ベンズアミド 化学特性,用途語,生産方法
外観
白色～ほとんど白色, 結晶～粉末又は顆粒
溶解性
エタノールに溶けやすく、水に溶けにくい。エタノール、熱水に可溶。
解説
ベンズアミド，結晶．融点130 ℃，沸点288 ℃．d4 1.341．エタノールや熱水，熱ベンゼンに易溶，エーテルに難溶．脱水すればベンゾニトリルになる．Na，K，Ag，Hgなどと塩を形成する．LD50 1160 mg/kg(マウス，経口)．
森北出版「化学辞典（第2版）
用途
有機合成原料(医薬品等)。
製法
ベンズアミド，塩化ベンゾイルをアンモニアまたは炭酸アンモニウムと反応させると得られる安息香酸のアミド．
説明
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.
化学的特性
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 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.
使用
Organic synthesis.
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.
定義
ChEBI: An aromatic amide that consists of benzene bearing a single carboxamido substituent. The parent of the class of benzamides.
製造方法
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
一般的な説明
White powder.
空気と水の反応
Insoluble in water.
反応プロフィール
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).
危険性
Depresses the central nervous system;
toxic.
火災危険
Flash point data for Benzamide are not available, however Benzamide is probably combustible.
臨床応用
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.
職業ばく露
Benzamide is used in organic
synthesis.
純化方法
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.]
ベンズアミド 上流と下流の製品情報
原材料
準備製品