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o-Phenylendiamindihydrochlorid

1,2-Phenylenediamine dihydrochloride

HCID 11990
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Grundinformationen

CAS
615-28-1
Standard-SMILES
Cl.Cl.Nc1ccccc1N
InChIKey
RIIWUGSYXOBDMC-UHFFFAOYSA-N
Summenformel
C6H8N2.2ClH
Durchschnittliche Molmasse
181,06 g/mol
Monoisotopische Masse
180,0221037

Überblick

1,2-phenylenediamine dihydrochloride appears as brownish-yellow crystals. Slightly soluble in water. Used in the manufacture of dye.

Namen und Bezeichner

Bevorzugter Name
1,2-Phenylenediamine dihydrochloride
IUPAC
benzene-1,2-diamine;dihydrochloride
Lokaler Name
o-Phenylendiamindihydrochlorid
Englischer Name
OPD EASY-tablets
Summenformel
C6H10Cl2N2
Molmasse
181.06

Namen und Synonyme

615-28-11,2-Phenylenediamine dihydrochloride1,2-Benzenediamine, dihydrochlorideUSAF EK-678DTXSID3021140HSDB 6232o-phenylenediamine, dihydrochloride1,2-Diaminobenzene DihydrochlorideEINECS 210-418-7UNII-Z16252Z50J1,2-BENZENEDIAMINE DIHYDROCHLORIDE1,2-Benzenediamine, hydrochloride (1:2)
Weitere Namen anzeigen
O-PHENYLENEDIAMINE DIHYDROCHLORIDEOPDOPD-HC1OPD 2HCLO-PD, HCLOPD TABLETusafek-678SIGMAFAST? OPDSIGMAFASTTM OPDOPD EASY-tablets
AI3-50519DTXCID5011401,2-BENZENEDIAMINE DIHYDROCHLORIDE [HSDB]UN1673RefChem:72123oPhenylenediamine dihydrochloride1,2Phenylenediamine dihydrochloride210-418-7

Datenbank-Bezeichner

CAS
615-28-1

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
52 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
10
Formalladung
0
Komplexität
62,9

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Color/FormNeedles
SolubilityVery soluble in water
DecompositionWhen heated to decomposition it emits very toxic fumes of /hydrogen chloride and nitrogen oxides/.
Melting Point250 °C (decomposes)
Physical Description · 2 Einträge

1,2-phenylenediamine dihydrochloride appears as brownish-yellow crystals. Slightly soluble in water. Used in the manufacture of dye.

Brownish-yellow solid; [CAMEO]

Other Experimental PropertiesWhen heated to decomposition it emits very toxic fumes of HCl and NOx

Physikochemische Eigenschaften

Schmelzpunkt
258 °C · 258 °C (dec.)(lit.)
storage temp.

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P318, P321, P330, P333+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P318, P321, P330, P333+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1,2-Benzenediamine, dihydrochloride

Hazard Traits - Carcinogenicity

1,2-Benzenediamine, dihydrochloride: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - 1,2-Benzenediamine, dihydrochloride: Human health tier II assessment
DOT LabelPoison
Fire HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Hazards Summary · 1 Eintrag

Has the potential to form methemoglobin; Emergency treatment: Paraphenylenediamine; In sensitized individuals, paraphenylenediamine may cause allergic contact dermatitis following application as a hair dye and asthma following inhalation; Following ingestion, can cause angioneurotic edema, methemoglobinemia, acute tubular necrosis, and hepatotoxicity; An adult died after ingestion of 3 grams of p-phenylenediamine; Another adult who ingested 1800 mg developed angioneurotic edema and acute renal failure; [HSDB] An eye irritant; May cause skin sensitization; [eChemPortal: ESIS]; Harmful by ingestion, inhalation, or skin absorption; May cause allergic skin reaction; Suspected cause of cancer and genetic defects; [Aldrich MSDS] See p-Phenylenediamine.

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used to make dyes; [CAMEO] Not commercially produced in the US; [HSDB]

Used mainly in the manufacture of dyes and dye intermediates /Phenylenediamines/

General Manufacturing Information · 2 Einträge

1,2-Benzenediamine, hydrochloride (1:2): ACTIVE

Not commercially produced in the US. /1981/

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

2,4-DiaminobenzolsulfonsurePhenazin-2,3-diyldiamin3-Aminoacetanilid

Zugehörige Reaktionen

7
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Reaktionsgleichung von HRID 2085337
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Reaktionsgleichung von HRID 2213148
HRID 2213148als Eduktuspto-grants-2006_09
Reaktionsgleichung von HRID 2213151
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PubChem CID
11990
DTXSID
DTXSID3021140
ChEMBL
CHEMBL3183208
UNII
Z16252Z50J
EC Number
210-418-7
2 · 2-8°C
Löslichkeit
2 O: · H2O: 1 tablet/10 mL, clear, colorless
Aggregatzustand
tablet
Farbe
white to off-white
PH
1.5 · 1.5
Wasserlöslichkeit
Slightly soluble in water; freely soluble in alcohol, chloroform or ether
BRN
3912045 · 3912045
Stabilität
Stable. Incompatible with strong oxidizing agents.
InChI
1S/C6H8N2.2ClH/c7-5-3-1-2-4-6(5)8;;/h1-4H,7-8H2;2*1H
InChIKey
RIIWUGSYXOBDMC-UHFFFAOYSA-N
SMILES
Cl[H].Cl[H].Nc1ccccc1N
EPA chemische Informationen
1 · 1,2-Phenylenediamine dihydrochloride (615-28-1)
Reactive GroupSalts, Acidic
Special Reports · 1 Eintrag

USEPA; PHENYLENEDIAMINES; RESPONSE TO INTERAGENCY TESTING COMMITTEE; FED REGIST 47(5) 973 (1982). EVIDENCE IS GIVEN SUPPORTING TESTING OF THE CLASS OF COMPOUNDS PHENYLENEDIAMINES FOR THEIR TOXIC EFFECTS ON HUMAN HEALTH AND THE ENVIRONMENT. THE RESULTS OF TOXICITY TESTING OF 22 COMPOUNDS ARE TABULATED AS ARE THE EFFECTS FOR WHICH TESTING IS BEING CONSIDERED FOR 13 COMPOUNDS, AND THE USES OR POTENTIAL USES OF 47 PHENYLENEDIAMINES.

TSCA Requirements · 1 Eintrag

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-Benzenediamine dihydrochloride is included on this list. Effective date: 4/29/83; Sunset date: 4/29/93.

Reactivity Profile · 1 Eintrag

Acidic organic/inorganic salts, such as 1,2-PHENYLENEDIAMINE DIHYDROCHLORIDE, are generally soluble in water. The resulting solutions contain moderate to high concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.

Air and Water ReactionsSlightly soluble in water.
Hazard Classes and Categories · 5 Einträge

Acute Tox. 3 (100%)

Carcinogenicity - category 2

Carcinogenicity - Category 1B

Serious eye damage/eye irritation - Category 2A

Carc. 2

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
First AidExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Protective Action Criteria (PAC) · 3 Einträge

1.7 [mg/m3]

19 [mg/m3]

110 [mg/m3]

Personal Protective Equipment (PPE)Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Toxikologische Informationen

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
TSCA Test Submissions · 2 Einträge

1,2-Benzenediaminedihydrochloride (CAS # 615-28-1) was evaluated for carcinogenicity in male Charles River CD-1 rats (25/group) exposed to 0, 2000, and 4000 ppm in the diet for 18 months. At 6 months, 12 rats/group plus any study mortalities were necropsied for determination of gross pathology. Treatment was associated with dose-related inhibition of growth rate and significantly (0.05 level) increased incidence of tumors. Observed tumors in 4000 ppm fed rats that were not seen in control animals included 5 hepatomas with one metastasized to lung, kidney, liver, stomach, and intestine. No mortality or other clinical signs of toxicity were reported and specific data were not provided.

1,2-Benzenediaminedihydrochloride (CAS # 615-28-1) was evaluated for carcinogenicity in Charles River HaM/ICR random-bred albino mice (25/sex/group) exposed to 0, 4000, and 8000 ppm in the diet for 18 months. Treatment was amended in respective treatment groups to 0, 8000, and 16,000 ppm (durations of original and amended regimens was not specified). At 6 months, 12 mice/ group were necropsied for determination of gross pathology. Treatment was associated with a significantly (0.05 level) increased incidence of hepatomas in high-dose females (6), low-dose females (7, including 1 hemangioma), and low dose males (5); High dose males were also found with hepatic tumors (3), although incidence was not of statistical significance relative to a solitary hepatoma in controls. No mortality or other clinical signs of toxicity were reported and specific data were not provided.

Human Toxicity Excerpts · 1 Eintrag

/SIGNS AND SYMPTOMS/ Produces severe local reactions and systemic effects from percutaneous absorption and from ingestion. Local actions include severe dermatitis and urticaria; in the eye, chemosis, lacrimation, exophthalmos, ophthalmia, and even permanent blindness. Systemic actions include asthma, gastritis (regardless of portal of entry), rise in blood pressure, transudation into serous cavities, vertigo, tremors, convulsions and coma. ... The ortho isomer (diolene) is less toxic than the para (orsin). Neither is believed to be capable of inducing significant methemoglobinemia.

Carcinogen Classification · 5 Einträge

ortho-Phenylenediamine dihydrochloride

Group 2B: Possibly carcinogenic to humans

Volume 123: (2020) Some Nitrobenzenes and Other Industrial Chemicals

2020 online

2018

Non-Human Toxicity Excerpts · 2 Einträge

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ The results of carcinogenicity studies of 13 substituted-benzenediamines (SBD) were summarized & compared with the results of relevant short-term tests. o-Phenylenediamine dihydrochloride induced statistically significant incidences of tumors in rats and mice. The mouse, particularly the female, was more susceptible than the rat to the carcinogenic effects of the SBD. All the SBD studied in short-term tests were positive in at least 1 assay system.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ The carcinogenicity of ortho-phenylenediamine (o-PD) was examined by administrating o-phenylenediamine dihydrochloride (o-PD2HCl) in dinking water to groups of 50 F344/DuCrj rats and 50 Crj:BDF1 mice of both sexes for 2 years. The drinking water concentration of o-PD2HCl was 0, 500, 1,000 or 2,000 ppm (wt/wt) for male rats; 0, 250, 500 or 1,000 ppm for female rats; 0, 500, 1,000 or 2,000 ppm for male mice; and 0, 1,000, 2,000 or 4,000 ppm for female mice. Two-year administration of o-PD2HCl produced a dose-dependent increase in the incidences of hepatocellular adenomas and carcinomas in rats of both sexes and in female mice, and hepatocellular adenomas in male mice. In mice, the incidences of hepatocellular adenomas were increased at the lowest dose used in both males and females. Metastasis from hepatocellular carcinomas of rats occurred predominantly in the lung. Incidences of transitional cell papillomas and carcinomas in the urinary bladder were noted in male rats administered 2,000 ppm, together with an increased incidence of papillary and/or nodular hyperplasia of transitional epithelium. In mice, the incidence of papillary adenomas in the gall bladder, which is rare in mice, was increased in both males and females administered 2,000 ppm. Thus, o-PD is carcinogenic in two species, i.e., rats and mice of both sexes.

Probable Routes of Human Exposure · 1 Eintrag

NIOSH (NOES Survey 1981-1983) has statistically estimated that 6,080 workers (5,092 of these were female) were potentially exposed to 1,2-benzenediamine dihydrochloirde in the US(1). Occupational exposure to 1,2-benzenediamine dihydrochloirde may occur through inhalation and dermal contact with this compound at workplaces where1,2-benzenediamine dihydrochloirde is produced or used. Use data indicate that the general population may be exposed to 1,2-benzenediamine dihydrochloirde via dermal contact with consumer products products containing 1,2-benzenediamine dihydrochloirde(SRC).

Antidote and Emergency Treatment · 3 Einträge

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Organic bases/Amines and related compounds/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

Non-Human Toxicity ValuesLD50 Rat intraperitoneal 290 mg/kg

Regulatorische Informationen

TSCA Requirements · 1 Eintrag

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-Benzenediamine dihydrochloride is included on this list. Effective date: 4/29/83; Sunset date: 4/29/93.

Sicherheitsdaten

F
8-10-23
wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 3
hs_code
29215190
RTECS-Nr.
ST0175000
risk_code
22-40-43-51/53-68-50/53-36-25-20/21-36/37/38
hazard_code
Xn,N,T
safety_code
36/37-61-60-45-28-26
hazard_class
6.1(b)
packing_group
III
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
615-28-1(Hazardous Substances Data)
Hazard Classifications
Aquatic Chronic 2Carc. 2Muta. 2Skin Sens. 1