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O-TOLUAMIDE

CAS No.
527-85-5
Chemical Name:
O-TOLUAMIDE
Synonyms
O-TOLUAMIDE;2-TOLUAMIDE;o-Tolylamide;o-Toluic amide;ORTHO-TOLUAMIDE;o-Toluene amide;2-methyl-benzamid;2-METHYLBENZAMIDE;o-Methylbenzamide;Formyl-o-toluidine
CBNumber:
CB1311529
Molecular Formula:
C8H9NO
Molecular Weight:
135.16
MDL Number:
MFCD00007982
MOL File:
527-85-5.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

O-TOLUAMIDE Properties

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)
Merck 13,9606
CAS DataBase Reference 527-85-5
FDA UNII 13WGF92B0H
EPA Substance Registry System o-Toluamide (527-85-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
HS Code  2924297099

O-TOLUAMIDE price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 260827 2-Methylbenzamide 98% 527-85-5 25g $43.8 2023-01-07 Buy
TRC M288848 2-Methylbenzamide 527-85-5 2.5g $65 2021-12-16 Buy
Apolloscientific OR451329 o-Toluamide 98% 527-85-5 100g $76 2021-12-16 Buy
Matrix Scientific 172040 o-Toluamide 527-85-5 5g $100 2021-12-16 Buy
AK Scientific 0488BA 2-Methylbenzamide 527-85-5 5g $185 2021-12-16 Buy
Product number Packaging Price Buy
260827 25g $43.8 Buy
M288848 2.5g $65 Buy
OR451329 100g $76 Buy
172040 5g $100 Buy
0488BA 5g $185 Buy

O-TOLUAMIDE Chemical Properties,Uses,Production

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

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.

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.]

529-20-4
527-85-5
Synthesis of O-TOLUAMIDE from 2-Methylbenzaldehyde
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2-METHYLBENZAMIDE 2-TOLUAMIDE 2-methyl-benzamid Formyl-o-toluidine o-Methylbenzamide o-Toluic amide o-Tolylamide Benzamide, 2-methyl- (9CI) TIMTEC-BB SBB007860 O-TOLUAMIDE ORTHO-TOLUAMIDE o-Toluene amide BenzaMide, 2-Methyl- 527-85-5 CH3C6H4CONH2 Amides Building Blocks Carbonyl Compounds Organic Building Blocks Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts AMIDE