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Home > Encyclopedia > N-(2-Methylphenyl)acetamide

N-(2-Methylphenyl)acetamide

N-(2-Methylphenyl)acetamide structure

N-(2-Methylphenyl)acetamide 

structure
  • CAS No:

    120-66-1

  • Formula:

    C9H11NO

  • Chemical Name:

    N-(2-Methylphenyl)acetamide

  • Synonyms:

    Acetamide,N-(2-methylphenyl)-;o-Acetotoluidide;N-(2-Methylphenyl)acetamide;N-Acetyl-o-toluidine;o-Methylacetanilide;o-Acetyltoluidide;2′-Methylacetanilide;N-o-Tolylacetamide;o-Acetamidotoluene;N-(o-Methylphenyl)acetamide;NSC 3365;N-Acetyl-2-toluidine;N-Acetyl-2-methylaniline

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

WHITE TO OFF-WHITE CRYSTALLINE POWDERColorless crystals. Insoluble in water.


O-acetotoluidide appears as colorless crystals. Insoluble in water. (NTP, 1992)


O-acetotoluidide appears as colorless crystals. Insoluble in water. (NTP, 1992)

N-(2-Methylphenyl)acetamide Basic Attributes

149.19

149.19

2207054

204-414-4

425I3L2A81

3365

DTXSID1024413

CRYSTALS|COLORLESS

29242990

Characteristics

29.1

0.9

O-acetotoluidide appears as colorless crystals. Insoluble in water. (NTP, 1992)

1.168 g/cm3 @ Temp: 15 °C

110 °C

296 °C

296°C

1.5279 (estimate)

It is slightly soluble in acetone, chloroform, toluene, benzene.

0.001mmHg at 25°C

Oral-Mouse LD50: 1450 mg/kg

Flammable; decomposes by heating to release toxic nitrogen oxide fumes

UV: 831 (Sadtler Research Laboratories Spectral Collection) /3-Methylacetanilide/|UV: 2664 (Absorption Spectra in the UV and visible Regions, Academic Press, New York) /4-Methylacetanilide/

Water insoluble.

Amides and Imides

O-ACETOTOLUIDIDE is an amide. Amides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Safety Information

36/37/38-22

37/39-26-36-36/37

AN2900000

Xn

Warehouse ventilated, low temperature and dry

Harmful

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 542 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

SMALL SPILLS AND LEAKAGE: If you spill this chemical, 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 alcohol followed by washing with a strong 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 store this material in a refrigerator. (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. RECOMMENDED GLOVE MATERIALS: Permeation data indicate that polyvinyl chloride gloves may provide protection to contact with this compound. Polyvinyl chloride over latex gloves is recommended. However, if this chemical makes direct contact with your gloves remove them at once. (NTP, 1992)

Toxicity

moderately toxic

O-ACETOTOLUIDIDE WAS, AMONG ISOMERS, THAT PREVENTED DEATH OF RATS DUE TO TOXICITY OF 300 PPM OF N-2-FLUORENYLACETAMIDE.

Drug Information

AFTER 48 HR FOLLOWING SC INJECTION OF 400 MG/KG OF O-(METHYL-(14)C)TOLUIDINE TO MALE RATS, 83.9% APPEARED IN URINE, 3.3% IN FECES & 1.4% WAS EXHALED.

YIELDS N-ACETYLANTHRANILIC ACID IN RABBIT; BRAY, HG, & THORPE, WV, BIOCHEM J, 43, 211 (1948). /FROM TABLE/|FOLLOWING SINGLE DOSE (400 MG/KG SUBCUTANEOUS) OF O-(METHYL-(14)C)TOLUIDINE TO MALE F344 RAS, N-ACETYL-O-TOLUIDINE WAS PRODUCED AS A METABOLITE.

ACUTE/CHRONIC HAZARDS: Toxic. Hazardous decomposition products. (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)

N-acetyl-2-toluidine

N-(2-Methylphenyl)acetamide Use and Manufacturing

Methods of Manufacturing

REACTION OF GLACIAL ACETIC ACID WITH O-TOLUIDINE

Uses

o-Methylacetanilide is a substituted acetanilide that is used as precursor for various pharmaceuticals including their intermediates.

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

GRADE: TECHNICAL.

Acetamide, N-(2-methylphenyl)-: ACTIVE

Computed Properties

Molecular Weight:149.19
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:149.084063974
Monoisotopic Mass:149.084063974
Topological Polar Surface Area:29.1
Heavy Atom Count:11
Complexity:145
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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