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分子式： C9H6O2
分子量： 146.14
中文名称：香豆素
香豆内酯
氧杂萘邻酮
邻氧萘酮
2H-1-苯并吡喃-2-酮
英文名称：coumarin
2h-1-benzopyran-2-one
质量标准：
色状 白色结晶
香气 纯正，似黑香豆香气
熔点 ≥69.0℃
用途： 学名-苯并吡喃酮，可以看做是顺式邻羟基肉桂酸的内酯，它是一大类存在于植物界中的香豆素类化合物的母核。
用途 香豆素是于1820年在黑香豆中发现的。香豆素以苷的形式存在于许多植物中。具有黑香豆的浓重香味，亦具有新刈草甜香及巧克力气息，留香长久。新鲜的干草香气在很大程度上是由于在干燥新刈草过程中，苷在发酵分解时生成并释出香豆素所引起的。香豆素用于制造香料。常用在配制新刈草型及馥奇型香料。以及紫罗兰、葵花、素心兰、山楂花、兰花、薰衣草等香精中。它和香兰素一起可用于糖果、糕点之类有调味，加入烟草中可以增加天然香味。在镀锌（或镉、镍）的电镀液中加入香豆素，可减少镀层起孔，增加光亮度。香豆素是制造其他香料和多种其他化学品的原料。香豆是一大类衍生物的母体。这些衍生物中有些存在于自然界，有些则通过合成方法制得。 用途 用于香精和香皂的制造 生产方法 （1）由水杨醛经珀金（Perkin）反应制得。这是珀金在1868年*初采用的合成方法。水杨醛与乙酐反应可以使用煅烧的碳酸钾作为催化剂。将碳酸、乙酐加入水杨醛中，加热至187℃，在气相温度约120℃时蒸出乙酸，然后再加入乙酐，在210-212℃进行反应。得到的香豆素粗品用水洗涤，再真空蒸馏。然后用乙醇或异丙醇重结晶，在50℃干燥得成品。（2）由邻甲酚与磷酰氯作用，得到中间体邻甲酚磷酸酯，并在180℃氯化，将甲基变为-CHCI2，然后再在160-180℃与醋酸钠作用5h进行环化即得。如果邻甲酚与光气作用，则经由中间体邻甲酚碳酸酯而完成这一工艺过程：邻甲酚钠盐与光气在60℃、0.15MPa下反应生成邻甲酚碳酸酯。用氯气在180-185℃将酯化进行氯化，至含氯量约为37%，相当于每个甲酚的侧链上含有两个氯原子。*后，在吡啶或氧化锌和氧化钴存在下，与乙酸和乙酐缩合，反应得到香豆素，该法收率相当高。
Product Identification
【Product Name】4-Hydroxy-1-benzopyran-2-one
【Synonyms】4-Coumarinol 4-羟基香豆素
【CAS】1076-38-6
【Formula】C9H6O3
【Molecular Weight】162.15
【EINECS】214-060-2
【RTECS】DJ3100000
【RTECS Class】Other
【Beilstein/Gmelin】129768
【Beilstein Reference】5-17-11-00495
Physical ａnd Chemical Properties
【Appearance】odorless white to off-white powder
【Solubility in water】Slightly soluble
【Melting Point】211-214℃
【Boiling Point】349℃
【Partition Coefficient】1.17
First Aid Measures
【Ingestion】Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious ａnd alert, rinse mouth ａnd drink 2-4 cupfuls of milk or water.
【Inhalation】Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
【Skin】Get medical aid. Flush skin with plenty of soap ａnd water for at least 15 minutes while removing contaminated clothing ａnd shoes. Wash clothing before reuse.
【Eyes】Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper ａnd lower eyelids. Get medical aid.
Handling ａnd Storage
【Storage】Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
【Handling】Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation ａnd accumulation. Avoid contact with eyes, skin, ａnd clothing. Keep container tightly closed. Avoid ingestion ａnd inhalation.
Hazards Identification
【Ingestion】May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
【Inhalation】May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
【Skin】May cause skin irritation.
【Eyes】May cause eye irritation.
【EC Risk Phrase】R 22
【EC Safety Phrase】S 22 36/37
Exposure Controls/Personal Protection
【Personal Protection】Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA＇s eye ａnd face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to minimize contact with skin.
【Respirators】A respiratory protection program that meets OSHA＇s 29 CFR 1910.134 ａnd ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant a respirator＇s use.
Fire Fighting Measures
【Fire Fighting】Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), ａnd full protective gear. During a fire, irritating ａnd highly toxic gases may be generated by thermal decomposition or combustion. Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Extinguishing media: Substance is noncombustible; use agent most appropriate to extinguish surrounding fire. In case of fire use water spray, dry chemical, carbon dioxide, or appropriate foam.
Accidental Release Measures
【Small spills/leaks】Vacuum or sweep up material ａnd place into a suitable disposal container. Clean up spills immediately, using the appropriate protective equipment. Avoid generating dusty conditions. Provide ventilation.
Stability ａnd Reactivity
【Disposal Code】3
【Incompatibilities】Oxidizing agents.
【Stability】Stable at room temperature in closed containers under normal storage ａnd handling conditions.
【Decomposition】Carbon monoxide, irritating ａnd toxic fumes ａnd gases, carbon dioxide.
Transport Information
【HS Code】2932 29 80
