemische Informationen1,2-Dihydro-2,2,4-trimethylquinoline (147-47-7)

Sicherheit & Vorschriften

GHS-EinstufungThis chemical does not meet GHS hazard criteria for 13.2% (14 of 106) of reports.WarningH302 (86.8%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 106 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische InformationenChemical: Quinoline, 1,2-dihydro-2,2,4-trimethyl-Quinoline, 1,2-dihydro-2,2,4-trimethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
BrandgefahrenThis chemical is combustible. (NTP, 1992)
BrandpotenzialSLIGHT
GesundheitsgefahrenACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
GefahrenübersichtWeight loss, decreased hemoglobin, CNS depression, and abnormal liver function observed in rats dosed long-term by intragastric tube[HSDB] No evidence of carcinogenicity in mice or female rats and some evidence of carcinogenicity in male rats in 2-year dermal studies[NTP] Causes thymus and liver changes and weight loss in 13-week intermittent dermal study of ratsCauses changes in urine and serum composition and weight loss in 21-week intermittent inhalation study of ratsCauses impaired liver function in 30-day intermittent oral study of rats[RTECS] May cause skin sensitization, eye irritation, and respiratory tract irritation[Redox MSDS] Search for 147-47-7 AND (sensitizer OR sensitization OR allergic): no results[PubMed]
Reaktive GruppeAmines, Phosphines, and Pyridines
Special ReportsToxicology & Carcinogenesis Studies of 1,2-Dihydro-2,2,4-Trimethylquinoline in F344/N Rats and B6C3F1 Mice (Dermal Studies) and the Dermal Initiation/Promotion Study in Female Sencar Mice. Technical Report Series No. 456 (1997) NIH Publication No. 97-3372 U.S. Department of Health and Human Services, National Toxicology Program, National Institute of Environmental Health Sciences, Research Triangle Park, NC 27709
Reactivity Profile1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE 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.
Air and Water ReactionsThis chemical may be sensitive to prolonged exposure to air and light. (NTP, 1992). Insoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (86.8%)
BrandbekämpfungFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Erste HilfeEYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Freisetung ohne BrandSMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Unerwünschte WirkungenOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Ongoing Test StatusThe following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=147-47-7]
Carcinogen Classification1,2-Dihydro-2,2,4-Trimethylquinoline (Monomer)TR-456: Toxicology and Carcinogenesis Studies of 1,2-Dihydro-2,2,4-Trimethylquinoline (CASRN 147-47-7) in F344/N Rats and B6C3F1 Mice (Dermal Studies) and the Initiation/Promotion (Dermal Study) in Female Sencar Mice (1997 )06/20/95Some EvidenceNo Evidence
Non-Human Toxicity ExcerptsLONG-TERM INTRAGASTRIC ADMINISTRATION OF 1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE TO RATS DECREASED BODY WEIGHT, DEPRESSED THE NERVOUS SYSTEM, AND DISRUPTED LIVER FUNCTION. IT ALSO DECREASED THE AMOUNT OF HEMOGLOBIN & THE NUMBER OF ERYTHROCYTES IN THE BLOOD.1,2-Dihydro-2,2,4-trimethylquinoline (DTQ) was evaluated for mutagenicity in the Salmonella/microsome preincubation assay using a standard protocol approved by the National Toxicology Program. DTQ was tested at doses of 0, 1, 3.3, 10, 33, 100, and 220 ug/plate in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. DTQ was negative in these tests and the highest ineffective dose level tested in all four Salmonella tester strains without slight or total clearing of the background lawn was 33 ug/plate.... CONCLUSIONS: Under the conditions of these 2 yr dermal studies, there was some evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in male F344/N rats, based on increased incidences of renal tubule adenoma and adenoma or carcinoma (combined). There was no evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in female F344/N rats receiving 36, 60, or 100 mg/kg, or in male or female B6C3Fl mice receiving 3.6, 6, or 10 mg/kg.
National Toxicology Program StudiesMale and female F344/N rats and B6C3F1 mice received topical applications of 1,2-dihydro-2,2,4-trimethylquinoline in acetone (greater than 90% pure) for ... 2 yr. ... 2 YEAR STUDY IN RATS: Groups of 60 male and 60 female F344/N rats were topically administered 0, 36, 60, or 100 mg 1,2-dihydro-2,2,4-trimethylquinoline/kg body weight in acetone, 5 days/wk for 103 (males) or 104 (females) wk. ... 2 YEAR STUDY IN MICE: Groups of 60 male and 60 female B6C3Fl mice were topically administered 0, 3.6, 6, or 10 mg 1,2-dihydro-2,2,4-trimethylquinoline/kg body weight in acetone, 5 days/wk for 103 (males) or 104 (females) wk. CONCLUSIONS: Under the conditions of these 2 yr dermal studies, there was some evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in male F344/N rats, based on increased incidences of renal tubule adenoma and adenoma or carcinoma (combined). There was no evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in female F344/N rats receiving 36, 60, or 100 mg/kg, or in male or female B6C3Fl mice receiving 3.6, 6, or 10 mg/kg.
TSCA-Inventar-StatusTSCA listed
Zollcode2933499090
Gefahrstoffdaten147-47-7(Hazardous Substances Data)

Anwendungen & Verwendung

Verwenden

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.