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
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

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. T - Bioactive Small Molecules
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Osmium - Oxidation
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Others - Oxidation
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Others - Oxidation
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. C - Alphabetic
  5. CH - C
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Environmental Standards - Chromatography
  5. Pesticides & Metabolites - Environmental Standards
  6. Pesticides - Pesticides & Metabolites
  7. Fungicides - Pesticides
  8. Quinones - Fungicides
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Halogenated Hydrocarbons 卤代烃
  5. Others
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Combinatorial Chemistry
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Benzoquinones
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (alphabetic sort)
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Polymers
  4. Polymer Additives
  5. Plasticizers
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (alphabetic sort)
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (by application)
  4. Alkaloids
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (by application)
  4. Peroxides
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (by application)
  5. Alkaloids
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (by application)
  5. Peroxides
  1. Materials Science 材料科学
  2. Charge Transfer Complexes for Organic Metals

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