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Home > Encyclopedia > 3′-Nitroacetophenone

3′-Nitroacetophenone

3′-Nitroacetophenone structure

3′-Nitroacetophenone 

structure
  • CAS No:

    121-89-1

  • Formula:

    C8H7NO3

  • Chemical Name:

    3′-Nitroacetophenone

  • Synonyms:

    Ethanone,1-(3-nitrophenyl)-;Acetophenone,3′-nitro-;1-(3-Nitrophenyl)ethanone;m-Nitroacetophenone;3′-Nitroacetophenone;Methyl 3-nitrophenyl ketone;(3-Nitrophenyl) methyl ketone;m-Acetylnitrobenzene;1-Acetyl-3-nitrobenzene;3-Acetylnitrobenzene;NSC 5511;1-(3-Nitrophenyl)-1-ethanone;3-Nitrophenylethanone;Ethanone,1-[3-(nitromethyl)phenyl]-;2624384-76-3

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

white to light beige crystalline powderLight beige powder.


3-nitroacetophenone is a light beige powder. (NTP, 1992)


3-nitroacetophenone is a light beige powder. (NTP, 1992)

3′-Nitroacetophenone Basic Attributes

165.15

165.15

743002

204-504-3

SU4B5T763F

5511

DTXSID1025722

NEEDLES FROM ALCOHOL

29147090

Characteristics

62.9

1.4

Yellow to yellow-green Crystalline Powder

1.3450 (rough estimate)

81 °C

202 °C

202°C

1.5468 (estimate)

H2O: <0.01 g/100 mL at 20 ºC;SLIGHTLY SOL IN ALCOHOL

Store below +30°C.

3.86X10-5 mm Hg at 25 deg C

Henry's Law constant= 9.1X10-8 atm cu-m/mole @ 25 deg (est)

Insoluble in water.

Ketones

A nitrated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Safety Information

III

8

UN 2735 8/PG 3

2

21

22-24/25

AM9625000

Xn

Stable. Incompatible with strong oxidizing agents, strong bases.

P273, P501

H412

The following wastewater treatment technologies have been investigated for acetophenone: concentration process: activated carbon. /Acetophenone/|The following wastewater treatment technologies have been investigated for acetophone: concentration process: resin adsorption. /Acetophenone/

Flash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)

|Warning|H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P322, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 9 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this compound can be extinguished using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the adsorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminate 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. (NTP, 1992)

Toxicity

m-Nitroacetophenone an anthropogenic compound and it is not known to be produced by natural sources. (SRC)

m-Nitroacetophenone is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds(1). It may be released to the environment in wastewater(2) and as a fugitive emission during its production and use(SRC).

TERRESTRIAL FATE: If released to soil, m-nitroacetophenone is not expected to strongly adsorb. Based on an experimental log/octanol water partition coefficient of 1.42(1), a soil adsorption coefficient of 141 can be calculated for m-nitroacetophenone using an appropriate regression equation(2), indicating that m-nitroacetophenone will display high mobility in soil(3). Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(4,SRC), m-nitroacetophenone is not expected to volatilize from moist soil to the atmosphere. Its estimated vapor pressure{ 3.86X10-5 mm Hg at 25 °C(5,SRC), indicates that m-nitroacetophenone will not volatilize from dry soil(SRC). Limited data on the laboratory reduction of m-nitroacetophenone using iron porphyrins(6) indicate that it has the potential to biodegrade in soil under anaerobic conditions(6,SRC).|AQUATIC FATE: If released to water, m-nitroacetophenone is not expected to volatilize from water to the atmosphere. Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(1,SRC), the estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec with a wind speed of 3 m/sec is 517 days(2,SRC). Based on an experimental log/octanol water partition coefficient of 1.42(3), a bioconcentration factor of 7.1 can be calculated for m-nitroacetophenone using an appropriate regression equation(2), indicating that it will not bioconcentrate in fish and aquatic organisms(SRC). An estimated soil adsorption coefficient of 141(2-3,SRC) indicates that it will not adsorb to sediment and suspended organic matter(SRC). Limited data on the laboratory reduction of m-nitroacetophenone using iron porphyrins(4) indicate that it has the potential to biodegrade in water under anaerobic conditions(4,SRC).|ATMOSPHERIC FATE: If released to the atmosphere, m-nitroacetophenone is expected to undergo a slow gas-phase reaction with photochemically produced hydroxyl radicals. An estimated rate constant for this process of 2.94X10-13 cu-cm/molec sec(1,SRC) translates to an atmospheric half-life of 55 days using an average hydroxyl radical concn of 5X10+5 molec/cu-cm(1). The estimated water solubility of m-nitroacetophenone, 750 mg/L at 25 °C(2,SRC), indicates that it may undergo atmospheric removal by wet deposition processes(SRC).

An estimated rate constant for the gas-phase reaction of m-nitroacetophenone with photochemically produced hydroxyl radicals of 2.94X10-13 cu-cm/molec sec(1,SRC) translates to an atmospheric half-life of 55 days using an average atmospheric hydroxyl radical concn of 5X10+5 molec/cu-cm(1).

Based on an experimental log/octanol water partition coefficient of 1.42(1), a bioconcentration factor of 7.1 can be calculated for m-nitroacetophenone using an appropriate regression equation(2). This value indicates that m-nitroacetophenone will not bioconcentrate in fish and aquatic organisms(SRC).

Based on an experimental log/octanol water partition coefficient of 1.42(1), a soil adsorption coefficient of 141 can be calculated for m-nitroacetophenone using an appropriate regression equation(2). This value indicates that m-nitroacetophenone will display high mobility in soil(3).

Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(1,SRC), m-nitroacetophenone is not expected to volatilize from water or moist soil to the atmosphere. The estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec with a wind speed of 3 m/sec is 517 days(2,SRC). An estimated vapor pressure for m-nitroacetophenone, 3.86X10-5 mm Hg at 25 °C(3,SRC), indicates that it will not volatilize from dry soil(SRC).

Occupational exposure to m-nitroacetophenone may occur by dermal contact during its production, formulation or use. (SRC)

Drug Information

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)

3′-Nitroacetophenone Use and Manufacturing

Methods of Manufacturing

It is obtained by nitration of acetophenone. In addition, similar to the preparation method of 2-nitroacetophenone, the product can also be obtained by oxidation of m-nitroethylbenzene.

Uses

Antitumor

Production

(1977) PROBABLY GREATER THAN 2.27X10+6 G|(1979) PROBABLY GREATER THAN 2.27X10+6 G

Ethanone, 1-(3-nitrophenyl)-: ACTIVE

Computed Properties

Molecular Weight:165.15
XLogP3:1.4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:165.042593085
Monoisotopic Mass:165.042593085
Topological Polar Surface Area:62.9
Heavy Atom Count:12
Complexity:197
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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