Basic information
- Standard SMILES
Cc1ccccc1N=Nc1ccc(N=Nc2c(O)ccc3ccccc23)c(C)c1- InChIKey
RCTGMCJBQGBLKT-UHFFFAOYSA-N- Molecular formula
- C24H20N4O
- Average molar mass
- 380.4 g/mol
- Monoisotopic mass
- 380.16371126
Overview
Sudan IV is a bis(azo) compound that is 2-naphthol substituted at position 1 by a {2-methyl-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.
Names & identifiers
- Preferred name
- Sudan IV
- IUPAC
- 1-[[2-methyl-4-[(2-methylphenyl)diazenyl]phenyl]diazenyl]naphthalen-2-ol
- English name
- Solvent Red 24
- Molecular formula
- C24H20N4O
- Molecular weight
- 380.44
Names & synonyms
Sudan IV85-83-6Scarlet redSolvent red 24C.I. Solvent Red 24Lipid crimsonScharlachrotFat Ponceau RWaxoline Red OMLacquer Red VSCeres Red BBResinol Red 2B
Show more names
SUDAN 4SudanⅣOIL REDSUDAN RCI 26105SUDAN RED IVOilsolubleredAKA501sudanp
Grasal Brilliant Red BFat Red 2BResoform Red GWaxoline Red OWaxoline Red OSCandle Scarlet BCandle Scarlet GLacquer Red V
Database identifiers
- CAS
85-83-6- PubChem CID
- 62330
- DTXSID
DTXSID8041743- ChEMBL
CHEMBL4303605- ChEBI
CHEBI:88014- UNII
- I35E9QU96C
- Nikkaji
- J3.888A
Properties
Computed structural properties
- XLogP
- 7.1
- Topological polar surface area
- 69.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 579
Physicochemical properties
- Melting point
- 199 °C · 199 °C (dec.)(lit.)
- Boiling point
- 260 °C · 260°C
- Density
- 1.1946 · 1.1946 (rough estimate)
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 1.6 · 1.6000 (estimate)
- storage temp.
- Flammables area
- solubility
- Insoluble in water; soluble in benzene, methanol, acetone, isopropanol; slightly soluble in ethanol
- pka
- 13.52 · 13.52±0.50(Predicted)
- Colour Index
- 26105 · 26105
- form
- Powder/Solid
- color
- Red Brown
- Water Solubility
- 23 μg/L · 23μg/L at 25℃
- ε(extinction coefficient)
- 12000 at · ≥12000 at 356-360nm in toluene at 0.008g/L≥26000 at 519-523nm in toluene at 0.008g/L
- λmax
- 520 nm, · 520 nm, 357 nm
- Merck
- 14 · 14,8393
- BRN
- 709018 · 709018
- Stability
- Stable. Incompatible with strong oxidizing agents.
- Biological Applications
- Detecting atherosclerosis; diapers; skin care products; shampoos; hair colors; stents; dental impression materials
- Major Application
- cleaning productscosmeticsfood and beveragespersonal care
- Cosmetics Ingredients Functions
- COLORANT
- InChI
- 1S/C24H20N4O/c1-16-7-3-6-10-21(16)26-25-19-12-13-22(17(2)15-19)27-28-24-20-9-5-4-8-18(20)11-14-23(24)29/h3-15,29H,1-2H3/b26-25+,28-27+
- InChIKey
- RCTGMCJBQGBLKT-PAMTUDGESA-N
- SMILES
- Cc1ccccc1\N=N\c2ccc(\N=N\c3c(O)ccc4ccccc34)c(C)c2
- LogP
- 6.66 · 6.66
- EWG's Food Scores
- 2 · 2-5
- FDA UNII
- 35 E9QU96C · I35E9QU96C
- IARC
- 3 · 3 (Vol. 8, Sup 7) 1987
- NIST Chemistry Reference
- O-tolylazo-o-tolylazo-beta-naphthol(85-83-6)
- EPA Substance Registry System
- 24 · C.I. Solvent Red 24 (85-83-6)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 47 · NA.47
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317
- Precautionary statements
- 261 · P261-P272-P280-P302+P352-P333+P313-P362+P364
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi,T
- Risk Statements
- 36 · 36/38-45
- Safety Statements
- 26 · 26-36-53-45
- WGK Germany
- 3 · 3
- RTECS
- 5775000 · QL5775000
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 32129000 · 32129000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 1 A · Skin Sens. 1A
- REACH Registrations
- Inactive
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- QL5775000
- hs_code
- 32129000
- risk_code
- 36/38-45
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,T
- safety_code
- 26-36-53-45
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- REACH Registrations
- Inactive
- Hazard Classifications
- Skin Sens. 1A
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P362+P364
Chemistry & industry
Applications
UsesFat stain.
UsesIt has been used to promote wound healing. Biological stain. Dyes and metabolites, Environmental Testing.
UsesSolvent Red 24 has been used to promote wound healing and biological stain.
General DescriptionSudan IV is a hydrophobic azo dye. It stains triglycerides and imparts an intense red color. The dye does not stain lipid droplets or phospholipids.
Preparation methods
Preparation2-Methyl-4-(o-tolyldiazenyl)benzenamine diazotization, and Naphthalen-2-ol coupling.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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北京环宇世纪化学科技有限公司hysj_bj.com
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
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TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
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Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
Additional notes
DefinitionChEBI: A bis(azo) compound that is 2-naphthol substituted at position 1 by a {2-methyl-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 protei bound lipids in paraffin sections.
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