2',4'-Dimethylacetoacetanilide supplier

Name
2',4'-Dimethylacetoacetanilide
EINECS 202-576-0
CAS No. 97-36-9
Article Data13
CAS DataBase
Density 1.108 g/cm³
Solubility
Melting Point 88-91 °C(lit.)
Formula C₁₂H₁₅NO₂
Boiling Point 365.4 °C at 760 mmHg
Molecular Weight 205.257
Flash Point 148.6 °C
Transport Information
Appearance White to off white powder
Safety 24/25
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms 2',4'-Acetoacetoxylidide(6CI,7CI,8CI);1-Acetoacetylamino-2,4-dimethylbenzene;2,4-Acetoacetoxylidide;Acetoacetic acid m-xylidide;Acetoaceto-m-xylidide;Acetoacetyl-m-xylidide;N-(2,4-Dimethylphenyl)-3-oxobutanamide;N-Acetoacetyl-2,4-xylidine;NSC 8398;o,p-Dimethylacetoacetanilide;
PSA 46.17000
LogP 2.29400

Synthetic route

: 674-82-8
4-methyleneoxetan-2-one

: 95-68-1
2,4-Xylidine

: 97-36-9
m-acetoacetoxylidide

Conditions

Conditions	Yield
In ethanol at 23 - 40℃; for 4.5h; Temperature; Solvent; Inert atmosphere; Autoclave; Large scale;	98%
With benzene
In water at 73 - 81℃; under 18.7519 - 277.528 Torr; Product distribution / selectivity; Heating / reflux;
In benzene Heating;

: 141-97-9
ethyl acetoacetate

: 95-68-1
2,4-Xylidine

: 97-36-9
m-acetoacetoxylidide

Conditions

Conditions	Yield
With sodium hydroxide In water; toluene for 12h; Reflux;	78%

: 1352630-25-1
3-(2,4-dimethylphenylamino)-2-[(2,4-dimethylphenylimino)methyl]-acrylonitrile

: 5394-63-8
2,2,6-trimethyl-4H-1,3-dioxin-4-one

A: 97-36-9
m-acetoacetoxylidide

B: 1352630-37-5
5-acetyl-1-(2,4-dimethylphenyl)-6-oxo-1,6-dihydropyridine-3-carbonitrile

Conditions

Conditions	Yield
In toluene at 110℃; for 0.333333h; Inert atmosphere;	A n/a B 78%

...Expand

: 95-68-1
2,4-Xylidine

: 97-36-9
m-acetoacetoxylidide

: 97-36-9
m-acetoacetoxylidide

: 1371607-83-8
N-(2,4-dimethylphenyl)-2-fluoro-3-oxobutanamide

Conditions

Conditions	Yield
With Selectfluor In PEG-400 at 60℃; for 5h;	99%
With Selectfluor In water; acetonitrile at 20℃; for 4h; Schlenk technique; Sealed tube; chemoselective reaction;	90%

: 97-36-9
m-acetoacetoxylidide

: 1439365-70-4
N-(2,4-dimethylphenyl)-2,2-difluoro-3-oxobutanamide

Conditions

Conditions	Yield
With 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2 2 2]octane bis(tetrafluoroborate); potassium carbonate In water at 20℃; for 29h;	99%
With Selectfluor In water; acetonitrile at 20℃; for 16h; Schlenk technique; Sealed tube; chemoselective reaction;	88%

: 91-94-1
3,3'-dichlorobenzidine

: 97-36-9
m-acetoacetoxylidide

: pigment yellow 13

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h; Green chemistry;	99%

: 110-52-1
1,4-dibromo-butane

: 97-36-9
m-acetoacetoxylidide

: 1-acetyl-N-(2,4-dimethylphenyl)cyclopentanecarboxamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #1: m-acetoacetoxylidide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃;

: 97-36-9
m-acetoacetoxylidide

: 109-64-8
1,3-dibromo-propane

: 958650-22-1
1-[6-(2,4-dimethylphenylamino)-3,4-dihydro-2H-pyran-5-yl]ethanone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 7h;	95%

: 49619-82-1
3-bromo-4H-chromen-4-one

: 97-36-9
m-acetoacetoxylidide

: 1-{2-[(2,4-dimethylphenyl)amino]-5-[(2-hydroxyphenyl)carbonyl]furan-3-yl}ethan-1-one

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20℃; regioselective reaction;	93%

: 97-36-9
m-acetoacetoxylidide

: 1182302-49-3
C24H26N2O2

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylchlorformamidinium chloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.25h;	92%

: 75-15-0
carbon disulfide

: 74-96-4
ethyl bromide

: 97-36-9
m-acetoacetoxylidide

: 2-(bis(ethylthio)methylene)-N-(2,4-dimethylphenyl)-3-oxobutanamide

Conditions

Conditions	Yield
Stage #1: carbon disulfide; m-acetoacetoxylidide With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: ethyl bromide In N,N-dimethyl-formamide at 20℃; for 24h;	92%
Stage #1: m-acetoacetoxylidide With potassium carbonate In N,N-dimethyl-formamide Stage #2: carbon disulfide In N,N-dimethyl-formamide Stage #3: ethyl bromide In N,N-dimethyl-formamide at 20℃;

...Expand

: 18413-61-1
10-ethyl-10H-phenothiazine-3-carbaldehyde

: 97-36-9
m-acetoacetoxylidide

: 57-13-6
urea

: C28H28N4O2S

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol for 12h; Reflux;	92%

...Expand

: 97-36-9
m-acetoacetoxylidide

: 698-16-8
benzohydroximoyl chloride

: N-(2,4-dimethylphenyl)-5-methyl-3-phenylisoxazole-4-carboxamide

Conditions

Conditions	Yield
With triethylamine; N,N,N',N'-tetramethylguanidine In methanol at 80℃; for 48h; regioselective reaction;	91%

: 97-36-9
m-acetoacetoxylidide

: 109-77-3
malononitrile

: 1-(2,4-dimethyl-phenyl)-2-imino-4-methyl-6-oxo-1,2,5,6-tetrahydro-pyridine-3-carbonitrile

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 4h;	91%

: 97-36-9
m-acetoacetoxylidide

: 103-72-0
phenyl isothiocyanate

: 1149748-02-6
3-anilino-N-(2,4-dimethylphenyl)-3-thioxopropanamide

Conditions

Conditions	Yield
Stage #1: m-acetoacetoxylidide With potassium carbonate In ethanol at 20℃; Stage #2: phenyl isothiocyanate In ethanol for 1.7h; Reflux;	90%

: 97-36-9
m-acetoacetoxylidide

: 91-56-5
indole-2,3-dione

: 4,4'-((2-oxoindoline-3,3-diyl)bis(methylene))bis(2-(2,4-dimethylphenyl)-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione)

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 80℃;	90%

: 2579-22-8
Phenylpropargyl aldehyde

: 97-36-9
m-acetoacetoxylidide

: 3-acetyl-1-(2,4-dimethylphenyl)-4-phenylpyridin-2(1H)-one

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 65℃; for 10h; Green chemistry; regioselective reaction;	89%

: 97-36-9
m-acetoacetoxylidide

: 104-88-1
4-chlorobenzaldehyde

: 126-81-8
dimedone

: 1276306-85-4
4-(4-chlorophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid 2,4-dimethylphenylamide

Conditions

Conditions	Yield
With ammonium acetate at 150 - 160℃;	87%

...Expand

: 97-36-9
m-acetoacetoxylidide

: 90-02-8
salicylaldehyde

: 57-13-6
urea

: N-(2,4-dimethylphenyl)-2-methyl-4-oxo-3,4,5,6-tetrahydro-2H-2,6-methano-1,3,5-benzoxadiazocine-11-carboxamide

Conditions

Conditions	Yield
With sodium hydrogen sulfate In ethanol for 1h; Reflux;	87%

...Expand

: 97-36-9
m-acetoacetoxylidide

: 622-37-7
Phenyl azide

: 866871-73-0
N-(2,4-dimethylphenyl)-5-methyl-1-phenyl-1H-1,2,3-triazole-4-carboxamide

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform at 20℃; for 24h; regioselective reaction;	86%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform at 20℃; for 24h; Inert atmosphere;	86%

: 97-36-9
m-acetoacetoxylidide

: 23451-62-9
dimethyl(prop-2-yn-1-yl)sulfonium bromide

: 1-{2-[(2,4-dimethylphenyl)amino]-4-methylfuran-3-yl}ethanone

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; chemoselective reaction;	86%

: 97-36-9
m-acetoacetoxylidide

: 590-17-0
cyanomethyl bromide

: 2-(cyanomethyl)-N-(2,4-dimethylphenyl)-3-oxobutanamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	85%

: 97-36-9
m-acetoacetoxylidide

: 147-85-3
L-proline

: 35938-97-7
N-(2,4-dimethylphenyl)pyrrolidine-1-carboxamide

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 3h;	85%

: 97-36-9
m-acetoacetoxylidide

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 5334-31-6
5-amino-1H-pyrazole-4-carboxylic acid amide

: 5-(3,4-dimethoxyphenyl)-N6-(2,4-dimethylphenyl)-7-hydroxy-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3,6-dicarboxamide

Conditions

Conditions	Yield
In ethanol at 25℃; for 1.5h; Sonication;	85%

...Expand

: 97-36-9
m-acetoacetoxylidide

: 2,6-di-tert-butyl-4-(2-hydroxybenzylidene)-2,5-cyclohexadiene-1-one

: C33H43NO4

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 48h; Inert atmosphere;	85%

: 18413-61-1
10-ethyl-10H-phenothiazine-3-carbaldehyde

: 97-36-9
m-acetoacetoxylidide

: C39H40N4O2S

Conditions

Conditions	Yield
With ammonium acetate; toluene-4-sulfonic acid In ethanol Reflux;	84%

: 55809-36-4
3-amino-5-tert-butylisoxazole

: 97-36-9
m-acetoacetoxylidide

: 2-(2-(5-tert-butylisoxazol-3-yl)hydrazono)-N-(2,4-dimethylphenyl)-3-oxobutanamide

Conditions

Conditions	Yield
Stage #1: 3-amino-5-tert-butylisoxazole With phosphoric acid; sodium nitrite In water at -5 - 5℃; for 2h; Stage #2: m-acetoacetoxylidide With sodium hydroxide In water at -5 - 20℃; pH=8 - 10; Further stages.;	83.5%

: 97-36-9
m-acetoacetoxylidide

: 1417647-06-3
5-methyl-2-(2,4-dimethylphenyl)isoxazole-3(2H)-one

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; zinc(II) oxide In 1,4-dioxane at 100℃; for 5h; Schlenk technique;	83%

: 39755-95-8
5-methoxyisatine

: 97-36-9
m-acetoacetoxylidide

: 4,4'-((5-methoxy-2-oxoindoline-3,3-diyl)bis(methylene)) bis(2-(2,4-dimethylphenyl)-8-methoxy-1H-pyrrolo[3,4-c] quinoline-1,3(2H)-dione)

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 80℃;	82%

2',4'-Dimethylacetoacetanilide Chemical Properties

The Molecular formula of 3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9): C₁₂H₁₅NO₂
The Molecular Weight of 3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9): 205.25
The Molecular Structure of 3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9):

EINECS: 202-576-0
Melting point: 88-91 °C(lit.)
Boiling Point: 365.4 °C at 760 mmHg
Flash Point: 148.6 °C
Index of Refraction: 1.555
Molar Refractivity: 59.47 cm³
Molar Volume: 185.1 cm³
Polarizability: 23.57 10^-24 cm³
Surface Tension: 41.8 dyne/cm
Density: 1.108 g/cm³
Enthalpy of Vaporization: 61.17 kJ/mol
Vapour Pressure: 1.57E-05 mmHg at 25°C
IUPAC Name: N-(2,4-dimethylphenyl)-3-oxobutanamide
Synonyms: ACETO ACET M-XYLIDINE;ACETOACET-2,4-XYLIDIDE;2',4'-ACETOACETOXYLIDIDE;2',4'-DIMETHYLACETOACETANILIDE;LABOTEST-BB LT01274614;AAMX;ACETOACETIC ACID-M-XYLIDID-2,4;ACETOACET-M-XYLIDIDE;

2',4'-Dimethylacetoacetanilide Uses

3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9) is used as dyestuff, organic pigment, pesticide intermediates.

2',4'-Dimethylacetoacetanilide Toxicity Data With Reference

orl-rat LD50:3000 mg/kg

LONZA# Personal Communication from LONZA Ltd., CH-4002, Basel, Switzerland, to NIOSH, Cincinnati, OH 45226 13JUL81 .

2',4'-Dimethylacetoacetanilide Consensus Reports

Reported in EPA TSCA Inventory.

2',4'-Dimethylacetoacetanilide Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x.
The Hazard Codes of 3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9):

Xn
The Risk Statements information of 3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9):
22: Harmful if swallowed
The Safety Statements information of 3-OXO-N-(2,4-METHYLPHENYL)BUTANAMIDE(97-36-9):
24/25: Avoid contact with skin and eyes
WGK Germany: 1
RTECS: AK4585000

Product Name

2',4'-Dimethylacetoacetanilide

Synthetic route

2',4'-Dimethylacetoacetanilide Chemical Properties

2',4'-Dimethylacetoacetanilide Uses

2',4'-Dimethylacetoacetanilide Toxicity Data With Reference

2',4'-Dimethylacetoacetanilide Consensus Reports

2',4'-Dimethylacetoacetanilide Safety Profile

Related Products

Hot Products