N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide

Basic Information

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CAS Number

135-63-7

Molecular Formula

C18H14ClNO2

Molecular Weight

311.77 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

244°C

Boiling Point

423.843°C at 760 mmHg

Density

1.36

Flash Point

210.1 °C

Refractive Index

1.717

SMILES

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CC1=C(C=C(C=C1)Cl)NC(=O)C2=CC3=CC=CC=C3C=C2O

InChI

InChI=1S/C18H14ClNO2/c1-11-6-7-14(19)10-16(11)20-18(22)15-8-12-4-2-3-5-13(12)9-17(15)21/h2-10,21H,1H3,(H,20,22)

InChIKey

XZOACPDZZYNJER-UHFFFAOYSA-N

LogP

4.759520000000003

Topological Polar Surface Area

49.33 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

403

Synonyms & References

English

N-(5-chloro-2-methyl-phenyl)-3-hydroxy-2-naphthamide
EINECS 205-207-1
FT-0631788
CHEMBL1544847
N-(5-chloranyl-2-methyl-phenyl)-3-oxidanyl-naphthalene-2-carboxamide
Hiltonaphthol AS-KB
5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide
NSC37187
DTXSID1059654
MLS000738149
C2102
NSC-37187
N-(5-chloro-2-methylphenyl)-3-hydroxynaphthalene-2-carboxamide
NSC 37187
Naphtanilide KB
BDBM61845
SMR000393909
C.I. Azoic Coupling Component 21
N-(5-chloro-2-methylphenyl)-3-hydroxy-2-naphthalenecarboxamide
Naphthanilid KB
2-hydroxy-3-naphthoyl-(2'-methyl-5'-choro)aniline
AS-68768
n-(5-chloro-2-methylphenyl)-3-hydroxy-2-naphthamide
135-63-7
Amanil Naphthol AS-KB
EC 205-207-1
W-109483
Naphthol AS-KB
Naphtol AS-KB
C.I. 37526
N-(5-Chloro-o-tolyl)-3-hydroxy-2-naphthamide

MDL Number

MFCD00021636

Customs Code

2924299090

FAQ

What are the physical and chemical properties of N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide (CAS: 135-63-7)?

N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide is a crystalline compound with a molecular weight of approximately 333.74 g/mol. It has a melting point of around 195-198°C. The compound is slightly soluble in water but soluble in organic solvents like methanol, ethanol, and acetone. It is known for its reactivity towards bases and undergoes hydrolysis in basic conditions. The compound also shows poor solubility in polar aprotic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO).

How is N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide (CAS: 135-63-7) typically synthesized?

N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide can be synthesized via the Knoevenagel condensation of a substituted naphthoic acid derivative with 5-chloro-2-methylbenzaldehyde. This reaction typically proceeds in the presence of a catalyst like piperidine or pyridine. The yield is generally between 70-80%, and the product can be purified by recrystallization from hot ethanol. The synthetic route involves protecting groups and subsequent deprotection steps to achieve the desired product.

What industries use N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide (CAS: 135-63-7)?

N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide finds applications in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It is also used in the polymer industry for the development of advanced materials with specific properties. Additionally, it has potential uses in the sensor technology and semiconductor industry due to its unique chemical structure and reactivity.

What precautions should be taken when handling N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide (CAS: 135-63-7)?

When handling N-(5-Chloro-2-methylphenyl)-3-hydroxy-2-naphthamide, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. This compound should be used in a well-ventilated area or a fume hood due to its potential to release toxic fumes. Spills should be carefully cleaned up using appropriate absorbents, and the area should be thoroughly ventilated. Safety data sheets (SDS) should be consulted for detailed safety information and emergency procedures. Storage should be in a cool, dry place, away from heat and direct sunlight.