Oxalyl Chloride 草酰氯

CAS 79-37-8 MFCD00000704

化学结构图

79-37-8
SMILES: O=C(Cl)C(=O)Cl

化学属性

Mol. FormulaC2Cl2O2
Mol. Weight127
Density1.335
Refractive index1.4280 to 1.4320
Vapor Density4.4 (vs air)
Boiling Point
Vapor Pressure150 mmHg ( 20 °C)
Melting PointNo Data Available
TSCAYes
Solubility起反应
Stability对湿度敏感
Flash Point176-178°C
pH:A

别名和识别编码

Chemical NameOxalyl Chloride
Synonym Oxalyl Chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
CAS Number79-37-8
EC Number201-200-2
Beilstein Registry Number2,542
MDL NumberMFCD00000704
PubChem Substance ID87574093
Merck Number6914
Reaxys-RN1361988
Chemical Name Translation草酰氯
LabNetwork Molecule IDLN00163171
InChIInChI=1S/C2Cl2O2/c3-1(5)2(4)6
Canonical SMILESO=C(Cl)C(Cl)=O
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分类

  • {SA} Chemical Synthesis, Essential Chemicals, Inorganic Salts, Solutions and Reagents, Others, Oxidizing Agents, Reagent Grade, Research Essentials, Synthetic Reagents
  • {SNA} Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Others, Oxidizing Agents, Synthetic Reagents
  • {SNA} Chemical Reagents,
  • {SNA} Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Other Oxidizing Agents,
  • {uni_hamburg} no charge; carbonyl chloride; 1fragment
  • {SNA} Chemical Synthesis, Others, Oxidizing Agents, Synthetic Reagents
  • {SNA} Chemical Synthesis, Other Oxidizing Agents, Oxidizing Agents, Synthetic Reagents
  • {SNA} Chemical Reagents,

产品应用

  • 分析试剂。主要用于磺酰脲类除草剂、杀虫剂、医药化学合成的重要原料中间体，也是聚酰胺、化学冷光剂、液晶等化学工业的优质酰化剂等领域,有机合成的加氯剂。

相关文献及参考

  • Caution! Carbon monoxide may be evolved.
  • For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1172 (2007).
  • Friedel-Crafts reaction with arenes give carboxylic acids via the acid chlorides; see, e.g.: Org. Synth. Coll., 5, 706 (1973); 7, 420 (1990). For other phosgene equivalents, see Trichloromethyl­ chloroformate, A17444, and Triphosgene, A14932.
  • Has advantages over POCl3 in the Vilsmeier formylation reaction in that cleaner reactions often occur and a much lower mass of acidic by-product is formed. See N,N-Dimethyl­formamide, A13547 and (Chloromethyl­ene)­dimethyl­ammonium chloride, B24172.
  • Merck: 14,6914
  • Merck: 14,6914 Beilstein:2,542
  • Mild reagent for conversion of sensitive acids to acid chlorides; see, e.g.: Org. Synth. Coll., 8, 486 (1993); Org. Synth. Coll., 9, 516 (1998).
  • Reaction with Grignards in the presence of LiBr and CuBr provides a route to symmetrical ɑ-diones in good yield: Tetrahedron Lett., 36, 7305 (1995).
  • Reactive acid chloride which can be used as a phosgene substitute in many reactions.
  • Short: II/25B
  • Short: III/20a
  • Short: III/31a
  • Widely used to activate Dimethyl­ sulfoxide, A13280, for selective oxidation of alcohols to aldehydes or ketones (Swern oxidation) at low temperatures under very mild conditions: J. Org. Chem., 43, 2480 (1978). The reactive species is thought to be chlorodimethylsulfonium chloride: J. Org. Chem., 44, 4148 (1979). For examples of Swern oxidations, see: Org. Synth. Coll., 7, 258 (1990); 8, 501 (1993); 9, 692 (1998); Org. Synth., 76, 110 (1998). See also Trifluoroacetic anhydride, A13614.

安全信息

Signal word
GHS Symbol
WGK Germany2
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S20 When using do not eat or drink 使用时，不得进食，饮水；
  • S7/8 Keep container tightly closed and dry 保存在严格密闭容器中，保持干燥；
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
  • S30 Never add water to this product 切勿将水加入该产品中；
  • 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；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S4 Keep away from living quarters 远离生活区；
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
  • S8 Keep container dry 保持容器干燥；
Risk Statements
  • R34 Causes burns 会导致灼伤
  • R20 Harmful by inhalation 吸入有害
  • R14 Reacts violently with water 遇水会猛烈反应
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R29 Contact with water liberates toxic gas. 遇水释放出有毒气体
  • R37 Irritating to respiratory system 刺激呼吸道
  • R23 Toxic by inhalation 吸入有毒
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有毒
Precautionary statements
  • P303+P361+P353+P310+P363
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P305+P351+P338
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • P403+P233
  • P301+P330+P331
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P405 Store locked up. 上锁保管。
  • P303+P361+P353
  • 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。
  • P304+P340+P311
  • P304+P340+P310
  • P305+P351+P338+P310
  • P301+P330+P331+P310
Hazard statements
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H331 Toxic if inhaled 吸入中毒
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H332 Harmful if inhaled 吸入有害
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H351 Suspected of causing cancer 怀疑致癌
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US) Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSKI2950000
Packing GroupII
UN Number 2922
Storage condition +4°C 2-8°C 4 4℃ Store Cold {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
Hazard Codes T C,T
Hazard Class8/6.1
Warnings 危化品目录(2015) 
TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1840 ppm/1H
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - corneal damage
   Lungs, Thorax, or Respiration - dyspnea
   Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
   AIHAAP American Industrial Hygiene Association Journal.  (AIHA, 475 Wolf
   Ledges Pkwy., Akron, OH 44311)  V.19-    1958-  Volume(issue)/page/year:
   56,74,1995

Restrict 危险品

其他信息

  • Decomposition:176-178 °C
  • 用途一:一般用作军事用的毒气，也作为有机合成中的氯化剂使用
  • F:9-19-21
  • 方法二:由无水草酸与五氯化磷反应制得。
  • MSDS 信息:乙二酰氯(79-37-8).msds
  • TCI Shanghai:草酰氯 Oxalyl Chloride,>;98.0%(GC)(T)(79-37-8)
  • 上游原料:五氯化磷 --> 草酸
  • Alfa Aesar:草酰氯,98% Oxalyl chloride, 98%(79-37-8)
  • 蒸气压:150 mm Hg ( 20 °C)
  • 方法一:其制备方法是由草酸与五氯化磷反应，得到草酰氯。反应方程式见图 将五氯化磷与无水草酸混匀后，慢慢加热至64℃左右，反应至几乎无氯化氢放出为止，所得粗品再进行精馏，即得到草酰氯。
  • 外观性质:无色发烟液体，有刺激性气味。
  • 用途三:用于合成有机氯化物。用作军用毒气。
  • 用途二:草酰氯又称乙二酰氯，在农药上是苯甲酰脲类杀虫剂氟铃脲、杀铃脲等的中间体，也是磺酰脲类除草剂甲磺隆、苄嘧磺隆、吡嘧磺隆等的中间体，此外，它还可用于医药方面作为合成抗生素的原料。
  • MOL 文件:79-37-8.mol
  • Hazard Note:Toxic/Corrosive/Store Cold/Lacrymatory
  • 蒸气密度:4.4 (vs air)
  • Acros Organics:草酰氯(乙二酰氯) Oxalylchloride,98%(79-37-8)
  • 用途四:分析试剂。主要用于磺酰脲类除草剂、杀虫剂、医药化学合成的重要原料中间体，也是聚酰胺、化学冷光剂、液晶等化学工业的优质酰化剂等领域,有机合成的加氯剂。
  • 有辛辣气味。遇水和乙醇能剧烈分解，冷至-12℃即凝结成白色结晶块，加热至约600℃即分解并逸出一氧化碳。溶于乙醚、苯和氯仿。有腐蚀性和催泪性。
  • 下游产品:2,6-二氯吡啶-4-甲醛 --> 2,6-二氯-4-吡啶异氰酸酯 --> 1,5-二氮杂双环[4.3.0]壬-5-烯 --> 1,3-苯并噻唑-2-羰酰氯 --> 法罗培南钠 --> 2,6-二氟苯甲酰异氰酸酯 --> 2-硝基苯甲酰氯 --> 對胺苯甲醯胺苯 --> 4-溴-1-氯异喹啉 --> 4-甲基-2-氯嘧啶-5-酰氯 --> 4-苯基-2-氯嘧啶-5-酰氯 --> 4-(氯甲基)噻唑-2-胺 --> 依托度酸 --> 4-丙基苯甲酸 --> 3-二甲基氨基苯甲酰氯 --> 1,3,5-三甲基-1H-吡唑-4-甲酸 --> 5-溴水杨酰胺 --> 邻甲氧基苯甲酰氯 --> 2-[5-(苄氧基)-1基-吲哚-3基]-2-氧代乙酸甲酯 --> 爱普列特 --> 肉桂酰氯 --> 5-苄氧基色胺 --> 联苯-4-甲酰氯 --> 对氰基苯甲酰氯 --> 3,5-二甲基-吡唑-4-羧酸 --> 苯甲酰异氰酸脂 --> 2-[5-(苄氧基)-1基-吲哚-3基]-2-氧代乙酸 --> 4-二甲氨基苯甲酰氯 --> 氯乙酰异氰酸酯 --> 2-氯苯甲酰异氰酸酯 --> 唑吡坦 --> 阿尔吡登
  • 海关编码:29171990
  • 图谱信息:草酰氯(79-37-8)红外图谱(IR1)
  • 草酰氯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80096382 草酰氯(*) 100g 473元 2011/08/23 80096326 草酰氯（*） 100ml 46.8元 2011/04/16 O0082 草酰氯 Oxalyl Chloride 25G 320元
  • 敏感性:Moisture Sensitive
  • Sigma Aldrich:79-37-8(sigmaaldrich)

系列性分类

  1. Research Essentials 基础科研
  2. Essential Chemicals - Research Essentials
  3. Inorganic Salts, Solutions and Reagents - Essential Chemicals
  4. Reagent Grade - Inorganic Salts, Solutions and Reagents
  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
  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
  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
  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
  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. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Acid Halides 酸性卤化物(酰氯等)
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. T - Alphabetic
  5. TP - TZ - T
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Halogenation
  1. Acyl halide
  2. acyl chloride