Formanilide
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Formanilide
structure -
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CAS No:
103-70-8
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Formula:
C7H7NO
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Chemical Name:
Formanilide
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Synonyms:
Formamide,N-phenyl-;Formanilide;N-Phenylformamide;Carbanilaldehyde;Formamidobenzene;Formylaniline;N-Formylaniline;NSC 203239;NSC 8862
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CAS No:
Description
white or light yellow crystals or powderChEBI: A member of the class of formamides that is formamide in which one of the amino hydrogens is replaced by a phenyl group.White crystalline solid.
Formanilide is a white crystalline solid. (NTP, 1992)
Formanilide is a white crystalline solid. (NTP, 1992)|Formanilide is a member of the class of formamides that is formamide in which one of the amino hydrogens is replaced by a phenyl group. It is a member of formamides and an aromatic amide. It derives from a formamide.
Formanilide Basic Attributes
121.139
121.14
203-136-0
2805XEA9CL
8862
DTXSID3025338
White crystals
29242990
Characteristics
29.1
1.2
Formanilide is a white crystalline solid. (NTP, 1992)
1.186 g/cm3 @ Temp: 50 °C
46.6-47.5 °C
271 °C
greater than 235° F (NTP, 1992)
1.5908 (estimate)
water: soluble 25.4g/L at 20°C
3.57X10-3 mm Hg @ 25 deg C
Dipole moment: 3.37 @ 25 °C in carbon tetrachloride|MONOCLINIC CRYSTALS FROM PETROLEUM ETHER & XYLENE|Crystals from petroleum ether and ether.
This chemical may be sensitive to prolonged exposure to air. (NTP, 1992). Soluble in water.
Amides and Imides
FORMANILIDE is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides 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
NONH for all modes of transport
2
22
22-24/25
BY1780000
Xi
Stable. Combustible. Incompatible with strong oxidizing agents.
P264, P270, P301+P312, P330, P501
H302
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
This chemical is probably combustible. (NTP, 1992)
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 8 companies from 3 notifications to the ECHA C&L Inventory.
Fires involving this chemical can be controlled with a dry chemical, carbon dioxide, foam or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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 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)
N-Phenylformamide has been detected, but not quantified, in US wastewater treatment effluent(1).
Toxicity
N-Phenylformamide's production and use as a feedstock for chemical synthesis(1) may result in its release to the environment through various waste streams(SRC). N-Phenylformamide's production and former use as an analgesic and antipyretic(2) may have resulted in its release to the environment through various waste streams(SRC). N-Phenylformamide has been detected, but not quantified, in US wastewater treatment effluent(3).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from an measured log Kow of 1.15(2) and a regression-derived equation(3), indicates that N- phenylformamide is expected to have high mobility in soil(SRC). Volatilization of N-phenylformamide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). N-Phenylformamide is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.57X10-3 mm Hg(5). N-Phenylformamide, present at 20 mg/l in water, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test(6). Therefore, this compound may biodegrade in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a log Kow of 1.15(2) and a regression-derived equation(3), indicates that N-phenylformamide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 2(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). N-Phenylformamide is expected to undergo slow chemical hydrolysis(7). The hydrolysis half-life in water at 55 °C and pH 5-9 has been estimated to be on the order of 29-146 days(7). N-Phenylformamide, present at 20 mg/l, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test(8). Therefore, this compound is expected to biodegrade in the environment(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-phenylformamide, which has a vapor pressure of 3.57X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase N-phenylformamide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 9 hours(SRC), calculated from its rate constant of 43X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).
The rate constant for the vapor-phase reaction of N- phenylformamide with photochemically-produced hydroxyl radicals has been estimated as 43X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N-Phenylformamide is expected to undergo slow chemical hydrolysis(2). The hydrolysis half-life in water at 55 °C and pH 5-9 has been estimated to be on the order of 29-146 days(2).
An estimated BCF of 2 was calculated for N-phenylformamide(SRC), using a log Kow of 1.15(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
The Koc of N-phenylformamide is estimated as 100(SRC), using a log Kow of 1.15(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that N-phenylformamide is expected to have high mobility in soil(SRC).
The Henry's Law constant for N-phenylformamide is estimated as 8.45X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N-phenylformamide is expected to be essentially nonvolatile from water surfaces(2). N-Phenylformamide is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.57X10-3 mm Hg(3).
Occupational exposure to N-phenylformamide may have occurred through inhalation and dermal contact with this compound at workplaces where N- phenylformamide was produced or used. (SRC)
Drug Information
N-Phenylformamide was formerly used as local anesthetic, analgesic and antipyretic. /Former use/
AGMENELLUM QUADRUPLICATUM STRAIN PR-6 & OSCILLATORIA SPECIES STRAIN JCM GROWN PHOTOAUTOTROPHICALLY IN PRESENCE OF ANILINE METABOLIZED ANILINE TO FORMANILIDE.|JERINA, DM, DALY, JW & WITKOP, B; BIOCHEMISTRY 10, (l971) YIELDS N-(P-HYDROXYPHENYL)FORMAMIDE IN LIVER: /FROM TABLE/
SYMPTOMS: Exposure to this chemical may cause cyanosis, headache, dizziness, confusion, decreased blood pressure, convulsions and coma. (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)
formanilide
Formanilide Use and Manufacturing
Review on methods of preparation: de Jonge et al, Rec Trav Chim 75, 5 (1956).
Feedstock for chemical synthesis|Analgesic and antipyretic|MEDICATION
Formamide, N-phenyl-: ACTIVE
A HPLC method with UV detection was used for the determination of low mol wt amides in pharmaceutical matrixes. The method was based on Zorbax C8 or Alltech C18 column, mobile phase consisting of 3-5% MeCN in 0.1M phosphate buffer, & flow rate of 1-1.5 ml/min at the room temperature. By strongly retaining the sample matrix & allowing the amide analyte to elute, the method can be generally applied to many types of org matrix for pharmaceutical & agricultural products. /Amides/
Computed Properties
Molecular Weight:121.14
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:121.052763847
Monoisotopic Mass:121.052763847
Topological Polar Surface Area:29.1
Heavy Atom Count:9
Complexity:86.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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