Chloroiodomethane 氯碘甲烷

CAS 593-71-5 MFCD00001078

化学结构图

593-71-5
SMILES: ClCI

化学属性

Mol. FormulaCH2ClI
Mol. Weight176.38
Refractive index1.5800 to 1.5850
Boiling Point108-109 °C at 760 mmHg
Density2.422 g/mL at 25 °C(lit.)
Flash PointNone
TSCANo
Appearance 无色液体。沸点107-109℃，相对密度（20/4℃）2.411，折光率1.5822。
Stability对光线敏感
Danger-Level-
pH-:-
Redox-

别名和识别编码

Chemical NameChloroiodomethane
Synonym Iodochloromethane {LY} Iodochloromethane {} {LY} Iodochloromethane {} {} {LY} Iodochloromethane {} {} {} {LY} Iodochloromethane {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Iodochloromethane {} {} {
MDL NumberMFCD00001078
CAS Number593-71-5
PubChem Substance ID11644
EC Number209-804-8
Beilstein Registry Number1,71
Alfabeta NameCHLOROIODOMETHANE
Chemical Name Translation氯碘甲烷
Reaxys-RN1730802
InChIKeyPJGJQVRXEUVAFT-UHFFFAOYSA-N
LabNetwork Molecule IDLN00182807
InChIInChI=1S/CH2ClI/c2-1-3/h1H2
Canonical SMILESICCl
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分类

  • {SNA} Alkyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks
  • {uni_hamburg} no charge; 1fragment

产品应用

  • 氯碘甲烷一般用于simmons－smith 环丙化反应，但也应用于其他方面，比如曼尼西反应、氨甲基化、环氧化、开环和末端烯烃加成。同时，氯碘甲烷也是二碘甲烷特别有用的替代选择，用以提高反应选择性和产率。

相关文献及参考

  • Short: II/19b
  • Short: II/19c
  • Can be used in place of Diiodomethane, A15457, in the Simmons-Smith cyclopropanation reaction: Bull. Chem. Soc. Jpn., 46, 892, 1895 (1973); Synthesis, 700 (1977); J. Org. Chem., 56, 6974 (1991); J. Am. Chem. Soc., 114, 2592 (1992); Tetrahedron Lett.. 34, 7157 (1993). Preferred to CH2I2 in the methylenation of allylic alcohols, resulting in a more complete reaction: J. Org. Chem., 54, 3525 (1989).
  • Beilstein:1,71
  • In the absence of added electrophile, the dilithio-derivatives undergo elimination to give alkenes in good yield: J. Chem. Soc., Chem. Commun., 1665 (1986).
  • The highly unstable ClCH2Li, generated and trapped in situ: Tetrahedron Lett., 835 (1984); 795 (1986), converts esters to chloromethyl ketones: J. Chem. Soc., Chem. Commun., 969 (1994). Adducts with ketones can be further lithiated, enabling reaction with electrophiles on carbon: J. Chem. Soc., Perkin 1, 3339 (1988):

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • 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。
  • 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。
  • 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。
  • P302+P350
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P313
  • 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。
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P332+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
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Packing GroupIII
UN Number UN2810
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
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；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
  • 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；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light Light Sensitive {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect fro
Hazard Codes Xi
Warnings IRRITANT
Hazard Class6.1
Restrict -

其他信息

  • 方法一:将二氯甲烷与碘化钠混合，在室温下搅拌，滴加二甲基甲酰胺。加毕，升温至反应物缓缓回流（约71℃）10h。静置过夜后进行水蒸气蒸馏，从馏出液中分出有机层，用水洗涤，有机层干燥后分馏得到氯碘甲烷。
  • MSDS 信息:Chloroiodomethane(593-71-5).msds
  • Sigma Aldrich:593-71-5(sigmaaldrich)
  • Acros Organics:氯碘甲烷 Chloroiodomethane, stabilized, 98%(593-71-5)
  • F:8
  • 用途一:氯碘甲烷一般用于simmons－smith 环丙化反应，但也应用于其他方面，比如曼尼西反应、氨甲基化、环氧化、开环和末端烯烃加成。同时，氯碘甲烷也是二碘甲烷特别有用的替代选择，用以提高反应选择性和产率。
  • 氯碘甲烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 C1179 氯碘甲烷(含稳定剂铜屑) Chloroiodomethane (stabilized with Copper chip) 25G 1080元 2011/04/16 C1179 氯碘甲烷(含稳定剂铜屑) Chloroiodomethane (stabilized with Copper chip) 100G 3450元 2010/06/21 222150250 氯碘甲烷 Chloroiodomethane 98%, stabilized 25 ML 2263元
  • Alfa Aesar:氯碘甲烷,铜作稳定剂,98%, Chloroiodomethane, 98%, stab. with copper(593-71-5)
  • MOL 文件:593-71-5.mol
  • 图谱信息:氯碘甲烷(593-71-5)核磁图( 1 HNMR) 氯碘甲烷(593-71-5)质谱(MS) 氯碘甲烷(593-71-5)红外图谱(IR1) 氯碘甲烷(593-71-5)核磁图( 13 CNMR)
  • 氯碘甲烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 C1179 氯碘甲烷(含稳定剂铜屑) Chloroiodomethane (stabilized with Copper chip) 25G 774元 2014/06/02 C1179 氯碘甲烷(含稳定剂铜屑) Chloroiodomethane (stabilized with Copper chip) 100G 2460元 2010/06/21 222150250 氯碘甲烷 Chloroiodomethane 98%, stabilized 25 ML 2263元
  • TCI Shanghai:氯碘甲烷(含稳定剂铜屑) Chloroiodomethane (stabilized with Copper chip),>;97.0%(GC)(593-71-5)
  • 海关编码:29034980
  • 敏感性:Light Sensitive

系列性分类

  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
  5. Alkyl 烷基卤代烃
  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
  5. Alkyl 烷基卤代烃
  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
  5. Alkenyl
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. ω-Functional Alkanols, Carboxylic Acids, Amines & Halides
  1. Haloalkyl
  2. alkyl iodide

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