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HCID 21209Erstellt: 27. Oktober 2026

4-Chlorbenzol-1,3-diamin

4-CHLORO-M-PHENYLENEDIAMINE · ci76027 · 4-Cl-m-Pd · c.i.76027 · C.I. 76027 · NCI-C03305 · p-Chlor-m-fenylendiamin · 3-Amino-4-chloroaniline

https://huagongshe.com/de/chemical/21209

Molekülstruktur von 4-Chlorbenzol-1,3-diamin

Identifikatoren & physikalische Daten

CAS No.5131-60-2
SummenformelC6H7ClN2
Durchschnittliche Molmasse142,58 g/mol
Monoisotopische Masse142,0297759 g/mol
SMILESNc1ccc(Cl)c(N)c1
InChIKeyZWUBBMDHSZDNTA-UHFFFAOYSA-N
PubChem CID21209
ChEMBLCHEMBL564253
ChEBICHEBI:82421
EC No.225-877-9
DTXSIDDTXSID0020282
Lokaler Name4-Chlorbenzol-1,3-diamin

Chemische & physikalische Eigenschaften

XLogP0,8
Polarare Oberfläche (TPSA)52
H-Brücken-Donoren2
H-Brücken-Akzeptoren2
Frei drehbare Bindungen0
Schwere Atome9
Formalladung0
Komplexität97,1
StoffklassenNitrogen Compounds -> Amines, Aromatic
LogP (Verteilungskoeffizient)0.85
Color/FormPLATES OR NEEDLES
Löslichkeitless than 1 mg/mL at 66 °F (NTP, 1992)SLIGHTLY SOL IN WATER, SOL IN ALCOHOL, INSOL IN PETROLEUM ETHER<0.1 g/100 mL at 19 ºC
Schmelzpunkt196 °F (NTP, 1992)91 °C87-90 °C (lit.)
Dampfdruck0.00206 [mmHg]
Physical Description4-chloro-m-phenylenediamine appears as gray powder or dark purple solid. (NTP, 1992)Gray or dark purple solid[CAMEO] Brown crystalline solid[MSDSonline]
Siedepunkt232.49°C (rough estimate)
Dichte1.2124 (rough estimate)
Brechungsindex1.5210 (estimate)
LagerbedingungenKeep in dark place,Inert atmosphere,Room temperature
Aggregatzustandpowder to crystal
pKa (Säurekonstante)3.95±0.10(Predicted)
FarbeWhite to Gray to Brown
InChI1S/C6H7ClN2/c7-5-2-1-4(8)3-6(5)9/h1-3H,8-9H2
InChIKeyZWUBBMDHSZDNTA-UHFFFAOYSA-N
SMILESNc1ccc(Cl)c(N)c1
CAS Datenbank5131-60-2(CAS DataBase Reference)
NIST chemische Informationen1,3-Benzenediamine, 4-chloro-(5131-60-2)
EPA chemische Informationen4-Chloro-m-p.henylenediamine (5131-60-2)

Sicherheit & Vorschriften

GHS-EinstufungWarningH315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Not Classified
DOT-KennzeichnungPoison
BrandgefahrenFlash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)
GesundheitsgefahrenACUTE/CHRONIC HAZARDS: This compound is a positive animal carcinogen and suspected human carcinogen. (NTP, 1992)
GefahrenübersichtAn irritantEffects in high-dose animal studies include convulsions and lacrimation[MSDSonline]
Reaktive GruppeAryl Halides
Special ReportsBioassay of 4-Chloro-m-phenylenediamine for Possible Carcinogenicity (1978) Technical Rpt Series No. 85 DHEW Pub No. (NIH) 78-1335, U.S. Department of Health Education and Welfare, National Cancer Institute, Bethesda, MD 20014
Reactivity ProfileAryl amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Air and Water ReactionsThis compound is sensitive to prolonged exposure to light and air. Insoluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (97.9%)
Brandbekämpfung

Anwendungen & Verwendung

Verwenden

This compound has uses in dye production and in rubber processing.

Fires 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.
Freisetung ohne BrandSMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. You should then dampen the solid spill material with 60-70% methanol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with methanol to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash contaminated surfaces with 60-70% methanol 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.
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.
Unerwünschte WirkungenNeurotoxin - Other CNS neurotoxin
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=5131-60-2]
Carcinogen Classification4-Chloro-meta-phenylenediamineGroup 3: Not classifiable as to its carcinogenicity to humansVolume 27: (1982) Some Aromatic Amines, Anthraquinones and Nitroso Compounds, and Inorganic Fluorides Used in Drinking-water and Dental Preparations19874-Chloro-m-phenylenediamine
Non-Human Toxicity ExcerptsTWO GROUPS OF FISCHER 344 RATS, ONE OF 50 MALES & 50 FEMALES & ONE OF 49 MALES AND 50 FEMALES, 6 WK OF AGE...FED DIETS CONTAINING 2000 OR 4000 MG/KG...FOR 78 WK AND OBSERVED AN ADDITIONAL 26-27 WK...50 RATS OF EACH SEX AS CONTROLS OBSERVED 106 WK. ... BY END OF STUDY 64, 86 & 73% MALES & 72, 78 & 66% FEMALES ALIVE IN CONTROL LOW-DOSE & HIGH-DOSE GROUPS, RESPECTIVELY. ...SIGNIFICANT INCR IN THE INCIDENCES OF ADRENAL PHEOCHROMOCYTOMA & OF INTERSTITIAL-CELL TUMORS OF THE TESTIS OBSERVED IN TREATED MALES. [THE WORKING GROUP NOTED THAT THE OBSERVED DIFFERENCS DO NOT APPEAR TO BE SIGNIFICANT WHEN HISTORICAL CONTROLS ARE TAKEN INTO ACCOUNT.]TWO GROUPS OF 50 MALE & 50 OR 49 FEMALE B6C3F1 MICE, 6 WK OF AGE, WERE FED... DOSES OF 10000 & 200000 MG/KG OF DIET FOR 29 WK & THEN 5000 & 10000 MG/KG OF DIET FOR 49 WK, WERE OBSERVED FOR AN ADDITIONAL 17 WK... MATCHED CONTROLS...WERE KEPT UNDER OBSERVATION FOR 97 WK. ... AT 78 WK, 5 HIGH-DOSE & 5 CONTROL ANIMALS OF EACH SEX WERE SACRIFICED. BY THE END OF STUDY, 84, 82 & 80%...MALES & 72, 74 & 78%...FEMALES...STILL ALIVE IN CONTROL, LOW-DOSE & HIGH-DOSE GROUPS, RESPECTIVELY. ...SIGNIFICANT... DOSE-RELATED INCR IN INCIDENCE OF HEPATOCELLULAR ADENOMAS PLUS CARCINOMAS...OBSERVED AMONG TREATED FEMALE MICE: CONTROLS 0/46LOW-DOSE, 11/44...HIGH-DOSE, 8/45... [THE WORKING GROUP NOTED THAT THE INCIDENCE OF LIVER TUMORS IN THE CONTROL GROUP WAS LOWER THAN THAT OBSERVED IN HISTORICAL CONTROLS, & THAT THE INCIDENCE IN THE TREATED GROUPS WAS WITHIN THE NORMAL RANGE SEEN IN HISTORICAL CONTROLS.]IN 8-WK SUBCHRONIC FEEDING STUDIES, MALE & FEMALE FISCHER 344 RATS & B6C3F1 MICE WERE FED DIETS CONTAINING UP TO 3% OF 4-CHLORO-META-PHENYLENEDIAMINE. ALL RATS FED 3%...DIED, WHEREAS ONLY 1 MOUSE FED 3% OF THE META ISOMER DIED BY THE END OF THE STUDY. A 25% DEPRESSION OF WEIGHT GAIN WAS OBSERVED IN BOTH RATS AND MICE FED 1% OF THE META ISOMER AND OF 10% IN MICE FED 3% OF THE META ISOMER. NO COMPD-RELATED ORGAN LESIONS WERE OBSERVED IN CHRONIC STUDIES IN RATS WITH DOSES OF UP TO...0.4% OF 4-CHLORO-META-PHENYLENEDIAMINE OR IN MICE WITH DOSES OF 1.4%...Fifty inbred F344 rats of both sexes and 50 inbred C57Bl/6N mice of both sexes were fed ad libitum at 2 dose levels of either 4,000 mg/kg or 2,000 mg/kg of 4-chloro-m-phenylendiamine for a period of 78 weeks. In female mice, there was a statistically significant incidence of liver tumors. Controls were tumor-free, while 17.8% and 25.0% of the animals on the high- and low dose levels, respectively, developed tumors. Thirty percent of male controls, and 30.0% and 39.6% of males on high- and low dose levels, respectively, developed tumors.In male and female Fischer rats feeding 4-chloro-m-phenylenediamine at 0.2 or 0.4% in the diet led to a significant elevation in the incidence of adrenal pheochromocytoma in male rats. At 1 or 2% levels it caused hepatocellular carcinoma or hepatocellular carcinoma and hepatocellular adenoma in female mice.
Evidence for CarcinogenicityNo data are available in humans. Inadequate evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
National Toxicology Program StudiesA bioassay of 4-chloro-m-phenylenediamine for possible carcinogenicity was conducted using Fischer 344 rats and B6C3F1 mice. 4-Chloro-m-phenylenediamine was admin in the feed, at either of two concn, to groups of 49 or 50 male and 50 female animals of each species. The dietary concn used in the chronic bioassay for low and high dose rats were 0.2 and 0.4%, respectively. The time weighted avg dietary concn used for low and high dose mice were 0.7 and 1.4%, respectively. After a 78 wk period of cmpd administration, observation of rats continued for an additional 27 wk and observation of mice continued for an additional 17 wk. For each species, 50 animals of each sex were placed on test as untreated controls. ... Under the conditions of this bioassay, dietary administration of 4-chloro-m-phenylenediamine was carcinogenic to the experimental animals causing an increased incidence of hepatocellular tumors in female B6C3F1 mice and an incr incidence of adrenal pheochromocytomas in male Fischer 344 rats. Levels of Evidence of Carcinogenicity: Male Rats: PositiveFemale Rats: NegativeMale Mice: NegativeFemale Mice: Positive.
Wassergefährdungsklasse (WGK)3
TSCA-Inventar-StatusTSCA listed
UN-TransportnummerUN 1673 6.1/PG 3
Zollcode29215900
RTECS-Nr.SS8800000
R-Sätze (R)36/37/38
GefahrensymboleXi
Sicherheitshinweise (S)26-36
Gefahrenklasse6.1Eye Irrit. 2Skin Irrit. 2STOT SE 3
VerpackungsgruppeIII
Lagerklasse6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Gefahrstoffdaten5131-60-2(Hazardous Substances Data)