(Chloromethylene)dimethyliminium chloride (氯亚甲基)二甲基氯化铵

CAS 3724-43-4 MFCD00011868

化学结构图

3724-43-4
SMILES:

化学属性

Mol. FormulaC3H7Cl2N
Mol. Weight128.00 g/mol
Melting Point132 °C
TSCAYes
Solubility起反应
Boiling Point204.27 °C at 760 mmHg

别名和识别编码

Chemical Name(Chloromethylene)dimethyliminium chloride
Synonym (CHLOROMETHYLENE) DIMETHYLIMINIUM CHLORIDE (CHLOROMETHYLENE)DIMETHYLAMMONIUM CHLORIDE (Chlormethylen)-di (Chlormethylene)dimethylammonium chloride, Vilsmeier rea (Chloromethylene)dimethylammonium chloride (Chloromethylene)dimethylammonium chloride96% (Chloromethylene)dimethylammoniumchlorlde (Chloromethylene)dimethyliminium Chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00011868
CAS Number3724-43-4
PubChem Substance ID87566542
EC Number425-970-6
Beilstein Registry Number4(4)175
Reaxys-RN3566322
Chemical Name Translation(氯亚甲基)二甲基氯化铵
InChIKeyQQVDYSUDFZZPSU-UHFFFAOYSA-M
LabNetwork Molecule IDLN00198327
Canonical SMILESC/[N+](C)=C/Cl.[Cl-]
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分类

  • {SNA} C-C Bond Formation, Chemical Synthesis, Others, Synthetic Reagents
  • {SNA} C-C Bond Formation, Chemical Synthesis, Other Synthetic Reagents for C-C Bond Formation, Synthetic Reagents
  • {uni_hamburg} no charge; 2fragments; ionic

相关文献及参考

  • Reacts with alcohols to form iminium salts which undergo nucleophilic displacement under mild conditions with inversion of configuration. The advantages of this approach over the equivalent Mitsunobu reactions (see Triphenyl­phosphine, L02502) for the activation of alcohols towards nucleophiles are that it is more suitable for scale-up and that the by-products are easily separated and of low mass. For use in cyclodehydrati
  • Short: III/20a
  • Similarly, iminium salts of secondary alcohols undergo nucleophilic displacement with K benzoate giving the ester of opposite configuration in high yield and ee: J. Chem. Soc., Chem. Commun., 1403 (1995).
  • Short: ELINCS
  • Preformed, crystalline Vilsmeier reagent useful in, e.g. formylation, dehydration, and chlorination reactions, avoiding the use of POCl3, COCl2, (COCl)2, etc. For further information on Vilsmeier reagents, see N,N-Dimethyl­formamide, A13547. Review: Adv. Org. Chem., 9, 225 (1976). Monograph: Synthesis Using Vilsmeier Reagents, C. M. Marson, P. R. Giles, CRC Press, Boca Raton, FL (1994).
  • Reacts with alcohols to form iminium salts which undergo nucleophilic displacement under mild conditions with inversion of configuration. The advantages of this approach over the equivalent Mitsunobu reactions (see Triphenyl­phosphine, L02502) for the activation of alcohols towards nucleophiles are that it is more suitable for scale-up and that the by-products are easily separated and of low mass. For use in cyclodehydration of hydroxy phenols in the synthesis of ɑ 2-adrenoreceptor antagonists, see: Tetrahedron Lett., 34, 7483 (1993):

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H290 May be corrosive to metals 可能腐蚀金属。
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges
Precautionary statements
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • 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。
  • 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。
  • P308+P313
  • P305+P351+P338+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P301+P330+P331+P310
  • P303+P361+P353
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P304+P340
  • 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。
  • P305+P351+P338
  • 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。
  • P304+P340+P310
  • P390 Absorb spillage to prevent material damage. 吸收溢出物，防止重大损害。
  • P303+P361+P353+P310+P363
  • P405 Store locked up. 上锁保管。
Signal word Danger
Safety Statements
  • 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）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
  • 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；
  • S36/37/39 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；
Packing GroupIII
UN Number UN 3261 UN3261 3261 2923
Risk Statements
  • R34 Causes burns 会导致灼伤
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R22 Harmful if swallowed 吞咽有害
  • 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
  • R14 Reacts violently with water 遇水会猛烈反应
  • R35 Causes severe burns 会导致严重灼伤
Storage condition 0-10°C 2-8°C Moisture Sensitive Store at room temperature, keep dry and cool
Hazard Codes T
Hazard Class8/6.1

其他信息

  • MOL 文件:3724-43-4.mol
  • (氯亚甲基)二甲基氯化铵价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 C1545 (氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethyliminium Chloride 25G 1290元 2014/06/02 C1545 (氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethyliminium Chloride 250G 6840元 2010/06/21 295770050 (氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethylammonium chloride 96% 5 GR 400元
  • 上游原料:氧氯化硫
  • 用途一:克林霉素的中间体。
  • Sigma Aldrich:3724-43-4(sigmaaldrich)
  • 海关编码:29252000
  • (氯亚甲基)二甲基氯化铵价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 C1545 (氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethyliminium Chloride 25G 1170元 2011/04/16 C1545 (氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethyliminium Chloride 250G 6260元 2010/06/21 295770050 (氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethylammonium chloride 96% 5 GR 400元
  • TCI Shanghai:(氯亚甲基)二甲基氯化铵 (Chloromethylene)dimethyliminium Chloride,>;95.0%(T)(3724-43-4)
  • 方法一:以二甲基甲酰胺与氯化亚硫酰反应制得。
  • F:8-10
  • Alfa Aesar:（氯亚甲基）二甲基氯化铵,96% (Chloromethylene)dimethylammonium chloride, 96%(3724-43-4)
  • 敏感性:Moisture Sensitive
  • MSDS 信息:(Chloromethylene)dimethyliminium chloride(3724-43-4).msds
  • Acros Organics:（氯亚甲基）二甲基氯化铵 (Chloromethylene)dimethylammonium chloride, 96%(3724-43-4)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Others - C-C Bond Formation
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Others - C-C Bond Formation
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Nitrogen Compounds 氮化合物
  5. Amine Salts - Nitrogen Compounds
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Wittig Reagents - Olefination

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