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Name	2',4'-Dimethylacetoacetanilide	EINECS	202-576-0
CAS No.	97-36-9	Density	1.108 g/cm³
PSA	46.17000	LogP	2.29400
Solubility	N/A	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	N/A	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;	Article Data	13

2',4'-Dimethylacetoacetanilide 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%

: 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%

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

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