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4'-Chloro-2',5'-dimethoxyacetoacetanilide

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Name

4'-Chloro-2',5'-dimethoxyacetoacetanilide

EINECS 224-638-6
CAS No. 4433-79-8 Density 1.277 g/cm3
PSA 64.63000 LogP 2.34780
Solubility N/A Melting Point 102-104 °C
Formula C12H14ClNO4 Boiling Point 432.7 °C at 760 mmHg
Molecular Weight 271.7 Flash Point 215.5 °C
Transport Information N/A Appearance off-white powder
Safety Risk Codes R10; R36/37/38
Molecular Structure Molecular Structure of 4433-79-8 (4'-Chloro-2',5'-dimethoxyacetoacetanilide) Hazard Symbols Xi
Synonyms

2',5'-Dimethoxy-4'-chloro-acetoacetanilide;C.I. 37613;C.I. Azoic Coupling Component No. 44;Naphthol AS-IRG;

Article Data 6

4'-Chloro-2',5'-dimethoxyacetoacetanilide Synthetic route

674-82-8

4-methyleneoxetan-2-one

6358-64-1

4-chloro-2,5-dimethoxy-aniline

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

Conditions
ConditionsYield
In ethanol at 30 - 60℃; for 6h; Temperature;98.6%
623-58-5

sodium aceto-acetate

6358-64-1

4-chloro-2,5-dimethoxy-aniline

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

Conditions
ConditionsYield
In chlorobenzene for 6h;92%
141-97-9

ethyl acetoacetate

6358-64-1

4-chloro-2,5-dimethoxy-aniline

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

Conditions
ConditionsYield
With potassium tert-butylate at 120℃; for 2h; Microwave irradiation;
691-45-2

acetylketene

6358-64-1

4-chloro-2,5-dimethoxy-aniline

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

Conditions
ConditionsYield
at 25℃; for 2h; Temperature;
4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

C12H17ClN2O3

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 120℃; for 24h;85%
3240-34-4

[bis(acetoxy)iodo]benzene

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

1353648-04-0

1-(4-chloro-2,5-dimethoxyphenylcarbamoyl)-2-oxopropyl acetate

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 20℃; for 2h;80%
4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

42276-58-4

2,2-dichloro-N-(4-chloro-2,5-dimethoxyphenyl)acetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; zinc(II) chloride In 1,4-dioxane at 20℃; for 1h;80%
With iodine trichloride In 1,2-dichloro-ethane at 20℃; for 3h; Schlenk technique;69%
4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

1417647-05-2

2-(4-chloro-2,5-dimethoxyphenyl)-5-methylisoxazole-3(2H)-one

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; zinc(II) oxide In 1,4-dioxane at 100℃; for 5h; Schlenk technique;79%

C14H14N3O4S(1+)*Cl(1-)

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

Pigment Yellow 97

Conditions
ConditionsYield
With sodium acetate In water pH=4.5 - 6.5;

4-sulfonatophenyldiazonium salt

4433-79-8

1-acetoacetylamino-4-chloro-2,5-dimethoxy-benzene

C18H17ClN3O7S(1-)*Na(1+)

Conditions
ConditionsYield
With sodium hydroxide; sodium acetate at 0℃; pH=5 - 6;

4'-Chloro-2',5'-dimethoxyacetoacetanilide Specification

This chemical is called Butanamide, N-(4-chloro-2,5-dimethoxyphenyl)-3-oxo-, and its CAS registry number is 4433-79-8. With the molecular formula of C12H14ClNO4, its product categories are Intermediates of Dyes and Pigments; Aromatic amine products. In addition, this chemical should be sealed in the cool and dry place. It is used as intermediate for the manufacture of organic pigments.

ther characteristics of the Butanamide, N-(4-chloro-2,5-dimethoxyphenyl)-3-oxo- can be summarised as followings: (1)ACD/LogP: 2.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.11; (4)ACD/LogD (pH 7.4): 2.11; (5)ACD/BCF (pH 5.5): 23.8; (6)ACD/BCF (pH 7.4): 23.4; (7)ACD/KOC (pH 5.5): 336.43; (8)ACD/KOC (pH 7.4): 330.77; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 55.84 Å2; (13)Index of Refraction: 1.553; (14)Molar Refractivity: 68.07 cm3; (15)Molar Volume: 212.6 cm3; (16)Polarizability: 26.98×10-24cm3; (17)Surface Tension: 43.1 dyne/cm; (18)Density: 1.277 g/cm3; (19)Flash Point: 215.5 °C; (20)Enthalpy of Vaporization: 68.85 kJ/mol; (21)Boiling Point: 432.7 °C at 760 mmHg; (22)Vapour Pressure: 1.09E-07 mmHg at 25°C.

Uses of this chemical: The 1-(4-chloro-2,5-dimethoxy-phenyl)-2,6-dimethyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (4-chloro-2,5-dimethoxy-phenyl)-amide could be obtained by the reactant of Butanamide, N-(4-chloro-2,5-dimethoxyphenyl)-3-oxo-. This reaction needs the reagent of p-toluenesulfonic acid (ptsa), and the solvent of benzene. The yield is 39 %. This reaction should be taken for 24 hours. The other condition is heating.

You can still convert the following datas into molecular structure:
1.SMILES: Clc1cc(OC)c(cc1OC)NC(=O)CC(=O)C
2.InChI: InChI=1/C12H14ClNO4/c1-7(15)4-12(16)14-9-6-10(17-2)8(13)5-11(9)18-3/h5-6H,4H2,1-3H3,(H,14,16)
3.InChIKey: MOUVJGIRLPZEES-UHFFFAOYAX

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