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85-83-6

Basic Information
CAS No.: 85-83-6
Name: Solvent Red 24
Article Data: 3
Molecular Structure:
Molecular Structure of 85-83-6 (Solvent Red 24)
Formula: C24H20N4O
Molecular Weight: 380.449
Synonyms: Oil Red S;Oil Red SST Extra;Oil Red TAX;Oil Red ZD;OilScarlet;Oil Scarlet 48;Oleal Red BB;Oleosol Red BB;OrganolRed B;Orient Oil Red RR;Plastoresin Red F;Red 3R Soluble inGrease;SOT Red 1;Scarlet R (solvent dye);Scarletoil;Silotras Red T 3B;StearixRed 4B;Stearix Red 4S;Sudan (IV) dye;Sudan 4;Sudan Red380;Sudan Red 4BA;Sudan Red BBA;TU 6-14-8780;Toyo Oil Red BB;Waxoline Red OM;WaxolineRed OS;o-Tolueneazo-o-toluene-b-naphthol;o-Tolylazo-o-tolylazo-2-naphthol;SudanⅣ;Dispersol Red PP;Fast Oil Red B;Fat Red BB;Fat Red TS;Grasal Brilliant Red B;Grasan Brilliant Red B;Hidaco Oil Red;Lacquer Red V;Lacquer Red VS;Oil Red;Oil Red 282;Oil Red 2B;OilRed 3;Oil Red 3B;Oil Red APT;Oil Red B;Oil Red BS;Oil Red D;Oil Red F;Oil Red GO;Oil RedRC;2-Naphthalenol,1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]- (9CI);2-Naphthol,1-(4-o-tolylazo-o-tolylazo)- (6CI);1-(2'-Methyl-4'-(2''-methylphenylazo)phenylazo)-2-naphthol;Atlasol Red4B;Biebrich Scarlet BPC;Biebrich Scarlet Red;C.I.26105;Candle Scarlet B;Ceres Red BB;
EINECS: 201-635-8
Density: 1.19 g/cm3
Melting Point: 199 °C (dec.)(lit.)
Boiling Point: 618.8 °C at 760 mmHg
Flash Point: 424.4 °C
Solubility: 23μg/L at 25℃
Appearance: dark red to brown crystals or powder
Hazard Symbols: IrritantXi, ToxicT
Risk Codes: 36/38-45
Safety: 26-36-53-45
PSA: 69.67000
LogP: 7.99300
Synthetic route
135-19-3

β-naphthol

97-56-3

o-aminoazotoluene

85-83-6

Sudan-IV

Conditions
ConditionsYield
Stage #1: o-aminoazotoluene With hydrogenchloride In water at 20℃; for 0.5h;
Stage #2: With sodium nitrate In water at 3℃; for 4h;
Stage #3: β-naphthol In water for 3h; Temperature;
97.23%
135-19-3

β-naphthol

diazotized 4'-amino-2.3'-dimethyl-azobenzene

diazotized 4'-amino-2.3'-dimethyl-azobenzene

85-83-6

Sudan-IV

20398-06-5

thallium (I) ethoxide

85-83-6

Sudan-IV

Tl(1+)*C10H6ON2C6H3CH3N2C6H4CH3(1-)=TlC10H6ON2C6H3CH3N2C6H4CH3

Conditions
ConditionsYield
In tetrahydrofuran (Ar), to soln. of ligand in dry THF added dropwise soln. of TlOEt at room temp., stirred for 2 h; filtered;99%
27628-29-1

4-(dimethylsilyl)benzoic acid

85-83-6

Sudan-IV

C33H30N4O2Si

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Inert atmosphere; Schlenk technique;62%
85-83-6

Sudan-IV

tin dichloride

tin dichloride

A

2834-92-6

1-amino-2-naphthol

B

95-53-4

o-toluidine

C

95-70-5

2-methyl-p-phenylenediamine

109-54-6

3-(Dimethylamino)propyl chloride

85-83-6

Sudan-IV

1353278-96-2

C29H31N5O

Conditions
ConditionsYield
Stage #1: Sudan-IV With potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; water Reflux;
Stage #2: 3-(Dimethylamino)propyl chloride In 5,5-dimethyl-1,3-cyclohexadiene; water at 70℃; for 48h; Reflux;
Raw Materials
135-19-3
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Chemistry

Structure of Scarlet red (CAS NO.85-83-6):

IUPAC Name: 1-[[2-methyl-4-(2-methylphenyl)diazenylphenyl]hydrazinylidene]naphthalen-2-one 
Empirical Formula: C24H20N4O
Molecular Weight: 380.4418 
EINECS: 201-635-8 
Index of Refraction: 1.645
Molar Refractivity: 115.658 cm3
Molar Volume: 319.052 cm3
Polarizability: 45.85×10-24cm3
Surface Tension: 46.131 dyne/cm
Density: 1.192 g/cm3
Flash Point: 424.365 °C
Enthalpy of Vaporization: 95.104 kJ/mol 
Melting Point: 199 °C (dec.)(lit.)
Boiling Point: 618.845 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25 °C 
Stability: Stable. Incompatible with strong oxidizing agents. 
Product Categories: Organics;Solvent Dyestuff
Physical Appearance: dark red to brown crystals or powder

Uses

In industry, Scarlet red (CAS NO.85-83-6) is used to color nonpolar substances like oils, waxes, fats,  various hydrocarbon products,greases, and acrylic emulsions. Sudan IV is also used in United Kingdom as a fuel dye to dye lower-taxed heating oil .  It is also known as Oil Tax Red. As a food dye, Sudan IV is considered an illegal dye.

Toxicity Data With Reference

1.    

mma-sat 100 µg/plate

    MUREAV    Mutation Research. 56 (1978),249.

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 8 ,1975,p. 217.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human No Adequate Data IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 8 ,1975,p. 217.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: IrritantXi,ToxicT
Risk Statements: 36/38-45 
R36/38:Irritating to eyes and skin. 
R45:May cause cancer.
Safety Statements: 26-36-53-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: QL5775000
Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Specification

  Scarlet red , its cas register number is 85-83-6. It also can be called 1-(4-o-Tolylazo-o-tolylazo)-2-naphthol ; 2',3-Dimethyl-4-(2-hydroxynaphthylazo)azobenzene ; 2-Naphthol, 1-((4-(o-tolylazo)-o-tolyl)azo)- ; Biebrich Scarlet BPC ; Biebrich Scarlet R medicinal ; Biebrich Scarlet Red ; Brasilazina Oil Red B ; Cerven rozpoustedlova 24 ; Fast Oil Red B ; Fat Soluble Dark Red ; Hidaco Oil Red ; Lacquer Red VS  ; Oil Red ZD ; Oil Scarlet ; Oil Scarlet (VAN) ; Orient Oil Red RR ; Phenoplaste Organol Red B ; Rubrum scarlatinum ; Sarlach R ; Scarlet red, biebrich ; Scharlachrot ; alpha-Tolylazo-o-tolylazo-beta-naphthol ; o-Tolueneazo-o-toluene-beta-naphthol ; o-Tolueneazo-o-tolueneazo-beta-naphthol ; o-Tolylazo-o-tolylazo-2-naphthol ; o-Tolylazo-o-tolylazo-beta-naphthol .