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527-85-5

527-85-5 Structure

527-85-5 Structure
IdentificationBack Directory
[Name]

O-TOLUAMIDE
[CAS]

527-85-5
[Synonyms]

O-TOLUAMIDE
2-TOLUAMIDE
o-Tolylamide
o-Toluic amide
ORTHO-TOLUAMIDE
o-Toluene amide
o-Methylbenzamide
2-methyl-benzamid
2-METHYLBENZAMIDE
Formyl-o-toluidine
TIMTEC-BB SBB007860
BenzaMide, 2-Methyl-
Benzamide, 2-methyl- (9CI)
[EINECS(EC#)]

208-427-6
[Molecular Formula]

C8H9NO
[MDL Number]

MFCD00007982
[MOL File]

527-85-5.mol
[Molecular Weight]

135.16
Chemical PropertiesBack Directory
[Melting point ]

141-142 °C(lit.)
[Boiling point ]

248.86°C (rough estimate)
[density ]

1.086
[refractive index ]

1.5589 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

alcohol: very soluble(lit.)
[pka]

16.01±0.50(Predicted)
[Appearance]

White to off-white Solid
[Merck ]

13,9606
[CAS DataBase Reference]

527-85-5
[EPA Substance Registry System]

o-Toluamide (527-85-5)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[TSCA ]

TSCA listed
[HS Code ]

2924297099
Hazard InformationBack Directory
[General Description]

White powder.
[Air & Water Reactions]

Insoluble in water.
[Reactivity Profile]

O-TOLUAMIDE is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides 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).
[Health Hazard]

ACUTE/CHRONIC HAZARDS: O-TOLUAMIDE may react violently if exposed to open flame; it should be isolated from all sources of ignition.
[Fire Hazard]

Flash point data for O-TOLUAMIDE are not available, however O-TOLUAMIDE is probably combustible.
[Uses]

2-Methylbenzamide (o-Toluamide) has been used in total synthesis of phenolic protoberberine alkaloid, cerasonine.
[Synthesis Reference(s)]

Organic Syntheses, Coll. Vol. 2, p. 586, 1943
The Journal of Organic Chemistry, 57, p. 2700, 1992 DOI: 10.1021/jo00035a030
[Purification Methods]

Crystallise o-toluamide from hot water (10mL/g) and dry in air. [Noller Org Synth Coll Vol II 586 1943, Beilstein 9 H 465, 9 II 319, 9 III 2304.]
Spectrum DetailBack Directory
[Spectrum Detail]

O-TOLUAMIDE(527-85-5)1HNMR
O-TOLUAMIDE(527-85-5)IR
O-TOLUAMIDE(527-85-5)Raman
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