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3'-Methylacetanilide
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Name

3'-Methylacetanilide

 EINECS 208-678-1
CAS No. 537-92-8 Density 1.075 g/cm3
PSA 29.10000 LogP 2.02640
Solubility N/A Melting Point 65-67 °C
Formula C9H11NO Boiling Point 303.758 °C at 760 mmHg
Molecular Weight 149.192 Flash Point 175.156 °C
Transport Information N/A Appearance white crystalline solid
Safety 26-36 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 537-92-8 (3'-Methylacetanilide) Hazard Symbols IrritantXi
Synonyms

Aceto-m-aminotoluene;N-(3-Methylphenyl)acetamide;N-Acetyl-3-methylaniline;N-Acetyl-m-toluidine;N-m-Tolylacetamide;NSC 3103;m-Acetotoluide;m-Methylacetanilide;m-N-Acetyltoluidine;m-Tolylacetamide;m-Acetotoluidide(7CI,8CI);1-Acetamido-3-methylbenzene;3-Acetamidotoluene;3-Methylacetanilide;3'-Methylacetanilide;

Article Data 144

3'-Methylacetanilide Synthetic route

108-24-7

acetic anhydride

108-44-1

1-amino-3-methylbenzene

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With cadmium(II) oxide at 80℃; for 0.166667h; Neat (no solvent); Microwave irradiation;97%
With pyridine; aluminum oxide at 129 - 131℃; for 2h; microwave irradiation;96%
75-36-5

acetyl chloride

108-44-1

1-amino-3-methylbenzene

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;100%
With hydroxyapatite supported copper(I) oxide In acetonitrile at 50℃; for 0.116667h;92%
With triethylamine In dichloromethane at 0 - 25℃;92%
99-08-1

1-methyl-3-nitrobenzene

108-24-7

acetic anhydride

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With indium; acetic acid In methanol at 20℃; for 1h;99%
Stage #1: 1-methyl-3-nitrobenzene With sodium tetrahydroborate In water at 60 - 70℃; Green chemistry;
Stage #2: acetic anhydride In water at 60 - 70℃; Green chemistry;		94%
Stage #1: 1-methyl-3-nitrobenzene In water for 0.0833333h;
Stage #2: With sodium tetrahydroborate In water at 65℃; for 0.05h;
Stage #3: acetic anhydride In water at 65℃; for 0.0333333h; Catalytic behavior;		93%
1363906-80-2

1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate

108-44-1

1-amino-3-methylbenzene

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h; Inert atmosphere;99%
14040-11-0

tungsten hexacarbonyl

99-08-1

1-methyl-3-nitrobenzene

616-38-6

carbonic acid dimethyl ester

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide In water at 120℃; for 24h; Inert atmosphere; Sealed tube;99%
50-00-0

formaldehyd

51131-78-3

N,N'-Bis(3-methylphenyl)guanidine

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With platinum(II) acetylacetonate; 1-carboxyethyl-3-methylimidazolium hydrogen bisulfate; zinc diacetate; copper(II) bis(trifluoromethanesulfonate) at 60℃; for 7h; Reagent/catalyst;97.1%
1422-76-0

3-methylbenzenediazonium tetrafluoroborate

75-05-8

acetonitrile

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
Stage #1: 3-methylbenzenediazonium tetrafluoroborate; acetonitrile for 0.0166667h; Microwave irradiation;
Stage #2: With water In diethyl ether		97%
108-44-1

1-amino-3-methylbenzene

10387-40-3

potassium thioacetate

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In ethyl acetate at 20℃; for 24h; Electrochemical reaction;97%
With tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; Irradiation;89%
With copper(II) acetate monohydrate In acetonitrile at 80℃; for 18h; Temperature; Reagent/catalyst; Sealed tube;73%
127-19-5

N,N-dimethyl acetamide

108-44-1

1-amino-3-methylbenzene

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With potassium tert-butylate at 130℃; for 0.5h; Inert atmosphere; Microwave irradiation;96%
With Imidazole hydrochloride at 150℃; for 3h; Sealed tube;90%
Stage #1: N,N-dimethyl acetamide With 1,1'-carbonyldiimidazole at 120 - 125℃; for 0.5h; Inert atmosphere;
Stage #2: 1-amino-3-methylbenzene at 60 - 65℃; for 1.5h; Inert atmosphere;		86%
13483-16-4

2,4,6-triacetyloxy-1,3,5-triazine

108-44-1

1-amino-3-methylbenzene

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
at 25℃; for 0.0833333h; neat (no solvent);95%

3'-Methylacetanilide Chemical Properties

Product Name: 3'-Methylacetanilide
The MF of 3'-Methylacetanilide(537-92-8) is C9H11NO.

                       
The MW of 3'-Methylacetanilide(537-92-8) is 149.19.
Synonyms: 3'-METHYLACETANILIDE;3-METHYLACETANILIDE;(3-METHYLPHENYL)-ACETAMIDE;M-ACETOTOLUIDINE;N-ACETYL-M-TOLUIDINE;N1-(3-METHYLPHENYL)ACETAMIDE;ACETYL-M-TOLUIDINE;M-ACETOTOLUIDIDE
Product Categories: Anilines, Amides & Amines
Mol File: 537-92-8.mol
EINECS: 208-678-1 
Surface Tension: 39.8 dyne/cm 
Density: 1.074 g/ml 
Flash Point: 175.2 °C 
Enthalpy of Vaporization: 54.41 kJ/mol 
Boiling Point: 303.8 °C at 760 mmHg 
Vapour Pressure: 0.000912 mmHg at 25°C 
mp: 65-67 °C(lit.)
CAS DataBase Reference: 537-92-8(CAS DataBase Reference)
NIST Chemistry Reference: 537-92-8(NIST)
EPA Substance Registry System: 537-92-8(EPA Substance)

3'-Methylacetanilide Toxicity Data With Reference

1.   

orl-mus LD50:1450 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 19 (1971),20.

3'-Methylacetanilide Consensus Reports

Reported in EPA TSCA Inventory.

3'-Methylacetanilide Safety Profile

Moderately toxic by ingestion. See also p-ACETOTOLUIDIDE. When heated to decomposition it emits toxic fumes of NOx.
Safety information of 3'-Methylacetanilide(537-92-8):
Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
R22: Harmful if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin  
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
RTECS: AN2875000

3'-Methylacetanilide Specification

The 3'-Methylacetanilide(537-92-8) is stable but incompatible with strong oxidizing agents.3'-Methylacetanilide is an amide. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
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