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1,3-Phenylendiamin-dihydrochlorid

M-phenylenediamine dihydrochloride

HCID 10941
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Grundinformationen

CAS
541-69-5
Standard-SMILES
Cl.Cl.Nc1cccc(N)c1
InChIKey
SVTOYMIYCMHPIV-UHFFFAOYSA-N
Summenformel
C6H8N2.2ClH
Durchschnittliche Molmasse
181,06 g/mol
Monoisotopische Masse
180,0221037

Namen und Bezeichner

Bevorzugter Name
M-phenylenediamine dihydrochloride
IUPAC
benzene-1,3-diamine;dihydrochloride
Lokaler Name
1,3-Phenylendiamin-dihydrochlorid
Englischer Name
Benzene-1,3-diamine dihydrochloride
Summenformel
C6H10Cl2N2
Molmasse
181.06

Namen und Synonyme

541-69-5M-phenylenediamine dihydrochloridebenzene-1,3-diamine dihydrochloride1,3-Phenylenediamine dihydrochloride1,3-BENZENEDIAMINE DIHYDROCHLORIDE1,3-Benzenediamine, dihydrochloride1,3-Diaminobenzene dihydrochloridem-Aminoaniline dihydrochloride3-Aminoaniline dihydrochloridem-Phenylenediamine.2HClbenzene-1,3-diamine;dihydrochlorideDTXSID4021139
Weitere Namen anzeigen
M-PHENYLENEDIAMINE HYDROCHLORIDEusafek-206M-Phenylenediamine HCLM-PHENYLENEDIAMINE 2HCLBenzene-1,3-diamine2HCL3-Aminoaniline hydrochloridem-Phenylenediaminedihydrochlm-aminoanilinedihydrochlorideBenzene twoaMine hydrochloride
SE5RLO93TGMFCD000129751,3-Benzenediamine, hydrochloride (1:2)benzene-1,3-diamine, chloride, chloride4-phenylenediamine dihydrochlorideSCHEMBL61460DTXCID801139SCHEMBL9847456

Datenbank-Bezeichner

CAS
541-69-5
PubChem CID
10941
DTXSID
DTXSID4021139
ChEMBL
CHEMBL3182234
UNII
SE5RLO93TG
EC Number
208-790-0

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
64,9

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Color/FormWhite or slightly red crystalline powder
SolubilityFreely soluble in water; soluble in alcohol
DecompositionWhen heated to decomposition it emits very toxic fumes of HCl and nitrogen oxides.
Physical DescriptionOff-white powder; [MSDSonline]

Physikochemische Eigenschaften

Schmelzpunkt
260 °C · 260°C (dec.)
Aggregatzustand
Crystalline Powder
Farbe
Light beige to gray-beige
Wasserlöslichkeit
freely soluble
Merck
14 · 14,7283
BRN
3911748 · 3911748
Stabilität
Stable. Incompatible with strong oxidizing agents.
InChI
1S/C6H8N2.2ClH/c7-5-2-1-3-6(8)4-5;;/h1-4H,7-8H2;2*1H
InChIKey
SVTOYMIYCMHPIV-UHFFFAOYSA-N
SMILES
Cl.Cl.Nc1cccc(N)c1
CAS Datenbank
541 · 541-69-5(CAS DataBase Reference)
EPA chemische Informationen
m-Phenylenediamine dihydrochloride (541-69-5)

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, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

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

P203, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory InformationChemical: 1,3-Benzenediamine, dihydrochloride
Other Safety InformationIMAP assessments - 1,3-Benzenediamine, dihydrochloride: Human health tier II assessment
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] An irritant; Can be absorbed through skin; May cause skin sensitization; [MSDSonline] See p-Phenylenediamine.

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. 1,3-Benzenediamine dihydrochloride is included on this list.

Hazard Classes and Categories · 4 Einträge

Acute Tox. 3 (100%)

Germ cell mutagenicity - category 2

Acute toxicity (Oral) - Category 3

Muta. 2

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

SRP: 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.

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

m-Phenylenediamine dihydrochloride (CAS # 541-69-5) was evaluated for carcinogenicity in mice (25/sex/treatment group, strain unspecified) exposed to dietary concentrations of 0, 2000 and 4000 ppm for 18 months. Beginning late in treatment (at least 8 months), mice were periodically sacrificed for necropsy and evaluation of gross pathology (protocol was not provided). Those mice displaying gross pathology and any late term (8 months or more after initiation of treatment) non-autolyzed lethalities were used for histological determinations of carcinogenicity. Mice remaining after serial sacrifice were kept until death (as long as 19 months) for observation of clinical toxicity and terminal histopathological evaluation. Study mortality was 100% in high- and low-dose groups of both sexes at 15 months and 19 months respectively. Survival was also noted to be markedly diminished and mean bodyweights were reduced at 12 months in both high-dose male and female mice relative to controls. With 16/25, 10/25 and 15/25 of control mice, and male high and low dose mice effectively available for carcinogenicity analysis respectively, no significant increased incidence of tumors was identified relative to controls: Investigators considered number of mice with tumors, number of tumors, mice with multiple tumors, and type tumor incidence relative to those values in controls. Only in female low-dose mice (13 final effective number) was marked increased incidence of tumors relative to controls (13 final effective number) observed: Female low-dose mice were found with 31% lung tumors relative to 23% incidence in control mice and 8% hepatomas relative to 0 incidence in controls. Amyloid bodies were noted from 12 months in both low- and high-dose male and female mice.

m-Phenylenediamine dihydrochloride (CAS # 541-69-5) was evaluated for carcinogenicity in male rats (25/treatment group, strain unspecified) exposed to dietary concentrations of 0, 1000 and 2000 ppm for 18 months. Beginning late in treatment, animals were periodically sacrificed for necropsy and evaluation of gross pathology (protocol was not provided); A first tumor was noted at 15 weeks. Those rats displaying gross pathology and any late term non-autolyzed lethalities were used for histological determinations of carcinogenicity. Rats remaining after serial sacrifice were kept until death (as long as 26 months) for observation of clinical toxicity and terminal histopathological evaluation. Study mortality was 100% in high-dose rats at 15 months. Low-dose rats showed recovery of some lost bodyweight at Week 20 after discontinuation of treatment. With 111/150, 15/25 and 17/25 of control rats, and high- and low-dose rats effectively available for carcinogenicity analysis respectively, both low- and high-dose rats were found with a higher incidence of GI and liver tumors relative to controls. Investigators considered number of mice with tumors, number of tumors, mice with multiple tumors, and type tumor incidence relative to those values in controls. Treated rats showed generally lower incidence (40% and 41% of high and low dose rats respectively) carcinogenicity than did controls (59%).

Human Toxicity Excerpts · 2 Einträge

/SRP/: POTENTIAL METHEMOGLOBIN FORMER.

Poison by intraperitoneal route. Questionable carcinogen with experimental tumorigenic data. Mutation data reported.

Non-Human Toxicity Excerpts · 1 Eintrag

4 GROUPS, EACH OF 5 WISTAR-KING RATS WERE TREATED...WITH...META-PHENYLENEDIAMINE HYDROCHLORIDE @ DOSE OF 12 OR 24 MG/KG BODY WT. ...INJECTED SUBCUTANEOUSLY INTO THE BACK ON ALTERNATE DAYS, FOR 5 MO IN THE HIGHER DOSE GROUPS AND FOR 11 MO IN THE LOWER DOSE GROUPS. ... FIBROSARCOMAS WERE PRODUCED IN ONE RAT IN THE GROUP TREATED WITH...24 MG/KG BODY WT... NO TUMORS WERE FOUND IN ANY OF THE OTHER GROUPS NOR IN THE CONTROL GROUPS.

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. /M-Phenylenediamine/
Antidote and Emergency Treatment · 2 Einträge

For immediate first aid: Ensure that adequate decontamination has been carried out. If victim 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 left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep victim quiet and maintain normal body temperature. Obtain medical attention. /Organic bases, amines, and related compounds/

For basic treatment: Establish a patent airway. 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 normal saline 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 patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... Cover skin burns with sterile dressings after decontamination ... . /Organic bases, amines, and related compounds/

Non-Human Toxicity ValuesLD50 Mouse sc 120 mg/kg body weight

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. 1,3-Benzenediamine dihydrochloride is included on this list.

Sicherheitsdaten

F
8-9-23
wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 3
hs_code
29215900
RTECS-Nr.
SS9800000
risk_code
23/24/25-36-40-43-50/53-68
hazard_code
T,N
safety_code
28-36/37-45-60-61-28A
hazard_class
6.1
packing_group
III
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Giftige Stoffe Daten
541-69-5(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Muta. 2Skin Sens. 1

Chemie und Industrie

Verwendung und Herstellung

Uses · 3 Einträge

Used in hair dyes and as an analytical reagent for nitrite; No known commercial production in the US currently or in the past; [HSDB]

Dressing Hair [Category: Other]

...USED CHIEFLY AS AN ANALYTICAL REAGENT FOR NITRITE. IT IS ALSO USED IN HAIR-DYE FORMULATIONS TO PRODUCE GOLDEN-BLOND SHADES ON THE HAIR.

General Manufacturing Information · 2 Einträge

1,3-Benzenediamine, hydrochloride (1:2): ACTIVE

NO EVIDENCE WAS FOUND THAT THE HYDROCHLORIDE HAS EVER BEEN PRODUCED COMMERCIALLY IN THE US.

Anwendungen

Verwendenm-Phenylenediamine dihydrochloride is used in the synthesis of bis(thiazolidone) and bis(thiohydantoin) derivatives. It can be used to increase the pore size in the fabrication of poly(aniline-co-1,3-phenylenediamine) cryogels.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

m-Diiodbenzol

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