(Diacetoxyiodo)Benzene 碘苯二乙酸

CAS 3240-34-4 MFCD00008692

化学结构图

3240-34-4
SMILES: CC(=O)O[IH2](OC(C)=O)c1ccccc1

化学属性

Mol. FormulaC10H11IO4
Mol. Weight322.10
Density1.422
Melting Point161-163°C
TSCAYes
Solubility不溶
Stability对光敏感
pH:A

别名和识别编码

Chemical Name(Diacetoxyiodo)Benzene
MDL NumberMFCD00008692
CAS Number3240-34-4
EC Number221-808-1
Beilstein Registry Number 1879369
Synonym (Diacetoxyiodo)benzene {LY} (Diacetoxyiodo)benzene {} {LY} (Diacetoxyiodo)benzene {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Diacetoxyiodo)benzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Diacetoxy
PubChem Substance ID87571686
Chemical Name Translation碘苯二乙酸
Reaxys-RN1879369
Wiswesser Line Notation1VO-I-R &OV1 &5/10
InChIKeyZBIKORITPGTTGI-UHFFFAOYSA-N
LabNetwork Molecule IDLN00190037
Canonical SMILESO=C(OI(C1=CC=CC=C1)OC(C)=O)C
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分类

  • {SNA} C-H Activation, Catalysis and Inorganic Chemistry, Chemical Synthesis, Hypervalent Iodine, Oxidizing Agents, Synthetic Reagents
  • {SNA} C-H Activation, Catalysis and Inorganic Chemistry, Chemical Synthesis, Hypervalent Iodine, Oxidants, Oxidizing Agents, Synthetic Reagents

产品应用

  • 铑催化烯烃氮杂环丙烷磺酸酯氧化剂。
  • 在常温下使用钯催化吲哚的2 - 芳基化
  • 各种各样的杂环化合物合成的有用的试剂。

相关文献及参考

  • For use in the Pd(II)-catalyzed functionalization of sp2 and sp3 C-H bonds, see: J. Am. Chem. Soc., 126, 2300 (2004).
  • For a review of the ɑ-functionalization of carbonyl compounds by hypervalent iodine reagents, see: Contemp. Org. Synth., 2, 121 (1995).
  • In the presence of triethyl orthoformate, aryl ethyl ketones undergo a rearrangement to ɑ-methyl arylacetates: Synthesis, 231 (1984):
  • In combination with iodine, forms the acyl hypoiodite, which adds to alkenes: Bull. Chem. Soc. Jpn., 41, 1476 (1968), iodinates alkylbenzenes: J. Am. Chem. Soc., 90, 6187 (1968), and effects the decarboxylative iodination of aromatic carboxylic acids: Synth. Commun., 18, 1327 (1988).
  • Beilstein: 5,IV,693
  • For a brief feature on uses of the reagent in synthesis, see: Synlett, 657 (2006). For reviews of the use of polyvalent iodine compounds in organic synthesis, see: Synthesis, 709 (1984); Acc. Chem. Res., 19, 244 (1986); Chem. Rev., 96, 1123 (1996). For a monograph, see: A Varvoglis, The Organic Chemistry of Polycoordinated Iodine, VCH, N.Y. (1992).
  • Versatile oxidizing and acetoxylating agent.
  • Similarly, in the presence of an orthoformate and sulfuric acid, flavanones undergo a 1,2-aryl shift to give 2-aryl-2,3-dihydrobenzofuran-3-carboxylates: Bull. Chem. Soc. Jpn., 68, 1168 (1995). However, iodosobenzene diacetate alone oxidizes flavanones to flavones: J. Chem. Res. (Synop.), 213 (1995). For a review of the use of the reagent in heterocyclic synthesis, see: Synlett, 221 (1994).
  • Treatment with aqueous NaOH gives the useful selective oxidant iodosobenzene (iodosylbenzene): Org. Synth. Coll., 5, 658 (1973).
  • Converts primary aliphatic amides to amines, by Hofmann degradation: J. Org. Chem., 44, 1746 (1979); Synthesis, 266 (1981); 31 (1983). For use in the s
  • Useful reagent for mild, rapid cleavage of 1,3-dithianes to the parent carbonyl compounds: Syn. Commun., 30, 4081 (2000).
  • For a brief feature on uses of

安全信息

Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • 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;
  • S37 Wear suitable gloves 戴适当手套;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/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
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • 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。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+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
RTECSDA3525000
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
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Hazard Codes Xi
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
Packing GroupIII
Hazard Class6.1(b)
UN Number 1479
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#02976

其他信息

  • Sigma Aldrich:3240-34-4(sigmaaldrich)
  • MOL 文件:3240-34-4.mol
  • 海关编码:29310095
  • F:4.10-8
  • 用途二:用作拓扑替康中间体
  • 不溶于水。
  • Acros Organics:二乙酸碘代苯 Iodobenzene diacetate, 98%(3240-34-4)
  • Alfa Aesar:二乙酸亚碘酰苯,98+% Iodosobenzene diacetate, 98+%(3240-34-4)
  • 碘苯二乙酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 I0330 碘苯二乙酸酯 Iodobenzene Diacetate 250G 1980元 2014/06/02 I0330 碘苯二乙酸酯 Iodobenzene Diacetate 10G 185元 2014/06/02 I0330 碘苯二乙酸酯 Iodobenzene Diacetate 25G 382元
  • Hazard Note:Irritant
  • MSDS 信息:(Diacetoxyiodo)benzene(3240-34-4).msds
  • 上游原料:乙酸 --> 乙酐 --> 过氧化氢 --> 醋酸 --> 碘苯
  • 检测方法:HPLC,NMR,TITR
  • 用途一:氧化剂
  • TCI Shanghai:碘苯二乙酸酯 Iodobenzene Diacetate,>;97.0%(T)(3240-34-4)
  • 图谱信息:碘苯二乙酸(3240-34-4)红外图谱(IR1) 碘苯二乙酸(3240-34-4)红外图谱(IR2) 碘苯二乙酸(3240-34-4)质谱(MS) 碘苯二乙酸(3240-34-4)核磁图( 13 CNMR) 碘苯二乙酸(3240-34-4)核磁图( 1 HNMR)
  • 存储注意事项:光敏感
  • 碘苯二乙酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 I0330 碘苯二乙酸酯 Iodobenzene Diacetate 250G 4080元 2011/04/16 I0330 碘苯二乙酸酯 Iodobenzene Diacetate 10G 388元 2011/04/16 I0330 碘苯二乙酸酯 Iodobenzene Diacetate 25G 650元
  • 敏感性:Light Sensitive

系列性分类


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