Grundinformationen
- Standard-SMILES
Oc1ccc2ccccc2c1N=Nc1ccc(N=Nc2ccccc2)cc1- InChIKey
FHNINJWBTRXEBC-UHFFFAOYSA-N- Summenformel
- C22H16N4O
- Durchschnittliche Molmasse
- 352,4 g/mol
- Monoisotopische Masse
- 352,13241113
Überblick
Sudan III is a bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound lipids in paraffin sections. It has a role as a carcinogenic agent, a fluorochrome and a histological dye. It is a member of azobenzenes, a member of naphthols and a bis(azo) compound. It is functionally related to a 2-naphthol.
Namen und Bezeichner
- Bevorzugter Name
- 1-(p-Phenylazophenylazo)-2-naphthol (Sudan III)
- IUPAC
- 1-[(4-phenyldiazenylphenyl)diazenyl]naphthalen-2-ol
- Lokaler Name
- 1-(4-(Phenylazo)phenylazo)-2-naphthol
- Englischer Name
- Solvent Red 23
- Summenformel
- C22H16N4O
- Molmasse
- 352.39
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
1071538-45-8、85-86-9- PubChem CID
- 62331
- DTXSID
DTXSID3041742- ChEMBL
CHEMBL2001927- ChEBI
CHEBI:82535- UNII
- ND733RX3JN
- EC Number
- 201-638-4、982-497-2
- Nikkaji
- J3.890C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,9
- Polarare Oberfläche (TPSA)
- 69,7 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 27
- Formalladung
- 0
- Komplexität
- 508
Experimentelle und physikochemische Eigenschaften
Cosmetics
Cosmetics ingredient -> Colorant
Cosmetic colorant; Hair dyeing
Ionization Efficiency
Positive
3.66
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Physikochemische Eigenschaften
- Schmelzpunkt
- 199 °C · 199 °C (dec.)(lit.)
- Siedepunkt
- 486.01 °C · 486.01°C (rough estimate)
- Dichte
- 1.2266 · 1.2266 (rough estimate)
- Brechungsindex
- 1.662 · 1.6620 (estimate)
- storage temp.
- 5 °C · Store at +5°C to +30°C.
- Löslichkeit
- Insoluble in water; soluble in benzene, chloroform; moderately soluble in acetone, ether, petroleum ether; slightly soluble in ethanol, xylene
- pka
- 13.45 · 13.45±0.50(Predicted)
- Aggregatzustand
- Powder
- Farbe
- Red-brown
- Merck
- 14 · 14,8884
- BRN
- 2016384 · 2016384
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Major Application
- cleaning productscosmeticsfood and beveragespersonal care
- Kosmetik-Inhaltsstoffe Funktionen
- COLORANTHAIR DYEING
- InChI
- 1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H/b24-23+,26-25+
- InChIKey
- FHNINJWBTRXEBC-HXEHWPEMSA-N
- SMILES
- Oc1ccc2ccccc2c1\N=N\c3ccc(cc3)\N=N\c4ccccc4
- LogP
- 5.74 · 5.740 (est)
- CAS Datenbank
- 85 · 85-86-9(CAS DataBase Reference)
- EPA chemische Informationen
- 23 · C.I. Solvent Red 23 (85-86-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 77.8% (175 of 225) of all reports.
Danger
H315 (21.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 225 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Gefahrenhinweise
Regulatory Information
Chemical: 2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-
Hazard Traits - Bioaccumulation; Environmental Persistence
Regulation (EC) No 178/2002 (amended)
2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Skin Irrit. 2 (21.3%)
Skin Irrit. 2 (100%)
Carcinogenicity - category 2
Toxikologische Informationen
Carcinogen Classification
Sudan III
Group 3: Not classifiable as to its carcinogenicity to humans
Volume 8: (1975) Some Aromatic Azo Compounds
1987
1987
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 32129000
- RTECS-Nr.
- QK4250000
- risk_code
- 10-20-36/38-36/37/38
- Toxizität
- cyt-ham:ovr 20 mmol/L/5H-C ENMUDM 1,27,79
- hazard_code
- Xi
- safety_code
- 22-24/25-36-26
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
Used as a biological stain; [Merck Index]
Substance listed with specific concentration in tattoo ink and/or permanent make up according to EU Commission Regulation 2020/2081. The concentration limit (by weight) is 0.1%.
Household Products
Cosmetics product ingredient: 2-Naphthalenol, 1-[4-(phenylazo)phenyl]azo- (Red 17; Solvent Red 23; CI 26100; Aka225)
Information on 3 consumer products that contain D&C Red #17 in the following categories is provided:
Use Classification
Fragrance Ingredients
Cosmetics -> Cosmetic colorant; Hair dyeing
Anwendungen
BeschreibungSolvent Red 23 is an oil-soluble red azo dye used in cosmetic products in Japan. Cases were reported in hairdressers, who also reacted to PPD and to paminoazobenzene. One case of contact dermatitis was reported in the metal industry.
Darstellung
synthetische4-(Phenyldiazenyl)benzenamine diazotization, and Naphthalen-2-ol coupling. Note: some goods by 4-(Phenyldiazenyl)benzenamine and 2-Methyl-4-(o-tolyldiazenyl)benzenamine mixture as diazo components and have to.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: A bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound l pids in paraffin sections.
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