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HCID 6956Erstellt: 26. Oktober 2026

Phthalamid

1,2-BENZENEDICARBOXAMIDE · NCI-C03612 · PHTHALAMIDE · O-PHTHALAMIDE · PHTHALDIAMIDE · Phthalamide>Phthalic diamide · o-Phthalic amide · TIMTEC-BB SBB007536

https://huagongshe.com/de/chemical/6956

Molekülstruktur von Phthalamid

Identifikatoren & physikalische Daten

CAS No.88-96-0
SummenformelC8H8N2O2
Durchschnittliche Molmasse164,16 g/mol
Monoisotopische Masse164,0585775 g/mol
SMILESNC(=O)c1ccccc1C(N)=O
InChIKeyNAYYNDKKHOIIOD-UHFFFAOYSA-N
PubChem CID6956
ChEMBLCHEMBL3189112
ChEBICHEBI:38799
EC No.201-870-6
DTXSIDDTXSID7021158
Lokaler NamePhthalamid

Chemische & physikalische Eigenschaften

XLogP-1,7
Polarare Oberfläche (TPSA)86,2
H-Brücken-Donoren2
H-Brücken-Akzeptoren2
Frei drehbare Bindungen2
Schwere Atome12
Formalladung0
Komplexität181
LogP (Verteilungskoeffizient)log Kow = -1.73
Color/FormMINUTE CRYSTALSColorless crystals
Löslichkeitless than 1 mg/mL at 66 °F (NTP, 1992)SLIGHTLY SOL IN COLD WATER, METHANOLMORE SOL IN HOT SOLVENTSSLIGHTLY SOL IN ETHERWater solubility = 200 mg/l0.2g/L(20 ºC)
SiedepunktDecomposes (NTP, 1992)291.62°C (rough estimate)
DecompositionBOILING OF AQ OR ALCOHOLIC SOLN PRODUCES NH3 & PHTHALIMIDEPRESENCE OF ACIDS ACCELERATES DECOMP.
Schmelzpunkt442 °F (decomposes) (NTP, 1992)228 °C, DECOMPOSES AT MELTING POINTMP: 221-223 °C /COMMERCIAL GRADES/223°C (dec.)
Dampfdruck0.00000003 [mmHg]
Heat of Combustion921.7 CAL/MOL
Physical DescriptionPhthalamide appears as colorless crystals or off-white powder. (NTP, 1992)Colorless solid[Hawley]
Other Experimental PropertiesBoiling of aqueous or alcoholic solution produces NH3 & phthalimide
Dichte1.2739 (rough estimate)
Brechungsindex1.6000 (estimate)
LagerbedingungenSealed in dry,Room Temperature
Aggregatzustandpowder to crystal
pKa (Säurekonstante)pK1:3.79(0) (25°C)
FarbeWhite to Almost white
Merck14,7369
BRN1868220
Henry-Konstante7.0×106 mol/(m3Pa) at 25℃, HSDB (2015)
StabilitätStable. Incompatible with acids, strong oxidizing agents.
CAS Datenbank88-96-0(CAS DataBase Reference)
EPA chemische InformationenPhthalamide (88-96-0)

Sicherheit & Vorschriften

GHS-EinstufungWarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Regulatorische InformationenChemical: 1,2-Benzenedicarboxamide
BrandgefahrenFlash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)
GesundheitsgefahrenACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
GefahrenübersichtIntraperitoneal LD50 (rat) = 4004 mg/kgEffects included muscle weakness and respiratory depression[RTECS] Causes liver injury in chronic high-dose inhalation studies of rats[NTP] May cause irritation[MSDSonline]
Reaktive GruppeAmides and Imides
Special ReportsDHEW/NCIBioassay of Phthalamide for Possible Carcinogenicity (1979) Technical Rpt Series No. 161 DHEW Pub No. (NIH) 79-1717
Reactivity ProfilePHTHALAMIDE 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). This chemical is incompatible with acids. (NTP, 1992).
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (100%)Skin Irrit. 2 (100%)Eye Irrit. 2A (100%)STOT SE 3 (50%)
BrandbekämpfungFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Erste HilfeEYES: 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 areatake deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif 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)
Freisetung ohne BrandSMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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 under ambient temperatures. (NTP, 1992)
EntsorgungsverfahrenSRP: 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.
Personal Protective Equipment (PPE)RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)
UmweltverhaltenTERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 2.7(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that phthalamide should have very high mobility in soil(SRC). Volatilization of phthalamide may not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.4X10-12 atm-cu m/mole(4,SRC), or from dry soil surfaces(SRC) based on an estimated vapor pressure of 3.25X10-8 mm Hg(5,SRC). Insufficient data are available to determine the rate or importance of biodegradation of phthalamide in soil(SRC).AQUATIC FATE: An estimated Koc value of 2.7(SRC), determined from an experimental log Kow(1) and a recommended regression-derived equation(2), indicates that phthalamide would not adsorb to suspended solids and sediment(SRC) in water(2,SRC). Phthalamide would be essentially non-volatile from water surfaces based on an estimated Henry's Law constant of 1.4X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). An estimated BCF value of 0.03(3,SRC), from an experimental log Kow(1), suggests that phthalamide will not bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(4). Insufficient data are available to determine the rate or importance of biodegradation of phthalamide in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), phthalamide, which has an estimated vapor pressure of 3.25X10-8 mm Hg at 25 °C(2,SRC) will exist peimarily in the particulate phase in the ambient atmosphere. Vapor-phase phthalamide 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 about 3.4 days(3,SRC). Particulate-phase phthalamide may be physically removed from the air by wet and dry deposition(SRC).
Unerwünschte WirkungenOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Ongoing Test StatusThe following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=88-96-0]
Soil Adsorption/MobilityThe Koc of phthalamide is estimated as approximately 2.7(SRC), using an experimental log Kow of -1.73(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that phthalamide should have very high mobility in soil(SRC).
Artificial Pollution SourcesPhthalamide's production and use as an intermediate in organic synthesis and as a laboratory reagent(1) may result in its release to the environment through various waste streams(SRC).
Carcinogen ClassificationPhthalamideTR-161: Bioassay of Phthalamide for Possible Carcinogenicity (CASRN 88-96-0) (1979 )12/13/78No Evidence
Environmental BioconcentrationAn estimated BCF value of 0.03 was calculated for phthalamide(SRC), using an experimental log Kow of -1.73(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will not be an important fate process(SRC).
Volatilization from Water/SoilThe Henry's Law constant for phthalamide is estimated as 1.4X10-12 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that phthalamide will be essentially nonvolatile from water surfaces(2,SRC). Phthalamide's vapor pressure, 3.25X10-8 mm Hg(3,SRC) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil should not occur(SRC).
Non-Human Toxicity ExcerptsPHTHALAMIDE HAD LOW BUT SIGNIFICANT INCIDENCE OF SPECIFIC MALFORMATIONS WITH RESPECT TO CONTROLS AFTER BEING INJECTED INTO FRESH FERTILE WHITE LEGHORN EGGS.... It is concluded that under the conditions of this bioassay, phthalamide was not carcinogenic for F344 rats or B6C3F1 mice of either sex. ... Levels of Evidence of Carcinogenicity: Male Rats: NegativeFemale Rats: NegativeMale Mice: NegativeFemale Mice: Negative.
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of phthalamide with photochemically produced hydroxyl radicals has been estimated as 4.75X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 3.4 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
Environmental Fate/Exposure SummaryPhthalamide's production and use as an intermediate in organic synthesis and as a laboratory reagent may result in its release to the environment through various waste streams. If released to soil, phthalamide should have very high mobility. Volatilization of phthalamide may not be important from moist or dry soil surfaces. Insufficient data are available to determine the rate or importance of biodegradation of phthalamide in soil or water. If released to water, phthalamide would not adsorb to suspended solids and sediment. Phthalamide would be essentially non-volatile from water surfaces. An estimated BCF value of 0.03 suggests that phthalamide will not bioconcentrate in aquatic organisms. If released to the atmosphere, phthalamide will exist primarily in the particulate phase. Vapor-phase phthalamide is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 3.4 days. Particulate-phase phthalamide may be physically removed from the air by wet and dry deposition. (SRC)
National Toxicology Program StudiesA bioassay of phthalamide for possible carcinogenicity was conducted by administering the test chemical in feed to F344 rats and B6C3Fl mice. Groups of 50 rats of each sex were admin phthalamide at one of two doses, either 15,000 or 30,000 ppm for the males and either 5,000 or 10,000 ppm for the females, for 106 wk. Groups of 50 mice of each sex were admin the test chemical at one of two doses, 25,000 or 50,000 ppm for the males, and at one of three doses, 6,200, 12,500, or 25,000 ppm, for the females, for 103 or 105 wk. Matched controls consisted of 20 untreated rats of each sex, 20 untreated male mice, and two groups of 20 untreated female mice. All surviving rats and mice were /sacrificed/ at the end of admin of the test chemical. ... It is concluded that under the conditions of this bioassay, phthalamide was not carcinogenic for F344 rats or B6C3F1 mice of either sex. ... Levels of Evidence of Carcinogenicity: Male Rats: NegativeFemale Rats: NegativeMale Mice: NegativeFemale Mice: Negative.
TSCA-Inventar-StatusTSCA listed
Zollcode29242990
RTECS-Nr.CZ2200000
ToxizitätLD50 ipr-rat: 4004 mg/kg APFRAD 48,23,90
Sicherheitshinweise (S)22-24/25
Gefahrstoffdaten88-96-0(Hazardous Substances Data)