CAS: 99-49-0; 2-Methyl-5-(Prop-1-En-2-yl)Cyclohex-2-Enone

英文名称2-Methyl-5-(Prop-1-En-2-yl)Cyclohex-2-Enone
中文名称香芹酮
IUPAC名称2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
其它别名(-)-2-Methyl-5-Isopropenyl-2-Cyclohexen-1-One; 1-Methyl-4-Isopropenyl-Delta(6)-Cyclohexen-2-One; 2-Cyclohexen-1-One, 2-Methyl-5-(1-Methylethenyl)-; 2-Methyl-5-(1-Methylethenyl)-2-Cyclohexen-1-On; 2-Methyl-5-(1-Methylethenyl)-2-Cyclohexen-1-One; 2-Methyl-5-(1-Methylethenyl)-2-Cyclohexene-1-One; 2-Methyl-5-Isopropenyl-2-Cyclohexenone; Carvone
CAS编号99-49-0
MFCD编号:MFCD00062996
EINECS号:202-759-5
分子式:C10H14O
分子量:150.22
产品CID: 2031342
产品分类香精与香料 → 合成香料 → 酮类香料

相似结构搜索
InChIKey: ULDHMXUKGWMISQ-UHFFFAOYNA-N
InChI=1/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3…
计算化学: 氢键受体数1.0氢键供体数0.0可旋转键数1.0

物理性质

熔点230 °C
沸点230.5±35.0 °C at 760 mmHg
闪点88.9±0.0 °C
密度0.9±0.1 g/cm3
PSA:17.07
LogP:2.27
折射率1.481
蒸汽压0.1±0.5 mmHg at 25°C
溶解性Chloroform (Slightly), Methanol (Slightly)
敏感性1. 存在于烟气中。2. 在空气中易氧化。
外观形态浅橙色至浅棕色油状物
储存条件2-8°C
产品应用L-香芹酮是薄荷油的主要成分,且合成方法制取的香芹酮,也与天然薄荷油一起使用.主要用于食品如口香糖等.薄荷油(L-香芹酮)和薄荷糖(L-薄荷醇)是橡皮糖调合香料的主要原料.也用于医药,作泥敷剂,口腔清凉剂的调味香料,以及牙膏等的调合香料.
性质描述无色至淡黄色液体.沸点230°C,104°C(1.46kPa),相对密度0.9608(20/4°C),折光率1.4988.不溶于水,溶于乙醇,乙醚,氯仿.具有葛缕子和莳罗油的香气.在空气中易氧化.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(经口)
皮肤致敏类别1
皮肤致敏类别1B
皮肤腐蚀/刺激类别2
警示词Warning(警告)
危险描述H302 |吞咽有害.
H317 |可能引起皮肤过敏反应.
H315 |造成皮肤刺激.
防范说明P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
危险品标志Xn
安全声明IDENTIFICATION AND USE: Carvone is a pale-yellowish or colorless liquid. The following uses have been identified for carvone: pesticide, feed additive, veterinary medicine use, flavoring substance and natural food occurrence, personal care products: D- and L-carvone are used in a variety of non-food consumer products, including cosmetics and personal care products. Some of these, such as toothpaste and mouthwash may result in oral intake of carvone. It is also used as natural insect repellent. HUMAN EXPOSURE AND TOXICITY: The sensitizing potential of l-carvone has been considered low, but it has occasionally caused contact allergy in users of spearmint toothpaste and chewing gum. L-Carvone inhibited proliferation of MCF 7 and MDA MB 231 cells and inhibited the migration of breast cancer cell lines. L-carvone induced apoptosis as observed by nuclei fragmentation and the presence of apoptotic bodies in DAPI, AnnexinV/propidium iodide, and TUNEL assays. l-carvone exposure arrested MCF 7 cells in S phase of the cell cycle. DNA damage caused by L-carvone was apparent from the increased tail moment in comet assay, which could be induced by an increase in ROS that was measured using a fluorescence probe. ANIMAL STUDIES: Clinical signs after acute exposure in mice and rats were different depending on the route of exposure. After acute oral administration, these included hunched posture and lethargy and occasional body tremor with no abnormalities at necropsy. After acute dermal exposure no systemic or skin effects were observed whereas after inhalation of carvone, respiratory effects were noted as well as alopecia and impairment of body weight gain. Carvone caused transient depression of central nervous system activity in mice. In developmental study rats were given 0, 3, 10 or 30 mg/kg/day of D-carvone (95%) for 10 weeks prior to mating until termination. There were no differences between treated and control animals in any of the indices of reproductive performance or in the results of the sperm morphology and motility measurements. Males of the F0 generation given 30 mg/kg bw/day had increased relative kidney weights. Histopathology of the male kidneys showed changes typical of alpha2u-globulin nephropathy at all doses. No other histopathological changes were reported and no similar changes were observed in females. Males of the F1 generation given 30 and 90 mg/kg bw/day had increased mean relative liver and kidney weights. Histopathology of the male kidneys showed changes typical of alpha2u-globulin nephropathy at all doses. No differences were seen in females and no other histopathological changes were reported. Carvone showed equivocal results for mutagenicity in a sister chromatid exchange study and a chromosomal aberration study with Chinese hamster ovary cells. Results from an in vivo UDS assay in liver and an in vivo micronucleus test were negative while those of an in vitro test for chromosome aberrations were not clear-cut. It was concluded that carvone should not be considered genotoxic. Groups of 50 male and 50 female mice were administered 0, 375, or 750 mg/kg D-carvone in corn oil by gavage, 5 days/wk for 103 weeks. Under the conditions of these two yr gavage studies, there was no evidence for the carcinogenic activity of D-carvone for male or female mice.
危险类别码Included in list of established contact allergens in humans; [EC: Scientific Committee on Consumer Safety: Fragrance allergens in cosmetic products (2011)] Emergency treatment: Essential oils; Essential oils can cause CNS depression and aspiration pneumonia after ingestion; Commercial products of essential oils usually contain concentrations of 1% to 20%, and a potentially toxic exposure is 5-15 mL; [HSDB] Causes somnolence and ataxia in lethal-dose feeding studies of rats; [RTECS]

欧盟法规

统一分类与标签欧盟化妆品法规附录三-限用物质清单ECHA物质ECHA物质工作场所安全标识要求欧盟农药活性物质C&L通报REACH预注册废弃物危险特性清单

上下游产品

合成工艺路线路线简述

双戊烯置于次氯酸叔丁酯,Zinc Diacetate,Sodium Methylate,铬酸体系中,用甲醇,丙酮作为反应溶剂,化学反应 22.0H,反应生成香芹酮
参考文献:Ravindranath,B.; Srinivas,P.,Indian Journal Of Chemistry-Section B Organic And Medicinal Chemistry,1984,Vol. 23,# 7,P. 666-667
标题:Ravindranath,B.; Srinivas,P.,Indian Journal Of Chemistry-Section B Organic And Medicinal Chemistry,1984,Vol. 23,# 7,P. 666-667