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Benzamide

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Benzamide Basic information

Product Name:
Benzamide
CAS:
55-21-0
MF:
C7H7NO
MW:
121.14
EINECS:
200-227-7
Mol File:
55-21-0.mol
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Benzamide Chemical Properties

Melting point:
125-128 °C(lit.)
Boiling point:
228°C
Density 
1.341
vapor pressure 
0.000056 hPa (20 °C)
refractive index 
1.5323 (estimate)
Flash point:
180°C
storage temp. 
Store below +30°C.
solubility 
ethanol: soluble50mg/mL, clear to very slightly hazy, colorless to light yellow
pka
13.0(at 25℃)
form 
Crystalline Powder
color 
White to almost white
PH
6.9 (H2O)(saturated solution)
PH Range
6.9
Water Solubility 
1.35 g/100 mL (20 ºC)
Merck 
14,1060
BRN 
385876
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
55-21-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzamide(55-21-0)
EPA Substance Registry System
Benzamide (55-21-0)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-68
Safety Statements 
22-24/25-36/37
WGK Germany 
1
RTECS 
CU8700000
Autoignition Temperature
>500 °C
TSCA 
Yes
HS Code 
29242995
Hazardous Substances Data
55-21-0(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1125 mg/kg

MSDS

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Benzamide Usage And Synthesis

Description

Benzamide appears as off-white crystals or powder. It is combustible and incompatible with strong oxidising agents and strong bases. On combustion and thermal decomposition, it emits nitrogen oxides, carbon monoxide, and carbon dioxide.
Benzamide is a carbonic acid amide of benzoic acid. Benzamide exhibits an angle of about 15º with the plane of the amide group; this shows that benzamide molecule is not flat. The rotation of the amide group relative to the aromatic ring may result from the repulsion interaction between the hydrogen atoms of the amide group and those of the aromatic ring.

Chemical Properties

Benzamide is a combustible, colorless to beige, off-white, crystalline solid; freezing/melting point=132-133° C. It is slightly soluble in water, and soluble in many organic solvents.
Benzamide
Benzamide was used to study the mechanism of photocatalytic decomposition of aqueous solution of acetic acid, acetamide and acetonitrile in the presence of semiconductors. It was used to develop a robust screening method to study biotransformations using (+)-γ-lactamase enzyme.

Uses

Organic synthesis.

Preparation

Take a mixture of 5 ml concentrated ammonia and 5 ml water in a conical flask with a well-fitting cork. Add 2 ml (2.4 g.) benzoyl chloride, cork the flask and shake vigorously. Heat generates due to the reaction, hence hold the cork securely during shaking. After 15 min not even a trace of oily benzoyl chloride remains. Filter the fine flakes, wash with cold water and recrystallise from hot water: yield, 1-5 g. Colourless crystals of benzamide.
Preparation of benzamide from benzoyl chloride
Preparation of benzamide from benzoyl chloride

Definition

ChEBI: An aromatic amide that consists of benzene bearing a single carboxamido substituent. The parent of the class of benzamides.

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Benzamide reacts with azo and diazo compounds to generate toxic gases. Forms flammable gases with strong reducing agents. Mixing with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. Combustion generates toxic mixed oxides of nitrogen (NOx).

Hazard

Depresses the central nervous system; toxic.

Fire Hazard

Flash point data for Benzamide are not available, however Benzamide is probably combustible.

Clinical Use

Benzamide on radioiodination by different labeling procedures results in large-scale production of radioiodinated benzamides having potential therapeutic application for patients with metastatic malignant melanoma.

Potential Exposure

Benzamide is used in organic synthesis.

Purification Methods

Crystallise it from hot water (about 5mL/g), EtOH or 1,2-dichloroethane, and dry it in air. It has also been crystallised from dilute aqueous NH3, H2O, Me2CO, then *C6H6 using a Soxhlet extractor. Dry it in an oven at 110o for 8hours and store in a desiccator over 99% H2SO4. [Bates & Hobbs J Am Chem Soc 73 2151 1951, Beilstein 9 IV 725.]

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Changzhou Luowan Biological Technology Co., Ltd. Gold
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J & K SCIENTIFIC LTD.
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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Chembest Research Laboratories Limited
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Alfa Aesar
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400-610-6006; 021-67582000
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saleschina@alfa-asia.com
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