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N-Phenylmaleimide

N-Phenylmaleimide structure

N-Phenylmaleimide 

structure
  • CAS No:

    941-69-5

  • Formula:

    C10H7NO2

  • Chemical Name:

    N-Phenylmaleimide

  • Synonyms:

    1H-Pyrrole-2,5-dione,1-phenyl-;Maleimide,N-phenyl-;1-Phenyl-1H-pyrrole-2,5-dione;Maleanil;N-Phenylmaleimide;Phenylmaleimide;Maleimidobenzene;N-Phenylmaleic acid imide;N-Phenylmaleic imide;N-Phenylmaleinimide;Imilex P;NSC 8183;1-Phenyl-pyrrole-2,5-dione;N-Phenylpyrrole-2,5-dione;1-Phenyl-2,5-dihydro-1H-pyrrole-2,5-dione;1-[4-(Acetoxy)phenyl]maleimide

  • Categories:

    Organic Chemistry  >  Amides

Description

yellow crystalline powder or needles


N-phenylmaleimide appears as yellow needles. (NTP, 1992)|OtherSolid


N-phenylmaleimide appears as yellow needles. (NTP, 1992)

N-Phenylmaleimide Basic Attributes

173.17

173.17

125098

213-382-0

9U9KT462VW

8183

2811

DTXSID0041274

2925190090

Characteristics

37.4

1.1

Yellow Crystalline Powder or Flakes

1.405 g/cm3

90.5 °C

181 °C @ Press: 27 Torr

162-163°C/12mm

1.630

soluble in water (slightly ), methanol, ethanol, and benzene.

Store below +30°C.

Sparingly water soluble (NTP, 1992).

Amides and Imides

N-PHENYLMALEIMIDE is an imide. 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

6.1

UN 2811 6.1/PG 3

3

25-36/37/38-23/24/25-50-43-41-38

45-24/25-36/37/39-26-61-39-36/37

ON5950000

T,Xi,N

Irritant

Stable under normal temperatures and pressures.

P273-P280-P301 + P310-P305 + P351 + P338

H301-H315-H317-H318-H400

UN 2811

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

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 134 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|P260, P264, P270, P301+P310, P307+P311, P321, P330, P405, and P501

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

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, 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 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

Name Type of Test Exposure Route Species Observed Dose/Duration Toxic Effects Reference
SKIN/EYE IRRITATION DATA Standard Draize test Administration onto the skin Rodent - rabbit 500 mg -- Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583) Volume(issue)/page/year: -,8,1961
SKIN/EYE IRRITATION DATA LD50 - Lethal dose, 50 percent kill Oral Rodent - rat 188 mg/kg Details of toxic effects not reported other than lethal dose value-- Shell Chemical Company. Unpublished Report. (2401 Crow Canyon Rd., San Romon, CA 94583) Volume(issue)/page/year: -,8,1961
SKIN/EYE IRRITATION DATA LDLo - Lowest published lethal dose Intraperitoneal Rodent - rat 25 mg/kg Details of toxic effects not reported other than lethal dose value-- National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,22,1953

Drug Information

SYMPTOMS: Symptoms of exposure to this compound may include irritation. ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of NOx. (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-phenylmaleimide

N-Phenylmaleimide Use and Manufacturing

Uses

Dienophile in the Diels-Alder reaction.Usually gives cryst adducts.


Intermediates

Plastic material and resin manufacturing|1H-Pyrrole-2,5-dione, 1-phenyl-: ACTIVE

Computed Properties

Molecular Weight:173.17
XLogP3:1.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:173.047678466
Monoisotopic Mass:173.047678466
Topological Polar Surface Area:37.4
Heavy Atom Count:13
Complexity:246
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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