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O-TOLUAMIDE

Product Name
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
Formula Weight
135.16
MOL File
527-85-5.mol
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O-TOLUAMIDE Property

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
EPA Substance Registry System
o-Toluamide (527-85-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HS Code 
2924297099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
260827
Product name
2-Methylbenzamide
Purity
98%
Packaging
25g
Price
$43.8
Updated
2023/01/07
TRC
Product number
M288848
Product name
2-Methylbenzamide
Packaging
2.5g
Price
$65
Updated
2021/12/16
Apolloscientific
Product number
OR451329
Product name
o-Toluamide
Purity
98%
Packaging
100g
Price
$76
Updated
2021/12/16
Matrix Scientific
Product number
172040
Product name
o-Toluamide
Packaging
5g
Price
$100
Updated
2021/12/16
AK Scientific
Product number
0488BA
Product name
2-Methylbenzamide
Packaging
5g
Price
$185
Updated
2021/12/16
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O-TOLUAMIDE Chemical Properties,Usage,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.]

O-TOLUAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

527-85-5, O-TOLUAMIDERelated Search:


  • 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