基本信息
- 标准SMILES
O=C1c2ccccc2Cc2ccccc21- InChIKey
RJGDLRCDCYRQOQ-UHFFFAOYSA-N- 分子式
- C14H10O
- 平均分子量
- 194.23 g/mol
- 单同位素质量
- 194.07316494
概述
Anthrone is a member of the class of anthracenes that is 9,10-dihydroanthracene carrying an oxo group at C-9. It has a role as a radical scavenger. It is a tautomer of a 9-anthrol.
名称与标识
- 首选名称
- Anthrone
- IUPAC
- 10H-anthracen-9-one
- 中文名
- 蒽酮
- 英文名
- Anthrone
- 分子式
- C14H10O
- 分子量
- 194.23
名称与别名
展开更多名称
数据库标识
- CAS
90-44-8- PubChem CID
- 7018
- DTXSID
DTXSID1049431- ChEMBL
CHEMBL124440- ChEBI
CHEBI:33835- UNII
- FP0FJ7K744
- EC Number
- 201-994-0
- Nikkaji
- J3.916K
性质
结构计算性质
- XLogP
- 3.7
- 极性表面积
- 17.1 Ų
- 氢键供体
- 0
- 氢键受体
- 1
- 可旋转键
- 0
- 重原子
- 15
- 形式电荷
- 0
- 复杂度
- 234
实验与物化性质
LogP
Log Kow = 3.66
3.46
Color/Form
ORTHORHOMBIC NEEDLES FROM BENZENE AND PETROLEUM ETHER
COLORLESS NEEDLES
Solubility
SOL IN MOST ORG SOLVENTS WITHOUT FLUORESCENCE
SOL IN ACETONE, HOT BENZENE, CONCN SULFURIC ACID, HOT DIL ALKALI
Other Experimental Properties
ANY FLUORESCENCE PRESENT IS DUE TO ANTHRANOL
ADDITION CMPD WITH 4 MOLECULES DESOXYCHOLIC ACID, C110-H170-O17, MP 179 °C
EQUIL IN ABSOLUTE ALCOHOL: 89% ANTHRONE; 11% ANTHRANOL; TENDENCY TO CHANGE TO ANTHRAQUINONE
物理化学性质
- 熔点
- 154 · 154-157 °C (lit.)
- 沸点
- 721 °C · 721 °C
- 堆积密度
- 450 kg/m3 · 450kg/m3
- 密度
- 1.055 · 1.0550 (rough estimate)
- 折射率
- 1.55 · 1.5500 (estimate)
- 储存条件
- 2 · 2-8°C
- 溶解度
- INSOLUBLE
- 形态
- Powder
- 颜色
- Yellow
- 水溶解性
- INSOLUBLE
- 敏感性
- Light Sensitive
- Merck
- 14 · 14,691
- BRN
- 1910173 · 1910173
- Henry's Law Constant
- 1.2 · 1.2×101 mol/(m3Pa) at 25℃, HSDB (2015)
- 稳定性
- Stable. Incompatible with strong oxidizing agents. Combustible.
- 主要应用
- diagnostic assay manufacturinghematologyhistology
- InChI
- 1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2
- InChIKey
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N
- SMILES
- O=C1c2ccccc2Cc3ccccc13
- CAS 数据库
- 90 · 90-44-8(CAS DataBase Reference)
- NIST化学物质信息
- Anthrone(90-44-8)
- EPA化学物质信息
- 9 · 9(10H)-Anthracenone (90-44-8)
化学性质
无色针状结晶体。熔点为155℃,溶于大多数有机溶剂和热氢氧化钠溶液,不溶于水。无荧光,所出现的荧光是由蒽酚所致。
安全与法规
GHS分类
GHS Classification
This chemical does not meet GHS hazard criteria for 3.9% (2 of 51) of reports.
Warning
H315 (96.1%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 51 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危害信息
Regulatory Information
Chemical: 9(10H)-Anthracenone
9(10H)-Anthracenone: Does not have an individual approval but may be used under an appropriate group standard
安全与防护
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
毒理信息
Environmental Fate
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 2300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that anthrone will have only slight mobility in soil(SRC). Biodegradation of anthrone is expected based on limited data and may be a major fate process for this compound in soil(SRC). A mixed bacterial population, isolated from a hydrocarbon-polluted creek, degraded 40% of anthrone to traces of anthrone and to anthraquinone in 30% yield(4). Anthrone's estimated values for vapor pressure(5) and Henry's Law constant(6,SRC) indicate that volatilization from dry and moist soil surfaces is not likely to be a major fate process for this compound(SRC).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 2300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that anthrone should adsorb to sediment and suspended solids(SRC). Anthrone may volatilize slowly from water surfaces based on an estimated Henry's Law constant of 7.9X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 65 and 480 days, respectively(3,SRC). An estimated BCF value of 360(3,SRC), from a measured log Kow(2), suggests that anthrone will bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(5).
ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 1.8X10-5 mm Hg at 25 °C(2,SRC) indicates that anthrone will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase anthrone is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 40 hours(3,SRC). Particulate-phase anthrone may be physically removed from the air by dry deposition(SRC).
Effluent Concentrations
Several unspecified isomers of anthrone were detected in chlorinated coal-tar leachate at unreported concentrations(1). A heavy-duty diesel exhaust particulate sample, NBS SRM 1650, contained anthrone at unreported concentrations(2). Diesel emission particulates, collected from a Volkswagen Rabbit contained anthrone(3). Fine particle emissions from the combined exhaust of a vented natural gas-fired residential space heater plus a water heater contained 21.4 pg/kJ anthrone(4).
Soil Adsorption/Mobility
The Koc of anthrone is estimated as approximately 2300(SRC), using a measured log Kow of 3.66(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that anthrone has only slight mobility in soil(SRC).
Sediment/Soil Concentrations
Superficial marine sediments of Cortiou Creek, in the sewage area of Marseilles, France, are contaminated with anthrone at concentrations ranging from non-detectable to 300 ng/g (9 of 10 sites had measurable quantities of anthrone; detection limit not given)(1).
Environmental Bioconcentration
An estimated BCF value of 360 was calculated for anthrone(SRC), using a measured log Kow of 3.66(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will be an important fate process(SRC).
Volatilization from Water/Soil
The Henry's Law constant for anthrone is estimated as 7.9X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that anthrone will slowly volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 65 days(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 480 days(2,SRC). Anthrone's values for vapor pressure(3) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil surfaces is not likely to be a major fate process for this compound(SRC).
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of anthrone with photochemically produced hydroxyl radicals has been estimated as 9.8X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 40 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
安全数据
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- 毒性
- mmo-sat 60 mg/plate MUREAV 157,149,85
- RTECS号
- CB8925500
- 存储类别
- 11 - Combustible Solids
- 安全说明
- 26-36
- 海关编码
- 29143990
- 危险品标志
- Xi,Xn
- 危险性类别
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- 危险类别码
- 36/37/38-20/21/22
- 毒害物质数据
- 90-44-8(Hazardous Substances Data)
包装储运
可燃性危险特性可燃; 燃烧产生刺激烟雾
储运特性库房通风低温干燥
灭火剂干粉,泡沫,沙土,二氧化碳, 雾状水
化学与工业
药理信息
用途与制造
Uses
Used in the colorimetric determination of sugar and animal starch in body fluids, as a general reagent for carbohydrates, in the determination of animal starch in liver tissue, and in organic synthesis; [HSDB]
IN COLORIMETRIC DETERMINATION OF SUGAR AND ANIMAL STARCH IN BODY FLUIDS; IN ORG SYNTHESIS
GENERAL REAGENT FOR CARBOHYDRATES; DETERMINATION OF ANIMAL STARCH IN LIVER TISSUE
Derivatives: melitracen
应用领域
用途蒽酮试液用于蒽酮法测定可溶性糖,测定肝脏组织中的动物淀粉,以及有机合成。
用途该品用于有机合成,用糖和动物体液中淀粉的比色测定。
制备方法
制备将104g蒽醌、100g锡粒、750ml冰醋酸混合加热至沸,再逐次加入浓盐酸250ml(相对密度为1.19),约2h加完,此时蒽醌应全部溶于反应液中,否则,需补加锡粒和盐酸。再回流1.5h,脱色过滤,滤液用100ml水稀释,冷却至10℃,析出蒽酮结晶,过滤,用水洗使pH=7而得粗晶,干重80g。粗品可用丙酮或苯和石油醚(3:1)混合液重结晶,可得熔点为154-155℃的蒽酮约60g。
生产方法由蒽醌经下列反应得到。将104g蒽醌、100g锡粒、750ml冰醋酸混合加热至沸,再逐次加入浓盐酸250ml(相对密度为1.19),约2h加完,此时蒽醌应全部溶于反应液中,否则,需补加锡粒和盐酸。再回流1.5h,脱色过滤,滤液用100ml水稀释,冷却至10℃,析出蒽酮结晶,过滤,用水洗使pH=7而得粗晶,干重80g。粗品可用丙酮或苯和石油醚(3:1)混合液重结晶,可得熔点为154-155℃的蒽酮约60g。
上下游产品信息
上游原料
下游产品
试剂价格
- A19118 · 100g
- 蒽酮, 96%Anthrone, 96% — 1749元
- 030739 · 25g
- 蒽酮, ACSAnthrone, ACS — 154元
供应商50 家
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