1-氯蒽醌

1-Chloroanthraquinone

HCID 6709CAS 26264-07-3

基本信息

标准SMILES
O=C1c2ccccc2C(=O)c2c(Cl)cccc21
InChIKey
BOCJQSFSGAZAPQ-UHFFFAOYSA-N
分子式
C14H7ClO2
平均分子量
242.65 g/mol
单同位素质量
242.01345714

名称与标识

首选名称
1-Chloroanthraquinone
IUPAC
1-chloroanthracene-9,10-dione
中文名
1-氯蒽醌
英文名
1-Chloro anthraquinone
分子式
C14H7ClO2
分子量
242.66

名称与别名

1-CHLOROANTHRAQUINONE82-44-0Anthraquinone, 1-chloro-1-Chloro-9,10-anthraquinone9,10-Anthracenedione, 1-chloro-1-Chloranthrachinon1-Chloranthrachinon [Czech]alpha-Chloroanthraquinone1-chloro-9,10-Anthracenedionealpha-Monochloroanthraquinone.alpha.-MonochloroanthraquinoneDTXSID7052571
展开更多名称
1-氯蒽醌α-氯蒽醌1-氯代蒽醌α-氯代蒽醌1-氯蒽醌,98%1-CHLOROANTHRACENE-9,10-DIONE1-CHLORO AQTIMTEC-BB SBB0008251-Chloro anthraquino-Chloroanthraquinone1-Chloroantraquinone1-chloro-anthraquinon
HSDB 2565EINECS 201-421-4NSC 30428BRN 191275296S5SQV15VAI3-38116NSC-5138NSC-30428

数据库标识

CAS
26264-07-3、82-44-0
PubChem CID
6709
DTXSID
DTXSID7052571
ChEMBL
CHEMBL3560876
UNII
96S5SQV15V
EC Number
201-421-4
Nikkaji
J55.388C

性质

结构计算性质

XLogP
4
极性表面积
34.1 Ų
氢键供体
0
氢键受体
2
可旋转键
0
重原子
17

实验与物化性质

Chemical ClassesOther Classes -> Aromatic Ketones
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Color/FormYELLOW NEEDLES FROM TOLUENE OR ALCOHOL
Solubility · 3 条

INSOL IN WATER; SLIGHTLY SOL IN HOT ALCOHOL; SOL IN NITROBENZENE & HOT AMYL ALCOHOL

Sol in ethanol, benzene, acetic acid

Soluble in oxygenated solvents

Boiling PointSublimes
DecompositionWhen heated to decomp it emits very toxic fumes of /hydrogen chloride and nitrogen oxides/.

物理化学性质

熔点
159 · 159-160 °C (lit.)
沸点
345.65 °C · 345.65°C (rough estimate)
密度
1.2377 · 1.2377 (rough estimate)
折射率
1.538 · 1.5380 (estimate)
储存条件
30 °C · Store below +30°C.
溶解度
Soluble in hot toluene. (almost transparency)

化学性质

黄色针状结晶。 溶于醋酸、硝基苯、热苯、戊醇,微溶于热乙醇,不溶于水。

安全与法规

GHS分类

GHS Classification · 5 条

This chemical does not meet GHS hazard criteria for 8.5% (4 of 47) of reports.

Warning

H315 (89.4%): 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 47 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Regulatory Information · 2 条

Chemical: 9,10-Anthracenedione, 1-chloro-

9,10-Anthracenedione, 1-chloro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards Summary · 1 条

A skin and eye irritant; [HSDB] Causes abnormal liver function test results after subcutaneous injection of experimental animals; [RTECS] An irritant; Effects in high-dose animal studies include impaired liver function tests; [MSDSonline] See Anthraquinone.

Hazard Classes and CategoriesSkin Irrit. 2 (89.4%)
Skin, Eye, and Respiratory IrritationsA skin, eye irritant.

安全与防护

Disposal Methods · 1 条

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.

Preventive Measures · 1 条

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

毒理信息

Environmental Fate · 3 条

TERRESTRIAL FATE: An estimated Koc value of 3500(1,SRC), based on an estimated log Kow of 3.99(2,SRC) suggests that 1-chloroanthraquinone will have only slight mobility in soil(SRC), based upon a recommended classification scheme(3). Under reducing conditions, this compound has been shown to form the chloroanthrone with measured half-lives of <0.4 to 2.4 daysin sediments(4) and this may also occur in soils(SRC). Incomplete information is available regarding the biodegradation potential of 1-chloroanthraquinone; however, this compound was resistant to biodegradation under aerobic conditions using an activated sludge inoculum; only 2.8% of the theoretical BOD was reported following 2 weeks incubation(5). 1-Chloroanthraquinone is not expected to volatilize from moist soil surfaces based on an estimated Henry's Law constant of 2.4X10-9 atm-cu m/mole(6,SRC).

AQUATIC FATE: Based upon an estimated Koc value of 3500(SRC) from an estimated log Kow(2,SRC), 1-chloroanthraquinone may adsorb to suspended solids and sediments(SRC) based upon a recommended classification scheme(1). In anoxic sediments, 1-chloroanthraquinone has been shown to quickly reduce resulting in the formation of an unspecified chloroanthrone(4). Half-lives of <0.4 to 2.4 days are reported for this compound dependent on the source of the sediment(4). An estimated BCF value of 630(3,SRC), based on an estimated log Kow(2,SRC) and measured BCF values of 118-351 in carp(5) indicate that 1-chloroanthraquinone may bioconcentrate in aquatic organisms(SRC). Incomplete information is available regarding the biodegradation potential of 1-chloroanthraquinone; however, this compound was resistant to biodegradation under aerobic conditions using an activated sludge inoculum; only 2.8% of theoretical BOD was reported following 2 weeks incubation(5). 1-Chloroanthraquinone is not expected to volatilize from water surfaces based on an estimated Henry's Law constant of 2.2X10-12 atm-cu m/mole(SRC), developed using a fragment constant method(6).

ATMOSPHERIC FATE: Based on an estimated vapor pressure value of 8.74X10-7 mm Hg at 25 °C(1,SRC), 1-chloroanthraquinone will exist in both the vapor phase and the particulate phase in the ambient atmosphere(2,SRC). 1-Chloroanthraquinone will degrade fairly rapidly in the vapor phase by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 13 days(3,SRC). Particulate phase 1-chloroanthraquinone may be physically removed from the air by wet and dry deposition(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Effluent Concentrations1-Chloroanthraquinone was detected in an extract of flyash from a municipal incinerator in Ontario, Canada at unreported concentrations(1).
Soil Adsorption/Mobility · 1 条

Based on an estimated log Kow of 3.99(1,SRC), the Koc of 1-chloroanthraquinone is estimated as approximately 3500(SRC) using a regression-derived equation(2). According to a suggested classification scheme(3), this estimated Koc value suggests that 1-chloroanthraquinone will have only slight mobility in soil(SRC).

Human Toxicity Excerpts · 2 条

CAUTION: LOW SYSTEMIC TOXICITY, BUT MAY CAUSE SKIN IRRITATION, SENSITIZATION. /ANTHRAQUINONE/

Chronic neurotoxic effects include vision disturbances. /From table; Quinones/

Artificial Pollution Sources · 2 条

WASTE WATERS FROM ALPHA-DISULFATION OF ANTHRAQUINONE, WHICH CONTAIN ANTHRAQUINONESULFONIC ACIDS, ARE TREATED TO FORM HALOANTHRAQUINONES.

1-Chloroanthraquinone's production and subsequent use as an intermediate in the production of dyes, including Disperse Red 9, Disperse Red 22, Vat Brown 1, Vat Brown 44, Vat Yellow 28(1), may result in its release to the environment through various waste streams(SRC).

安全数据

wgk
3
tsca
TSCA listed
毒性
LD50 orally in Rabbit: 15100 mg/kg
RTECS号
CB6150000
存储类别
11 - Combustible Solids
安全说明
26-37/39-24/25

毒性防护

急性毒性静脉-小鼠 LD50: 56 毫克/公斤

刺激数据眼睛-兔 500 毫克/24小时 轻度

包装储运 · 3 条

可燃性危险特性热分解排出有毒氯化物烟雾

储运特性库房低温通风干燥; 与食品原料分开存放

灭火剂水,二氧化碳, 泡沫, 干粉

化学与工业

药理信息

Metabolism/MetabolitesQuinones (ie, 6,12-dione) have been shown to undergo oxidation-reduction cycles involving quinone, hydroquinone, and molecular oxygen, resulting in the formation of oxygen radicals and semiquinone radicals. /Quinones/

用途与制造

Uses · 3 条

Used as a chemical intermediate for dyes; [HSDB]

CHEM INTERMEDIATE FOR THE DYES DISPERSE RED 9, VAT BROWN 1, VAT ORANGE 11

Derivatives of 1-chloroanthraquinone include Disperse Red 9, Disperse Red 22, Vat Brown 1, Vat Brown 44, Vat Yellow 28.

U.S. Imports · 2 条

(1972) 2.91X10+7 G (PRINCPL CUSTMS DISTS)

(1975) 7.09X10+6 G

U.S. Production(1972) 5.17X10+7 G
Methods of Manufacturing · 3 条

REACTION OF 1-HYDROXYANTHRAQUINONE WITH PHOSPHORUS PENTACHLORIDE IN NITROBENZENE

1-Chloroanthraquinone is prepared from anthraquinone-1-sulfonic acid or from 1-nitro-anthraquinone. Purification by high temperature distillation.

1-Chloroanthraquinone is prepared from anthraquinone-1-sulfonic acid, sodium salt and sodium chlorate (sulfonate displacement).

General Manufacturing Information9,10-Anthracenedione, 1-chloro-: ACTIVE

应用领域

用途用作染料中间体

用途1-氯蒽醌可用作蒽醌还原染料及其他蒽醌染料的中间体,如还原棕BR染料。

制备方法

生产方法蒽醌以硫酸、硝酸配成的混酸进行硝化,再以亚硫酸钠进行磺化,生成蒽醌-1-磺酸钠。在沸腾状态下滴入氯酸钠的盐酸溶液进行氯化,过滤,干燥得成品

试剂价格

C0653 · 25G
1-氯蒽醌1-Chloroanthraquinone — 230元
C0653 · 500G
1-氯蒽醌1-Chloroanthraquinone — 1860元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]

相关反应

27 条

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