[Hydroxy(tosyloxy)iodo]benzene [羟基(对甲苯磺酰氧基)碘]苯

CAS 27126-76-7 MFCD00011547

化学结构图

27126-76-7
SMILES: Cc1ccc(S(=O)(=O)O[IH2](O)c2ccccc2)cc1

化学属性

Mol. FormulaC13H13IO4S
Mol. Weight392.21
Melting Point131-136°
TSCANo
Density1.422
Stability对光敏感

别名和识别编码

Chemical Name[Hydroxy(tosyloxy)iodo]benzene
CAS Number27126-76-7
Alfabeta NameHYDROXYTOSYLOXYIODOBENZENE ()
MDL NumberMFCD00011547
Synonym Phenyliodosohydroxy Tosylate 羟基甲苯磺酰碘苯 NSC 294176 Phenyliodosyl hydroxide tosylate Koser 试剂 Iodosobenzene-I-mono-p-toluenesulfonate [Hydroxy(4-toluenesulfonato)iodo]benzene 羟基(甲苯磺酰氧代)碘苯 Hydroxy(phenyl)iodo tosylate
Beilstein Registry Number2150074
PubChem Substance ID325434
EC Number000-000-0
Reaxys-RN2150074
Merck Number5321
Chemical Name Translation[羟基(对甲苯磺酰氧基)碘]苯
InChIInChI=1S/C13H13IO4S/c1-11-7-9-13(10-8-11)19(16,17)18-14(15)12-5-3-2-4-6-12/h2-10,15H,1H3
LabNetwork Molecule IDLN00139501
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分类

  • {SNA} Chemical Synthesis, Hypervalent Iodine, Oxidizing Agents, Synthetic Reagents

相关文献及参考

  • Alkenes are converted to cis-1,2-ditosyloxyalkanes: J. Org. Chem., 49, 2462 (1984). Unconjugated alkenoic acids undergo cyclization to tosyloxy lactones: Tetrahedron Lett., 27, 4557 (1984); alkenedioic acids give bis-lactones with cis stereoselectivity: Tetrahedron Lett., 27, 5437 (1984):
  • Benzylic alcohols can be oxidized to benzaldehydes in high yield under microwave irradiation: Tetrahedron Lett., 45, 4939 (2004).
  • Can be used as a source of a phenyl group in the Stille coupling with organostannanes: Tetrahedron Lett., 37, 531 (1996).
  • For a comprehensive review of polyvalent iodine compounds, see: Chem. Rev., 96, 1123 (1996).
  • Ketones and ß-dicarbonyl compounds give the ɑ-tosyloxy derivatives: J. Org. Chem., 47, 2487 (1982); see also Synth. Commun., 32, 1875 (2002). For a review of the ɑ-functionalization of carbonyl compounds by hypervalent iodine reagents, see: Contemp. Org. Synth., 2, 121 (1995). Reaction rates are increased by sonication: Tetrahedron Lett., 33, 7647 (1992). Flavanones undergo oxidative rearrangement to isoflavones: Synlett, 337 (1990). For a review of the use of the reagent in heterocyclic synthesis, see: Synlett, 221 (1994).
  • Merck: 14,5321
  • Reagent for ɑ-tosyloxylation of various functional groups; review: Synlett, 337 (1990).
  • Sulfides are oxidized to sulfoxides in high yields: Synth. Commun., 27, 1315 (1997). In refluxing acetonitrile, alkyl amides are converted to amine tosylates: J. Org. Chem., 51, 2669 (1986), giving better yields from long-chain amides than the classical Hofmann and Curtius methods: J. Org. Chem., 53, 5158 (1988).

安全信息

Warnings IRRITANT
GHS Symbol
Precautionary statements
  • 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。
  • 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
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P302+P352+P332+P313+P362+P364
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P332+P313
  • P305+P351+P338+P337+P313
  • P302+P350
  • P337+P313
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
WGK Germany3
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Signal word
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;
  • S37 Wear suitable gloves 戴适当手套;
  • 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;
  • 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;
Risk Statements
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition Light Sensitive 对光敏感,避光保存.
Hazard Codes Xi

系列性分类


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