5'-Chloro-3-hydroxy-2',4'-dimethoxy-2-naphthanilide
Basic information
- CAS
92-72-8- Standard SMILES
COc1cc(OC)c(NC(=O)c2cc3ccccc3cc2O)cc1Cl- InChIKey
XDWATWCCUTYUDE-UHFFFAOYSA-N- Molecular formula
- C19H16ClNO4
- Average molar mass
- 357.8 g/mol
- Monoisotopic mass
- 357.0767857
Names & identifiers
- Preferred name
- 5'-Chloro-3-hydroxy-2',4'-dimethoxy-2-naphthanilide
- IUPAC
- N-(5-chloro-2,4-dimethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide
- English name
- N-(2-Hydroxynaphthoyl)-2,4-dimethoxy-5-chloroanilide
- Molecular formula
- C19H16ClNO4
- Molecular weight
- 357.79
Names & synonyms
92-72-85'-Chloro-3-hydroxy-2',4'-dimethoxy-2-naphthanilide2-Naphthalenecarboxamide, N-(5-chloro-2,4-dimethoxyphenyl)-3-hydroxy-Azoic Coupling Component 12KIWA GROUNDER ITRNSC-5068754VM13755BDTXSID2059061CI AZOIC COUPLING COMPONENT 12CI 37550N-(2,4-DIMETHOXY-5-CHLOROPHENYL)-3-HYDROXY-2-NAPHTHAMIDE5'-CHLORO-2-HYDROXY-2',4'-DIMETHOXY-3-NAPHTHANILIDE
Show more names
Azotol OC.I. 37550Sanatol ITRAzoic C.C.12Azoground ITRNaphtazol STRNAPTHOL AS-ITRSolunaptol ITRNaphthoide ITRNaphtoelan JTR
2-HYDROXY-N-(2,4-DIMETHOXY-5-CHLOROPHENYL)-3-NAPHTHAMIDE1-(2',3'-HYDROXYNAPHTHOYLAMINO)-2,4-DIMETHOXY-5-CHLOROBENZENE2-HYDROXY-3-NAPHTHALENECARBOXYLIC ACID-2',4'-DIMETHOXY-5'-CHLOROPHENYLAMIDERefChem:527480DTXCID5048768202-182-9Naphthol AS-ITRN-(5-Chloro-2,4-dimethoxyphenyl)-3-hydroxy-2-naphthamide
Database identifiers
- CAS
92-72-8- PubChem CID
- 66714
- DTXSID
DTXSID2059061- ChEMBL
CHEMBL1736314- UNII
- 54VM13755B
- EC Number
- 202-182-9
- Nikkaji
- J73.262A
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 463
Physicochemical properties
- Melting point
- 200 °C · 200 °C
- Boiling point
- 480.3 · 480.3±45.0 °C(Predicted)
- Density
- 1.371 · 1.371±0.06 g/cm3(Predicted)
- solubility
- soluble in Dimethylformamide
- form
- powder to crystal
- pka
- 8.65 · 8.65±0.40(Predicted)
- Colour Index
- 37550 · 37550
- color
- White to Amber
- InChI
- InChI=1S/C19H16ClNO4/c1-24-17-10-18(25-2)15(9-14(17)20)21-19(23)13-7-11-5-3-4-6-12(11)8-16(13)22/h3-10,22H,1-2H3,(H,21,23)
- InChIKey
- XDWATWCCUTYUDE-UHFFFAOYSA-N
- SMILES
- C1=C2C(C=CC=C2)=CC(O)=C1C(NC1=CC(Cl)=C(OC)C=C1OC)=O
- CAS DataBase Reference
- 92 · 92-72-8(CAS DataBase Reference)
- EWG's Food Scores
- 2 · 2
- FDA UNII
- 54 VM13755B · 54VM13755B
- NIST Chemistry Reference
- 2 · 2-Naphthalenecarboxamide, n-(5-chloro-2,4-dimethoxyphenyl)-3-hydroxy-(92-72-8)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.3% (2 of 46) of reports.
Warning
H400 (87%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2-Naphthalenecarboxamide, N-(5-chloro-2,4-dimethoxyphenyl)-3-hydroxy-
Hazard Traits - Bioaccumulation; Environmental Persistence
REACH registered substance: 5'-chloro-3-hydroxy-2',4'-dimethoxy-2-naphthanilide (EC: 202-182-9)
Hazard Classes and CategoriesAquatic Acute 1 (87%)
Safety data
- tsca
- TSCA listed
- hs_code
- 2924.29.7790
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS09
- Hazard statements
- H302-H315-H317-H319-H335-H400-H372
- REACH Registrations
- Active
- Precautionary statements
- P261-P273-P280-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing Information2-Naphthalenecarboxamide, N-(5-chloro-2,4-dimethoxyphenyl)-3-hydroxy-: ACTIVE
Applications
UsesN-(2-Hydroxynaphthoyl)-2,4-dimethoxy-5-chloroanilide is mainly used as a base dye for cotton, dyeing it red. When combined with red-based ITR and red-based KL, it can produce a vibrant pink color, exhibiting high affinity for cotton. It is also used for dyeing viscose fibers, silk, and nylon, as well as for printing on cotton fabrics and for manufacturing lake pigments; it can also be used in the manufacture of organic pigments.
Preparation methods
Preparation5-Chloro-2,4-dimethoxybenzenamineand 3-Hydroxy-2-naphthoic acid condensation.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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