Sudan I

Base Information

• Chemical Name: Sudan I
• CAS No.: 842-07-9
• Deprecated CAS: 104407-03-6,1846566-64-0,1846566-64-0
• Molecular Formula: C16H12N2O
• Molecular Weight: 248.284
• Hs Code.: 32129000
• European Community (EC) Number: 212-668-2
• NSC Number: 51524,11227
• UNII: 48I7IBB68J
• DSSTox Substance ID: DTXSID4021135,DTXSID50873448,DTXSID90873447
• Nikkaji Number: J190.838C,J3.336G,J3.321.022A,J3.602.610C
• Wikipedia: Sudan_I
• Wikidata: Q901018
• ChEMBL ID: CHEMBL1397023
• Mol file: 842-07-9.mol

Synonyms:2-Naphthalenol,1-(phenylazo)- (9CI);Sudan Yellow (6CI);1-Benzeneazo-2-naphthol;1-Phenylazo-b-naphthol;C.I. 12055;Calcogas Orange NC;Disperse Yellow 97;Enial Orange I;Fast Orange;Fat Orange G;Fat Orange R;Fat Orange RS;Grasal Orange;HidacoOil Orange;Morton Orange Y;OilOrange;Oil Orange 2311;Oil Orange 2B;Oil Orange 5101;Oil Orange E;Oil Orange PEL;Oil Orange R;Oil Orange Z-7078;Oil orange PS;Orange 3RA Soluble inGrease;Orange JLS-PS;Orange Pel;Orange R Fat Soluble;Stearix Orange;Sudan Orange 220;Sudan Orange RA;Tertrogras Orange SV;Waxoline Orange EP-FW;WaxolineYellow I;Waxoline Yellow IP;a-Phenylazo-b-naphthol;

Chemical Property of Sudan I

Chemical Property:

• Appearance/Colour: orange-red powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 131-133 °C
• Refractive Index: 1.634
• Boiling Point: 443.653 °C at 760 mmHg
• PKA: 13.50±0.40(Predicted)
• Flash Point: 290.196 °C
• PSA: 44.95000
• Density: 1.175 g/cm³
• LogP: 4.96080
• Storage Temp.: Amber Vial, Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 0.5 g/L (30 ºC)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 248.094963011
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

Sudan I ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 68-53-43-40-36/37/38
• Safety Statements: 61-46-36/37-22-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: C1=CC=C(C=C1)N=NC2=C(C=CC3=CC=CC=C32)O
• Uses: A food azo-dye, a liver and urinary bladder carcinogen for rodents and a potent contact allergen and sensitizer for humans. A food azo-dye, a liver and urinary bladder carcinogen for rodents and a potent contact allergen and sensitizer for humans. Genotoxic and carcinogenic. Dyes and metabolites, Environmental Testing.

Technology Process of Sudan I

There total 68 articles about Sudan I which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

benzene diazonium chloride (100-34-5) + β-naphthol (135-19-3) → Sudan I (842-07-9)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; for 0.00555556h; Flow reactor; Large scale; Green chemistry;

DOI:10.1039/c9gc02447f

Reference yield: 93.0%

β-naphthol (135-19-3) + benzenediazonium o-benzenedisulfonimide → Sudan I (842-07-9)

Guidance literature:

With sodium hydroxide; In water; for 0.333333h;

DOI:10.1055/s-1998-2132

Reference yield: 87.0%

aniline (62-53-3) + β-naphthol (135-19-3) → Sudan I (842-07-9) + 1-phenyl-azo-2-naphthol (1602-30-8,93449-60-6)

Guidance literature:

aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.0833333h;

With 1-(4-(nitrosooxy)butyl)-3-methylimidazolium chloride; In water; at 0 - 5 ℃; for 0.416667h;

β-naphthol; With sodium hydroxide; In water; at 0 ℃; for 0.416667h;

DOI:10.1016/j.dyepig.2010.11.010

upstream raw materials:

pyridine

(E)-1-(phenyldiazenyl)piperidine

pyridine hydrochloride

β-naphthol

Downstream raw materials:

1-(phenyldiazenyl)naphthalen-2-yl acetate

1-phenylazo-2-methoxynaphthalene

1-amino-4-cyano-2-hydroxynaphthalene

aniline

Refernces

• 1、 Bergstrom,Buehler. "-". . p. 19,20. Retrieved 1942.
• 2、 Petry. "-". . p. 4600,4602, 4603. Retrieved 1967.
• 3、 -. "A CONTINUOUS PROCESS FOR THE SYNTHESIS OF AZO DYES INVOLVING IN-SITU GENERATION OF DIAZONIUM SALTS". Paragraph 0056. . Retrieved 2021/05/21.
• 4、 Sharma, Brijesh M.,Atapalkar, Ranjit S.,Kulkarni, Amol A.. "Continuous flow solvent free organic synthesis involving solids (reactants/products) using a screw reactor". . p. 5639 - 5646. Retrieved 2019/10/22.