Grundinformationen
- CAS
136-35-6- Standard-SMILES
c1ccc(N=NNc2ccccc2)cc1- InChIKey
ALIFPGGMJDWMJH-UHFFFAOYSA-N- Summenformel
- C12H11N3
- Durchschnittliche Molmasse
- 197,24 g/mol
- Monoisotopische Masse
- 197,09529736
Überblick
Diazoaminobenzene can cause cancer according to California Labor Code.
Namen und Bezeichner
- Bevorzugter Name
- Diazoaminobenzene
- IUPAC
- N-phenyldiazenylaniline
- Lokaler Name
- 1,3-Diphenyltriazen
- Englischer Name
- Diazoaminobenzene
- Summenformel
- C12H11N3
- Molmasse
- 197.24
Namen und Synonyme
Diazoaminobenzene136-35-61,3-Diphenyltriazene1-Triazene, 1,3-diphenyl-AnilinoazobenzeneBenzeneazoanilineDAAB1,3-DIPHENYL-1-TRIAZENECelloforDiazoaminobenzenp-DiazoaminobenzeneAniline, N-(phenylazo)-
Weitere Namen anzeigen
cellofor(czech)DiazoaminobenzolBenzene azoanilidebenzenediazoanilide
BenzeneazoanilideDiazobenzeneanilideTriazene, 1,3-diphenyl-DTXSID90249345T4EEW75HJNSC-2077DTXCID704934NSC2077
Datenbank-Bezeichner
- CAS
136-35-6- PubChem CID
- 8689
- DTXSID
DTXSID9024934- ChEMBL
CHEMBL573540- UNII
- 5T4EEW75HJ
- EC Number
- 205-240-1
- Nikkaji
- J5.621I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4
- Polarare Oberfläche (TPSA)
- 36,8 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 191
Experimentelle und physikochemische Eigenschaften
Chemical Classes
Nitrogen Compounds -> Other Aromatics (Nitrogen)
Carcinogens
SpringerMaterials PropertiesCrystal structure
Color/FormGOLDEN-YELLOW, SMALL CRYSTALS
Solubility
less than 1 mg/mL at 72 °F (NTP, 1992)
INSOLUBLE IN WATER; FREELY SOLUBLE IN BENZENE, ETHER, HOT ALCOHOL
Boiling Point302 °F at 760 mmHg explodes (NTP, 1992)
Melting Point
208 °F (NTP, 1992)
98 °C
Vapor Density6.8 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
Physical Description
1,3-diphenyltriazene is an orange solid. (NTP, 1992)
Golden-yellow solid; [Merck Index] Golden yellow crystalline powder; [MSDSonline]
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, 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 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Hazard Traits - Carcinogenicity
1-Triazene, 1,3-diphenyl-: 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.)
Fire HazardsFlash point data for this compound are not available, however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: This material may explode if subjected to severe shock or heat. (NTP, 1992)
Hazards SummaryExplodes when heated to 150 deg C; [Merck Index] May cause irritation; May induce methemoglobinemia; Targets blood, liver spleen, and GI system; [MSDSonline]
Reactive GroupAzo, Diazo, Azido, Hydrazine, and Azide Compounds
Special Reports
National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. Diazoaminobenzene (136-35-6) is listed as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s057zdia.pdf]
Chemie und Industrie
Verwendung und Herstellung
Uses
Used for organic synthesis, dyes, and insecticides; [Hawley]
ORGANIC SYNTHESIS; DYES; INSECTICIDE
Methods of Manufacturing
BY DIAZOTIZING ANILINE DISSOLVED IN HYDROCHLORIC ACID WITH SODIUM NITRITE AND THEN ADDING A CONCENTRATED SOLUTION OF SODIUM ACETATE: HARTMAN, DICKEY, ORG SYN COLL VOL II 163 (1943).
INTERACTION OF NITROUS ACID AND AN ALCOHOLIC SOLUTION OF ANILINE.
General Manufacturing Information
1-Triazene, 1,3-diphenyl-: ACTIVE
1,3-DIPHENYL-1-TRIAZENE WAS THE MOST ACTIVE OF TWELVE 1,3-DIARYLTRIAZENES TESTED POSTEMERGENCE AT 6 KG/HA AGAINST AMARANTHUS RETROFLEXUS, ARTEMISIA VULGARIS & OTHER COMMON WEEDS.
Anwendungen
BeschreibungDiazoaminobenzene (DAAB) is an aromatic amine that is a suspected carcinogen. It is harmful if inhaled, ingested, or absorbed through the skin. It causes skin irritation and severe irritation to eyes. DAAB can be made by diazotizing aniline dissolved in hydrochloric acid with sodium nitrite and then adding a concentrated solution of sodium acetate. DAAB is listed in the US Environmental Protection Agency’s Toxic Substances Control Act Inventory. DAAB has three major use areas: intermediate, complexing agent, and polymer additive. Use as an intermediate is reported in several industry sectors, including organic synthesis, dye manufacture, and agrochemical manufacture (insecticides). DAAB is also a versatile metal complexing agent. A series of metabolism studies in rodents and human liver slices, electron spin resonance spectroscopy studies, short-term dermal toxicity studies in rodents, and acute bone marrow micronucleus studies in mice demonstrated that DAAB is metabolized and shares similar genotoxic and toxicological properties to the known human carcinogen, benzene, and the known rodent carcinogen, aniline.
VerwendenDiazoaminobenzene is used as a chemical intermediate, complexing agent, and polymer additive (Mathews and De Costa 1999). It has uses associated with organic synthesis and dye and insecticide manufacture (Lewis 1997), and it is an effective dopant for laser ablation (micro-machining) of polymethylmethacrylate (Bolle et al. 1990). Diazoaminobenzene has been identified as a low-level contaminant in the dyes D&C red no. 33, FD&C yellow no. 5 (tartrazine), and FD&C yellow no. 6; all three are permitted for use in drugs and cosmetics, and the latter two are permitted in food (FDA 2010).
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