Бензофенон: натуральний чи синтетичний матеріал?

Синтетичний матеріал.

Бензофенон

СинтетичнийСИНТЕТИЧНІ МОЛЕКУЛИквітковий · трояндовий · солодкий

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Визначення

Benzophenone is the simplest diaromatic ketone and a white solid. Its odour is geranium-like and rose-like.

КВІТКОВИЙ СОЛОДКИЙ

Diphenyl ketone, benzoylbenzene, diphenylmethanone, benzoylphenyl

Type: Складник
Olfactive family: Квіткові
Source: Made by oxidation of diphenylmethane; also found in some fungi, fruits and plants
Chemical class: ketone (aromatic)

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Запах

The odour of benzophenone is described as geranium-like. Another description gives a sweet, rose-like odour. The material is described as having a flowery odour, and elsewhere as having a mild powdery floral odour. The odour type is balsamic, with balsam, rose, metallic, powdery and geranium aspects.

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Докладно

Benzophenone is a white solid with a low melting point and is soluble in organic solvents. Its preferred IUPAC name is diphenylmethanone. It is a building block in organic chemistry and the parent diarylketone. It has been found in some fungi, fruits and plants, including grapes. Its formula is (C₆H₅)₂CO. One gram dissolves in 7.5 mL of ethanol and in 6 mL of diethyl ether, and it does not dissolve in water.

Benzophenone can be used as a photoinitiator in ultraviolet-curing applications such as inks, imaging and clear coatings in the printing industry. It can also be added to plastic packaging as a UV blocker to prevent photo-degradation of the packaging polymers or its contents. This allows manufacturers to package the product in clear glass or plastic, whereas without it opaque or dark packaging would be required. In biological applications, benzophenones have been used extensively as photophysical probes to identify and map peptide-protein interactions.

The European Union permits benzophenone as a flavouring substance. In 2014, benzophenones were named Contact Allergen of the Year by the American Contact Dermatitis Society.

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Цікавий факт

The US Food and Drug Administration bans benzophenone as a food additive, even though it maintains that the chemical poses no risk to public health under its intended use. Benzophenone is otherwise considered essentially nontoxic.

Отримання й хімія

Спосіб отримання

Benzophenone is produced by the copper-catalyzed oxidation of diphenylmethane with air. It can also be prepared by Friedel-Crafts acylation of benzene with benzoyl chloride in the presence of a Lewis acid catalyst such as aluminium chloride. Because benzoyl chloride can itself be produced by the reaction of benzene with phosgene, the first synthesis proceeded directly from those materials. In the laboratory, benzene can be reacted with carbon tetrachloride and the resulting diphenyldichloromethane hydrolysed.

Формула: C₁₃H₁₀O
CAS: 119-61-9
Зовнішній вигляд: White crystalline solid with a rose-like odor
Синоніми: Diphenyl ketone, benzoylbenzene, diphenylmethanone, benzoylphenyl

Статус IFRA

Див. примітку

Not subject to an IFRA Standard (51st Amendment)

Фізичні властивості

Температура кипіння: 305.00 to 307.00 °C. @ 760.00 mm Hg
Температура плавлення: 47.00 to 51.00 °C. @ 760.00 mm Hg
Температура спалаху: > 212.00 °F.
Показник заломлення: 1.6077 at 19 °C

У парфумерії

Benzophenone is used as an additive in flavorings or perfumes for sweet-woody-geranium-like notes. It also prevents UV light from damaging scents and colors in products such as perfumes and soaps.

Роль у формулі

01поглинач ультрафіолету

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