METANIL YELLOW
- Iupac Name：sodium;3-[(4-anilinophenyl)diazenyl]benzenesulfonate
- CAS No.: 587-98-4
- Molecular Weight：375.37683
- Modify Date.: 2022-11-12 07:09
- Introduction: Metanil yellow is a yellow monoazo dye. This coloringagent is used in leather and wood stains, and was alsoemployed as a food dye in India.
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1. Names and Identifiers
- 1.1 Name
- METANIL YELLOW
- 1.2 Synonyms
209-608-2 3-((4-(phenylamino)phenyl)azo)-benzenesulfonicacimonosodiumsalt 3-(4-Anilinophenylazo)benzenesulfonic acid sodium salt 3-(4-anilino-phenylazo)-benzenesulfonic acid,sodium salt 3-(4-Anilino-phenylazo)-benzolsulfonsaeure,Natriumsalz 3-[[4-(Phenylamino)phenyl]azo]benzenesulfonic Acid Monosodium Salt 3-[[4-(phenylamino)phenyl]azo]-benzenesulfonicacimonosodiumsalt 3-{[4-(phenylamino)-phenyl]azo}benzenesulfonic acid sodium salt Acid Golden G Acid Metanil Yellow Acid Yellow 36 Amacid Yellow M Benzenamine, N-phenyl-4-[2-[3-(trioxidanylthio)phenyl]diazenyl]-, sodium salt (1:1) Benzenesulfonic acid, 3-[(E)-2-[4-(phenylamino)phenyl]diazenyl]-, sodium salt (1:1) Benzenesulfonic acid, 3-[[4- (phenylamino)phenyl]azo]-, monosodium salt Benzenesulfonic acid, m-[(p-anilinophenyl)azo]-, sodium salt CI 13065 CI NO 13065 EINECS 209-608-2 Ext. D & C Yellow No.1 Fenazo Yellow M KITON ORANGE MNO KITON YELLOW MS m-[(p-Anilinophenyl)azo]benzenesulfonic Acid Sodium Salt Metanil Yellow C Metanil Yellow E METANIL YELLOW ORANGE Metanilgelb extra MFCD00007486 Monoazo Sodium 3-({3-[(4-anilinophenyl)diazenyl]phenyl}sulfanyl)trioxidan-1-ide sodium 3-(p-anilinophenylazo)benzenesulfonate Sodium 3-[(E)-(4-anilinophenyl)diazenyl]benzenesulfonate sodium 3-{(E)-[4-(phenylamino)phenyl]diazenyl}benzenesulfonate Sodium Salt of Metanilylazodiphenylamine sodium,3-[(4-anilinophenyl)diazenyl]benzenesulfonate TROPAEOLIN G Victoriagelb O
- 1.3 CAS No.
- 587-98-4
- 1.4 CID
- 3935589
- 1.5 EINECS(EC#)
- 209-608-2
- 1.6 Molecular Formula
- C18H14N3NaO3S (isomer)
- 1.7 Inchi
- InChI=1S/C18H15N3O3S.Na/c22-25(23,24)18-8-4-7-17(13-18)21-20-16-11-9-15(10-12-16)19-14-5-2-1-3-6-14;/h1-13,19H,(H,22,23,24);/q;+1/p-1
- 1.8 InChkey
- NYGZLYXAPMMJTE-UHFFFAOYSA-M
- 1.9 Canonical Smiles
- C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC(=CC=C3)S(=O)(=O)[O-].[Na+]
- 1.10 Isomers Smiles
- C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC(=CC=C3)S(=O)(=O)[O-].[Na+]
2. Properties
- 2.1 Melting point
- >360°C
- 2.1 Boiling point
- °Cat760mmHg
- 2.1 Flash Point
- °C
- 2.1 Precise Quality
- 375.06500
- 2.1 PSA
- 102.33000
- 2.1 logP
- 5.90350
- 2.1 Solubility
- 25g/l
- 2.2 Λmax
- 414nm, 435nm
- 2.3 Appearance
- Orange to yellow powder
- 2.4 Storage
- Ambient temperatures.
- 2.5 Chemical Properties
- orange powder
- 2.6 Color/Form
- Orange
- 2.7 Contact Allergens
- Metanil yellow is a yellow monoazoic dye. This color ing agent is used in leather and wood stains, and is also employed as a food dye in India.
- 2.8 PH
- 10 (10g/l, H2O, 20℃)
- 2.9 Water Solubility
- Soluble
- 2.10 StorageTemp
- Storage temperature: no restrictions.
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: An organic sodium salt having 3-[(4-anilinophenyl)diazenyl]benzene-1-sulfonate as the counterion. Used in one variant of Masson's trichrome to stain collagen yellow in contrast to the red muscle, but is not in common used.
- 3.2 Purification Methods
- It can be salted out from water three times with sodium acetate, then repeatedly extracted with EtOH [McGrew & Schneider J Am Chem Soc 72 2547 1950]. [Beilstein 16 II 168.] METANIL YELLOW Preparation Products And Raw materials Raw materials
- 3.3 Usage
- As indicator in 0.1% solution, of which 2 drops are required for 10 ml liquid. pH: 1.2 red to 2.3 yellow.
4. Safety and Handling
- 4.1 Symbol
- GHS07
- 4.1 Hazard Codes
- Xi
- 4.1 Signal Word
- Warning
- 4.1 Risk Statements
- R43
- 4.1 Safety Statements
- S24/25
- 4.1 Hazard Declaration
- H317
- 4.1 RIDADR
- 25kgs
- 4.1 Safety Profile
- Moderately toxic by intraperitoneal route. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of SOx, NOx, and NazO. See also AROMATIC AMINES and SULFONATES.
- 4.2 Caution Statement
- P280
- 4.2 WGK Germany
- 2
- 4.2 RTECS
- DB7329500
- 4.2 Safety
- Hazard Codes:Xi
Risk Statements:43-36/37/38
43:May cause sensitization by skin contact
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:22-24/25-36/37-36-26
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
36/37:Wear suitable protective clothing and gloves
36:Wear suitable protective clothing
26:In case of contact with eyes, rinse immediately with plenty
of water and seek medical advice
WGK Germany:2
- 4.3 Specification
-
orange powder
Safety Statements:22-24/25-36/37-36-26
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
36/37:Wear suitable protective clothing and gloves
36:Wear suitable protective clothing
26:In case of contact with eyes, rinse immediately with plenty
of water and seek medical advice
- 4.4 Toxicity
- LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rat > 2000 mg/kg
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Serious eye damage, Category 1
Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |   |
| Signal word | Danger |
| Hazard statement(s) | H318 Causes serious eye damage H411 Toxic to aquatic life with long lasting effects |
| Precautionary statement(s) | |
| Prevention | P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment. |
| Response | P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 Immediately call a POISON CENTER/doctor/\u2026 P391 Collect spillage. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
7. Other Information
- 7.0 Usage
- Metanil Yellow is used as indicator. Metanil yellow is useful in spectrophotometric methods to determine the presence of trace amounts of nitrates and nitrites in solution. The method utilizes the fact that potassium bromate can catalyze the discoloring of Metanil yellow which can then be analyzed by spectrophotometry.
8. Computational chemical data
- Molecular Weight: 375.37683g/mol
- Molecular Formula: C18H14N3NaO3S
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 375.06535677
- Monoisotopic Mass: 375.06535677
- Complexity: 538
- Rotatable Bond Count: 5
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 6
- Topological Polar Surface Area: 102
- Heavy Atom Count: 26
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 2
- CACTVS Substructure Key Fingerprint: AAADccB7MCBAAAAAAAAAAAAAAAAAAAAAAAAwYMAAAAAAAAABUAAAHAQYAAAACAiBUAAwwYLAAAKCACRCQHDCAEAhAgAIiBgAZIgIIGLAkZGEIAxgkADIyAcQAAAAAACAACAAAAAAAQAAQAAAAAAAAAAAAA==
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