Chloranil 四氯苯醌

CAS 118-75-2 MFCD00001594

化学结构图

118-75-2
SMILES: O=C1C(Cl)=C(Cl)C(=O)C(Cl)=C1Cl

化学属性

Mol. FormulaC6Cl4O2
Mol. Weight245.88
Melting Point295-296°C
Density1.97
TSCAYes
Solubility不溶
Appearance 四氯苯醌(118-75-2)为金黄色叶状结晶。熔点290℃。溶于醚、微溶于醇,难溶于氯仿、四氯代碳和二硫化碳,几乎不溶于冷醇,不溶于水。
Stability对光敏感
Boiling Point269.5°C at 760 mmHg
Flash Point111.7°C

别名和识别编码

Chemical NameChloranil
CAS Number118-75-2
Alfabeta NameTETRACHLOROBENZOQUINONE 235614---,,,,
MDL NumberMFCD00001594
Synonym Chloranil {LY} Chloranil {} {LY} Chloranil {} {} {LY} Chloranil {} {} {} {LY} Chloranil {} {} {} {} {LY} Chloranil {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Chloranil {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87576080
Beilstein Registry Number7(4)2083
EC Number204-274-4
Reaxys-RN393006
Merck Number2078
Chemical Name Translation四氯苯醌
Wiswesser Line NotationL6V DVJ BG CG EG FG
LabNetwork Molecule IDLN00158817
InChIInChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
Canonical SMILESO=C1C(Cl)=C(Cl)C(C(Cl)=C1Cl)=O
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分类

  • {SNA} All alphabetically sorted, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Bioactive Small Molecules, C, C-CH, CH, Chemical Class, Chloro, Chromatography, Environmental Standards, Fungicides, Halogenated, Pesticides, Pesticides & Metabolites, Quinones, 细胞生物学
  • {SNA} Polymer Additives, Polymer Science, Stabilizers, 材
  • {SNA} Additional Standards, Analytical Standards, C, Chemical Class,
  • {SNA} Bioactive Small Molecules,
  • {SNA} Additional Standards, All Fungicides,

产品应用

  • 用作染料中间体和农用拌种剂。用于伯胺类和仲胺类的检出。

相关文献及参考

  • High potential quinones dehydrogenate many hydroaromatic systems by hydride abstraction.
  • Short: II/25D
  • Reviews: Adv. Org. Chem., 2, 329 (1960); Chem. Rev., 67, 153 (1967); 78, 317 (1978).
  • Merck: 14,2078
  • Short: II/27B
  • Merck: 14,2078 Beilstein: 7,IV,2083
  • Forms complexes with many non-aromatic electron-donors, e.g. carbonyl compounds, esters, amides, lactones, lactams and alkyl iodides: J. Org. Chem., 53, 2163 (1988).

安全信息

Warnings IRRITANT
RTECSDK6825000
GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312+P330
  • P302+P350
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P303+P361+P353
  • P304+P312
  • P304+P340
  • P304+P340+P311
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P310
  • P308+P311
  • P308+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P313
  • P333+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H303 May be harmfully swallowed 吞食可能有害
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H318 Causes serious eye damage 严重伤害眼睛
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
Hazard Codes 6.1 Xi,N Xn;N
WGK Germany2
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Signal word Warning
UN Number 1993 2265 2811 3077 UN 3077 9/PG 3 UN3077
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S37 Wear suitable gloves 戴适当手套;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R20 Harmful by inhalation 吸入有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R50/53
Packing GroupIII
Hazard Class9
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 71 gm/kg/78W-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Liver - tumors
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB223-159

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PHBUA9 Pharmaceutical Bulletin.  (Tokyo, Japan)  V.1-5, 1953-57.  For
   publisher information, see CPBTAL.  Volume(issue)/page/year: 3,337,1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 8450 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 37(5),15,1972

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2485 mg/m3/4H
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - structural or functional change in trachea
   or bronchi
   Nutritional and Gross Metabolic - weight loss or dec

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2485 mg/m3/4H
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - structural or functional change in trachea
   or bronchi
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: OTS0530657-1

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 1100 nmol/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 347,37,1995

Storage condition 2-8°C {LY} 2-8°C {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {

其他信息

  • 毒性分级:中毒
  • 灭火剂:干粉、泡沫、砂土
  • Alfa Aesar:对四氯苯醌,97% p-Chloranil, 97%(118-75-2)
  • 储运特性:库房通风低温干燥; 与食品原料分开储运
  • 上游原料:三氯化铁 --> 五氯苯酚 --> 五氯酚钠
  • 类别:农药
  • 下游产品:6-溴喹啉 --> 4,4'-二(N,N-二甲氨基)二苯甲酮 --> 颜料紫 23 --> 1-乙基-6-氟-1,4-二氢-4-氧代-7-(-哌嗪基)-1,8-萘啶-3-羧酸 --> 活性兰198 --> 直接兰106 --> 7H-二苯并咔唑 --> 聚苯(IV) --> C.I.直接蓝108
  • 用途二:用作染料、医药及农药中间体
  • 图谱信息:四氯苯醌(118-75-2)质谱(MS) 四氯苯醌(118-75-2)红外图谱(IR1) 四氯苯醌(118-75-2)红外图谱(IR2)
  • 四氯苯醌价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80123026 四氯苯醌 100g 77.5元 2011/04/16 C1770 氯醌(约2%的N,N-二甲基甲酰胺溶液)[用于伯胺类和仲胺类的检出] Chloranil (ca. 2% in N,N-Dimethylformamide) [for Detection of Primary and Secondary Amines] 10ML 290元 2011/04/16 T0061 四氯苯醌 Chloranil 25G 184元
  • 可燃性危险特性:燃烧产生有毒氯化物气体
  • 急性毒性:口服- 大鼠 LD50: 4000 毫克/ 公斤
  • 海关编码:29147090
  • Acros Organics:四氯对苯醌 Tetrachloro-p-benzoquinone, 99%(118-75-2)
  • 用途一:用于染料、医药及农药中间体
  • F:8
  • 溶于醚;微溶于醇,难溶于氯仿;四氯代碳和二硫化碳,几乎不溶于冷醇,不溶于水。
  • 用途四:用作染料中间体和农用拌种剂。四氯苯醌在室温用二氧化硫还原可得四氯氢醌,是农药和高分子化合物的中间体。在医药工业中,用于抗恶性肿瘤药亚胺醌;抗醛固酮药安体舒通的生产。
  • 用途三:用作染料中间体和农用拌种剂。四氯苯醌在室温用二氧化硫还原可得四氯氢醌,是农药和高分子化合物的中间体。在医药工业中,用于抗恶性肿瘤药亚胺醌、抗醛固酮药安体舒通的生产。
  • MOL 文件:118-75-2.mol
  • 方法一:由五氯酚经氧化而得。将20%的五氯酚钠溶液加入反应釜内,用等摩尔的35%盐酸酸化,搅拌成糊状。然后按五氯酚钠重量的6%投入无水三氯化铁,升温至70℃以上,开始通氯,保持反应温度95℃以上,至反应油状物完全澄明无颗粒为终点。分去水层,取消同状物加98%浓硫酸酸化,即得四氯苯醌。
  • TCI Shanghai:四氯对苯醌(约2%的N,N-二甲基甲酰胺溶液)[用于伯胺类和仲胺类的检出] Chloranil (ca. 2% in N,N-Dimethylformamide) [for Detection of Primary and Secondary Amines](118-75-2)
  • Sigma Aldrich:118-75-2(sigmaaldrich)
  • MSDS 信息:Chloranil(118-75-2).msds

系列性分类


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