1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol
Solvent Red 23
CAS: 85-86-9
Molecular Formula: C22H16N4O
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Names and Identifiers
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Physico-chemical Properties
| Molecular Formula | C22H16N4O |
| Molar Mass | 352.39 |
| Density | 1.2266 (rough estimate) |
| Melting Point | 199°C (dec.)(lit.) |
| Boling Point | 486.01°C (rough estimate) |
| Solubility | Insoluble in water, soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | Reddish brown powder |
| Color | Red-brown |
| Maximum wavelength(λmax) | ['507 nm, 354 nm'] |
| Merck | 14,8884 |
| BRN | 2016384 |
| pKa | 13.45±0.50(Predicted) |
| Storage Condition | Store at +5°C to +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.6620 (estimate) |
| MDL | MFCD00003905 |
| Physical and Chemical Properties | Brown red powder (with acetic acid Crystal Brown Green Crystal), soluble in methanol, ethanol, DMSO and other organic solvents, derived from synthetic dyes. |
| Use | Can be used for a variety of resin coloring |
| In vitro study | Sudan III changes its color from orange to blue against a small volume of sulfuric acid, and the acetonitrile solution of Sudan III is the most suitable for observing the color-change phenomenon. H-NMR and UV-Vis spectroscopic studies show that the color-change mechanism of Sudan III against sulfuric acid is due to the protonation of the dye by sulfuric acid. |
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R10 - Flammable R20 - Harmful by inhalation R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| RTECS | QK4250000 |
| TSCA | Yes |
| HS Code | 32129000 |
| Toxicity | cyt-ham:ovr 20 mmol/L/5H-C ENMUDM 1,27,79 |
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Reference
| Reference Show more | 1. Mao and Cao Qing Xu peony Huang Meng Zhou Dan Ma Ke pure Zhou Yali he Lei. Preparation technology of V_A Nanoemulsion [J]. Food and Fermentation Industry, 2017, 43(06):232-236. 2. Cheng Xu et al [IF = 3.591]. "A superhydrophobic-superoleophilic plasmonic membrane for combined oil/water separation and high-sensitive SERS detection of low concentrations of analyses in oil/water mixtures." New J Chem. 2018 Jul;42(14):11660-11664 3. [IF = 1.478] C u et al."Kaolineite-armoved polyurea microcapsules fabricated on Pickering simulation: controllable encapsulation and release performance of a lipophilic compound."Clay Miner. 2021 Apr;56(1):46-54 4. [IF=4.539] Xixi Piao et al."Improved properties of bamboo by thermal treatment with wood wax oil."Colloid Surface A. 2022 Jun;643:128807 |
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Reference Information
Open Data Unverified Data
| Color index | 26100 |
| Biological applications | |
| (IARC) carcinogen classification | 3 (Vol. 8, Sup 7) 1987 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| biological activity | Sudan III is a hydrophobic bisazo dye. |
| Use | staining of biological stains, such as fats and similar substances. can be used for a variety of resin coloring fat and its analogs, Sudan III can be replaced by oil Red O. calibration of instruments and devices; Evaluation methods; Working standards; Quality assurance/quality control; Other. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | intraperitoneal-rabbit LDL0: 250 mg/kg |
| flammability hazard characteristics | flammable, combustion decomposition of toxic nitrogen oxide gases |
| storage and transportation characteristics | warehouse low temperature, ventilation, dry |
| extinguishing agent | water, carbon dioxide, dry powder, sand |
Last Update：2024-04-09 19:43:38
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Preparation or source
Open Data Unverified Data
Aminoazobenzene diazotization is coupled with β-naphthol.
synthesis of amino azobenzene hydrochloride: dissolve 9.3kg aniline in 10 L hydrochloric acid, then cool to 0 ℃, slowly add sodium nitrite solution (3.5kg sodium nitrite dissolved in 5 L of water) under stirring, keep the reaction temperature at 5~10 ℃, carry out diazotization, raise the temperature to 30 ℃ after adding, place for 30 min, then delaminate, and separate the lower water layer, 6.5kg of dried aniline hydrochloride is added to the upper oil, stirred to dissolve it, kept at 38 ~ 45oC for 4~5 h, cooled to normal temperature, salted out with concentrated hydrochloric acid until crystallization is no longer precipitated, filtered and crystallized to obtain p-aminoazobenzene hydrochloride.
coupling: dissolve 9 kg of aminoazobenzene hydrochloride in 10 L of water and 4 L of hydrochloric acid, cool to 0 ℃, add sodium nitrite solution (2.7kg of sodium nitrite dissolved in 5 L of water) under stirring, carry out diazotization, stir for 30 min after adding, and obtain p-aminoazobenzene diazonium salt.
preparation and refining of finished products: add the above-mentioned p-aminophenylazobenzene diazonium salt to 8 L of 10oC solution of 20% sodium hydroxide dissolved in p naphthol, carry out coupling, control the temperature below 10 ℃, and the pH value after adding should be 8~9. if it fails to meet the requirements, it can be adjusted by acid and alkali. Place for 24 hours, filter out the coupling substance, filter, wash once with distilled water and once with dilute hydrochloric acid. Wash with distilled water twice, then filter and dry, and then dry to obtain crude product; Recrystallize the crude product with toluene to obtain the finished product.
Last Update：2024-04-09 19:43:38
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Computational chemical data
Open Data Unverified Data
1. Hydrophobic parameter calculation reference value (XlogP):5.4
2. Number of hydrogen bond donors: 1
3. Number of hydrogen bond receptors: 5
4. Number of rotatable chemical bonds: 4
5. Number of tautomers: 4
6, topological molecular polar surface area (TPSA):66.2
7. Number of heavy atoms: 27
8. Surface charge: 0
9, complexity: 597
10, number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12, number of uncertain atomic stereocenters: 0
13. Determine the number of chemical bond structure centers: 1
14, the number of structural centers of uncertain chemical bonds: 0
15. Number of covalent bond units: 1
Last Update：2024-04-09 19:43:38
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Toxicological data
Open Data Unverified Data
1. acute toxicity:
rabbit abdominal LDLO; 250mg/kg; LDLO under rabbit skin; 1 mg/kg;
rabbit thoracic LDLO; 500mg/kg;
2, teratogenicity
Escherichia coli: 100mmol/L
Last Update：2024-04-09 19:43:38
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Molecular structure data
Open Data Unverified Data
Molecular property data:
1. molar refractive index: 106.81
2, molar volume (m/mol):288.6
3. isometric volume (90.2K):769.3
4, surface tension (dyne/cm):50.4
5, polarizability (10cm):42.34
Last Update：2024-04-09 19:43:38
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol - Preparation method
Sudan iii or Sudan iv dry powder 0.1g;95% alcohol 10 ml; After filtration, add 10 ml glycerol (used to identify fat dyed orange by Sudan red iii, and then conduct microscopic observation)
Last Update：2024-04-10 22:29:15
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Tel: +86-18821248368
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Mobile: +86-18821248368
QQ: 495145328
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Multiple SpecificationsSpot supply
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View History
1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol
Benzenesulfonyl fluoride, 3-[[[3-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)phenyl]amino]carbonyl]-
R(+)-WIN-55212
2-(1-Methylguanidino)acetic acid hydrochloride
1H-Indene, 3-chloro-1,1,2,4,5,6,7-heptafluoro-
Benzenesulfonyl fluoride, 3-[[[3-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)phenyl]amino]carbonyl]-
R(+)-WIN-55212
2-(1-Methylguanidino)acetic acid hydrochloride
1H-Indene, 3-chloro-1,1,2,4,5,6,7-heptafluoro-