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


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