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Home > Encyclopedia > 2,2,4-Trimethyl-1,2-dihydroquinoline

2,2,4-Trimethyl-1,2-dihydroquinoline

2,2,4-Trimethyl-1,2-dihydroquinoline structure

2,2,4-Trimethyl-1,2-dihydroquinoline 

structure
  • CAS No:

    147-47-7

  • Formula:

    C12H15N

  • Chemical Name:

    2,2,4-Trimethyl-1,2-dihydroquinoline

  • Synonyms:

    Quinoline,1,2-dihydro-2,2,4-trimethyl-;1,2-Dihydro-2,2,4-trimethylquinoline;2,2,4-Trimethyl-1,2-dihydroquinoline;Acetone anil (quinoline derivative);Acetone anil;2,2,4-Trimethyl-1,2-dihydroquinone;Polnox R;Good-rite 3140;Hydroquin;NSC 4175;1,2-Dihydro-2,2,4-trimethylquinolene;Antioxidant FR-SB;Antioxidant DQ;2,2,4-Trimethyl-1H-quinoline;ASM-TMQ;389806-19-3

  • Categories:

    Specialty Chemicals

Description

Dark cloudy copper-colored or yellow liquid. Odorless.


1,2-dihydro-2,2,4-trimethylquinoline appears as dark cloudy copper-colored or yellow liquid. Odorless. (NTP, 1992)|PelletsLargeCrystals|DryPowder; DryPowder, PelletsLargeCrystals; PelletsLargeCrystals


1,2-dihydro-2,2,4-trimethylquinoline appears as dark cloudy copper-colored or yellow liquid. Odorless. (NTP, 1992)

2,2,4-Trimethyl-1,2-dihydroquinoline Basic Attributes

173.259

173.25

205-688-8

0553M374Q3

4175

DTXSID0025070|DTXSID5025071

LIGHT TAN POWDER

2933499090

Characteristics

12

2.8

1,2-dihydro-2,2,4-trimethylquinoline appears as dark cloudy copper-colored or yellow liquid. Odorless. (NTP, 1992)

1.08 g/cm3 @ Temp: 25 °C

120 °C

260 °C

214° F (NTP, 1992)

1.5680 (estimate)

less than 0.1 mg/mL at 66° F (NTP, 1992)

Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.

0.00715mmHg at 25°C

This chemical may be sensitive to prolonged exposure to air and light. (NTP, 1992). Insoluble in water.

Amines, Phosphines, and Pyridines

1,2-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.

Safety Information

3

S26-S36

VB4900000

P273, P501

H412

Toxicology & 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

This chemical is combustible. (NTP, 1992)

H412 (92.59%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 844 companies from 11 notifications to the ECHA C&L Inventory.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL 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. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

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)

SLIGHT

Toxicity

Male 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.

Drug Information

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)

EYES: 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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

2,2,4-trimethyl-1,2-dihydroquinoline

2,2,4-Trimethyl-1,2-dihydroquinoline Use and Manufacturing

Methods of Manufacturing

REACTION OF QUINOLINE AND ACETONE

Uses

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.


Antioxidants/Antiozonants|Antioxidant/Antiozonant


Rubber Tires

Production

< 25,000 lb|1,000,000 - 10,000,000 lb|(1972) 1.63X10+10 GRAMS (EST)|(1975) GREATER THAN 9.08X10+5 GRAMS

100% POLYMERIZED FOR USE AS A RUBBER ANTIOXIDANT (1976)

Rubber product manufacturing|Quinoline, 1,2-dihydro-2,2,4-trimethyl-: ACTIVE|Mining (except oil and gas) and support activities|Quinoline, 1,2-dihydro-2,2,4-trimethyl-, homopolymer: ACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).

Computed Properties

Molecular Weight:173.25
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:173.120449483
Monoisotopic Mass:173.120449483
Topological Polar Surface Area:12
Heavy Atom Count:13
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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