HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Hydroxy-m-phenylendiammoniumdichlorid
acrol · 2,4-DIAMINOPHENOL HCL · 2,4-DIAMINOPHENOL 2HCL · AMIDOL · dianol · Diamol · nci-c60026 · Amidol >Amidol, ≥ 97.0%
Identifikatoren & physikalische Daten
| CAS No. | 137-09-7 |
|---|---|
| Summenformel | C6H10Cl2N2O |
| Durchschnittliche Molmasse | 197,06 g/mol |
| Monoisotopische Masse | 196,0170183 g/mol |
| SMILES | Cl.Cl.Nc1ccc(O)c(N)c1 |
| InChIKey | KQEIJFWAXDQUPR-UHFFFAOYSA-N |
| PubChem CID | 8715 |
| ChEMBL | CHEMBL3181794 |
| EC No. | 205-279-4 |
| DTXSID | DTXSID9020401 |
| Lokaler Name | 4-Hydroxy-m-phenylendiammoniumdichlorid |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 72,3 |
|---|---|
| H-Brücken-Donoren | 5 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 97 |
| Color/Form | GRAYISH-WHITE CRYSTALSNEEDLES |
| Löslichkeit | greater than or equal to 100 mg/mL at 74.3 °F (NTP, 1992)27.5 G/100 ML WATER @ 15 °CSLIGHTLY SOL IN ALCOHOLSLIGHTLY SOL IN ETHER275g/l27.5 g/100 mL (15 ºC) |
| Schmelzpunkt | 432 °F (decomposes) (NTP, 1992)205 °C222 °C (dec.)(lit.) |
| Physical Description | Grayish-white crystals. (NTP, 1992)Grayish-white solid[HSDB] Slightly gray crystalline solid[MSDSonline] |
| Dichte | 1.3457 (rough estimate) |
| Brechungsindex | 1.5680 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Crystalline Powder |
| Farbe | Beige to gray-green |
| pH | 1-2 (50g/l, H2O, 20℃) |
| Merck | 14,2983 |
| BRN | 3913728 |
| Stabilität | Stable. Incompatible with strong oxidizing agents, acids. Heat and light sensitive. |
| Kosmetik-Inhaltsstoffe Funktionen | HAIR DYEING |
| InChI | 1S/C6H8N2O.2ClH/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,7-8H22*1H |
| InChIKey | KQEIJFWAXDQUPR-UHFFFAOYSA-N |
| SMILES | Cl.Cl.Nc1ccc(O)c(N)c1 |
| CAS Datenbank | 137-09-7(CAS DataBase Reference) |
| EPA chemische Informationen | 2,4-Diaminophenol dihydrochloride (137-09-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301 (96.1%): Toxic if swallowed [Danger Acute toxicity, oral]H315 (94.1%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (13.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (94.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H334 (13.7%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]H335 (94.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 51 reports by companies from 10 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 Informationen | Chemical: Phenol, 2,4-diamino-, hydrochloride (1:2)4-Hydroxy-1,3-phenylenediammonium dichloride: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Phenol, 2,4-diamino-, dihydrochloride: Human health tier II assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992) |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this chemical may include hematurea, local irritation, and allergic reactions.ACUTE/CHRONIC HAZARDS: This compound may cause local irritation on contact. It may also cause allergic reactions in susceptible individuals. (NTP, 1992) |
| Gefahrenübersicht | Limited evidence of mutagenicity and carcinogenicity in male miceNo evidence of carcinogenicity in female mice or male and female ratsEmergency treatment: ParaphenylenediamineIn sensitized individuals, paraphenylenediamine may cause allergic contact dermatitis following application as a hair dye and asthma following inhalationFollowing ingestion, can cause angioneurotic edema, methemoglobinemia, acute tubular necrosis, and hepatotoxicityAn adult died after ingestion of 3 grams of p-phenylenediamineAnother adult who ingested 1800 mg developed angioneurotic edema and acute renal failure[HSDB] May cause irritation and allergic reactions[CAMEO] Causes changes in liver and bladder weight, erythrocyte count, and levels of transaminases in high-dose feeding studies of mice[RTECS] See p-Phenylenediamine. |
| Reaktive Gruppe | Phenols and CresolsSalts, Acidic |
| Special Reports | DHHS/NTPToxicology & Carcinogenesis Studies of 2,4-Diaminophenol Dihydrochloride in F344/N Rats and B6C3F1 Mice (Gavage Studies) Technical Report Series No. 401 (1992) NIH Publication No. 92-2856 |
| Reactivity Profile | 2,4-DIAMINOPHENOL DIHYDROCHLORIDE is an acidic salt, and it may react with chemical bases to release heat. |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Acute Tox. 3 (96.1%)Skin Irrit. 2 (94.1%)Skin Sens. 1 (13.7%)Eye Irrit. 2 (94.1%)Resp. Sens. 1 (13.7%)STOT SE 3 (94.1%)Acute toxicity (ingestion) - category 4Specific target organ toxicity (repeated exposure) - category 2Acute toxicity (Oral) - Category 3Specific target organ toxicity - Repeated exposure - Category 2 (kidney, hematopoietic system) |
| Brandbekämpfung | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| Erste Hilfe | 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 areatake 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 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 Brand | SMALL 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 protect this material from exposure to light, and store it in a refrigerator. (NTP, 1992) |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: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 the immediate precautionary measure distance, in the downwind direction, as necessary.FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024) |
| Personal Protective Equipment (PPE) | 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) |
| Unerwünschte Wirkungen | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effectSkin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| Toxizitätsübersicht | On the basis of the data included in this report, the CIR Expert Panel concludes that 2,4-Diaminophenol and 2,4-Diaminophenol Dihydrochloride are safe for use in hair dyes at concentrations up to 0.2% (as the free base). 2009 RE-REVIEW - The Expert Panel noted that 2,4-Diaminophenol Dihydrochloride is now termed 2,4-Diaminophenol Hydrochloride.Safe for use in cosmetics, with qualifications |
| Ongoing Test Status | The 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=137-09-7] |
| Human Toxicity Excerpts | SEE PHENYLENEDIAMINE. PRODUCES SEVERE LOCAL REACTIONS & SYSTEMIC EFFECTS FROM PERCUTANEOUS ABSORPTION & FROM INGESTION. LOCAL ACTIONS INCLUDE SEVERE DERMATITIS & URTICARIAIN THE EYE, CHEMOSIS, LACRIMATION, EXOPHTHALMOS, OPHTHALMIA, & EVEN PERMANENT BLINDNESS. SYSTEMIC ACTIONS INCLUDE ASTHMA, GASTRITIS (REGARDLESS OF PORTAL OF ENTRY), RISE IN BLOOD PRESSURE, TRANSUDATION INTO SEROUS CAVITIES, VERTIGO, TREMORS CONVULSIONS, & COMA. /PHENYLENEDIAMINE/ |
| Carcinogen Classification | 2,4-Diaminophenol DihydrochlorideTR-401: NTP Technical Report on the Toxicology and Carcinogenesis Studies of 2,4-Diaminophenol Dihydrochloride (CASRN 137-09-7) in F344/N Rats and B6C3F1 Mice (Gavage Studies) (1992 )03/11/91No EvidenceSome Evidence |
| Non-Human Toxicity Excerpts | 2,4-DIAMINOPHENOL DIHYDROCHLORIDE HAS BEEN TESTED BY IRRIGATING A RABBIT EYE WITH 0.02 MOLAR (PH 5.3) AQUEOUS SOLUTION FOR 10 MINUTES, AFTER REMOVAL OF THE CORNEAL EPITHELIUM TO FACILITATE PENETRATION. THIS PRODUCED DARK BROWN STAINING OF THE CORNEAL STROMA, PERMANENT CORNEAL OPACIFICATION, & VASCULARIZATION.2,4-Diaminophenol dihydrochloride was evaluated for its mutagenic potential in the L5178Y TK+/TK- mouse lymphoma forward mutation assay using established procedures. Three experiments were conducted without metabolic activation. The dose levels tested in these experiments ranged from 0-4 ug/ml. Results from one experiment were discardedhowever, significant mutagenic responses were obtained in the remaining two. Thus, 2,4-Diaminophenol dihyrochloride was positive in these tests and the lowest effective dose tested was 2 ug/ml.... Conclusions: Under the conditions of these 2 yr gavage studies, there was no evidence of carcinogenic activity of 2,4-diaminophenol dihydrochloride in male or female F344/N rats that received 12.5 or 25 mg/kg. There was some evidence of carcinogenic activity of 2,4-diaminophenol dihydrochloride in male B6C3F1 mice based on incr incidences of renal tubule adenomasthere was no evidence of carcinogenic activity of 2,4-diaminophenol dihydrochloride in female B6C3F1 mice that received 19 or 38 mg/kg. |
| National Toxicology Program Studies | ... Toxicology and carcinogenesis studies were conducted by administering 2,4-diaminophenol dihydrochloride (greater than 97% pure) in corn oil by gavage to F344/N rats and B6C3F1 mice for ... 2 years. ... 2 Yr Studies: The 2 yr studies were conducted by administering 2,4-diaminophenol dihydrochloride in corn oil by gavage to groups of 60 male and 60 female F344/N rats and B6C3F1 mice. ... Rats received doses of 0, 12.5, or 25 mg/kgmice received doses of 0, 19, or 38 mg/kg. Conclusions: Under the conditions of these 2 yr gavage studies, there was no evidence of carcinogenic activity of 2,4-diaminophenol dihydrochloride in male or female F344/N rats that received 12.5 or 25 mg/kg. There was some evidence of carcinogenic activity of 2,4-diaminophenol dihydrochloride in male B6C3F1 mice based on incr incidences of renal tubule adenomasthere was no evidence of carcinogenic activity of 2,4-diaminophenol dihydrochloride in female B6C3F1 mice that received 19 or 38 mg/kg. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2811 6.1/PG 3 |
| Zollcode | 29222900 |
| RTECS-Nr. | SK7600000 |
| R-Sätze (R) | 22-36/37/38 |
| Toxizität | LD50 orally in Rabbit: 240 mg/kg |
| Gefahrensymbole | Xn,Xi |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | 6.1Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Gefahrstoffdaten | 137-09-7(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
2,4-Diaminophenol dihydrochloride (Amidol) is used in the dye manufacturing industries and as a color accelerator in photographic developers. It is also employed as a pharmaceutical intermediate.