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苯基碘二氧 | 932-72-9

苯基碘二氧结构式图片|932-72-9结构式图片
苯基碘二氧
(Dichloroiodo)benzene
932-72-9
C6H5Cl2I
274.914372205734
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:苯基碘二氧结构式
苯基碘二氧价格
名称和标识符
MDL MFCD00001034
InChIKey KSRHWBLHVZJTKV-UHFFFAOYSA-N
Inchi 1S/C6H5Cl2I/c7-9(8)6-4-2-1-3-5-6/h1-5H
SMILES ClI(C1C=CC=CC=1)Cl
别名信息
- 中文别名 -
  • (二氯碘)-苯
  • 2,3-二氯碘苯
  • 二氯化碘苯
  • 苯基碘二氧
  • 2-氟硝基苯
  • 1-氟-2-硝基苯
- 英文别名 -
  • Benzene, (dichloriodo)-
  • (DICHLOROIODO)-BENZENE
  • dichloro(phenyl)-λ<sup>3</sup>-iodane
  • 1-Fluoro-2-nitrobenzene
  • Benzene, (dichloroiodo)- (7CI, 8CI)
  • Benzene, iodo-, dichloride (6CI)
  • Dichlorophenyliodine (ACI)
  • (Dichloroiodo)benzene
  • Chlorophenyliodonium chloride
  • Iodobenzene dichloride
  • NSC 149834
  • Phenyl iodosochloride
  • Phenylchloroiodonium chloride
  • Phenyliodine dichloride
  • Phenyliodonium dichloride
  • Phenyliodoso dichloride
物化性质
实验特性
LogP 3.67020
PSA 0.00000
折射率 1.532
沸点 116 ºC
熔点 -9--6 ºC
闪点 94 ºC
颜色与性状 黄色晶体。
密度 1.338
计算特性
精确分子量 273.88100
氢键供体数量 0
氢键受体数量 0
可旋转化学键数量 1
同位素质量 273.881
重原子数量 9
复杂度 79.1
同位素原子数量 0
确定原子立构中心数量 0
不确定原子立构中心数量 0
确定化学键立构中心数量 0
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) 4.2
互变异构体数量
表面电荷 0
拓扑分子极性表面积 0A^2
生产方法和用途
用途 选择性氯化剂,使烯键加成,与炔键生成反式二氯化物。与饱和光分解生成氯代物。氧化剂,使仲醇氧化成酮。制亚碘酰苯、碘酰苯、二乙酸碘苯和二(三氟乙酸)碘苯等。
生产方法 在装有搅拌器、氯气导入管和导出管(带氯化钙干燥管)并避光的三颈瓶中,放入150ml干燥氯仿和102g(0.5mol)碘苯,瓶用冰盐混合物冷却,迅速通入干燥氯气(经浓硫酸洗涤)到过量(通常约需3h).吸滤出黄色晶体,用氯仿洗涤,放在滤纸上在空气中干燥。得120~134g(89%~94%)
合成路线

合成路线:1 步

反应条件:
参考文献:
General method for synthesis of aryliodoso derivatives under aprotic conditions by reaction of iodosobenzene with substituted trimethylsilanes
Zefirov, N. S.; Safronov, S. O.; Kaznacheev, A. A.; Zhdankin, V. V., Zhurnal Organicheskoi Khimii, 1989, 25(8), 1807-8

合成路线:1 步

反应条件:
参考文献:
Synthesis of 3,3-dichloro-2-oxindoles from isatin-3-p-tosylhydrazones and (dichloroiodo)benzene
Hepples, Charlotte ; Murphy, Graham K., Tetrahedron Letters, 2015, 56(35), 4971-4974

合成路线:1 步

反应条件:
参考文献:
Halocarbocyclization versus dihalogenation: substituent directed iodine(III) catalyzed halogenations
Stodulski, Maciej; Goetzinger, Alissa; Kohlhepp, Stefanie V.; Gulder, Tanja, Chemical Communications (Cambridge, 2014, 50(26), 3435-3438

合成路线:1 步

反应条件:
参考文献:
Novel oxidative, liquid-phase chlorination procedures for the preparation of (dichloroiodo)arenes from iodoarenes
Obeid, N.; Skulski, L., Polish Journal of Chemistry, 2000, 74(11), 1609-1615

合成路线:1 步

反应条件:
参考文献:
Liquid-phase and biphasic chlorination of some iodoarene to form (dichloroiodo)arenes with sodium peroxodisulfate as the oxidant
Baranowski, Andrzej; Plachta, Dariusz; Skulski, Lech; Klimaszewska, Marzena, Journal of Chemical Research, 2000, (9), 435-437

合成路线:1 步

反应条件:
参考文献:
Conversion of aryl iodides into aryliodine(III) dichlorides by an oxidative halogenation strategy using 30% aqueous hydrogen peroxide in fluorinated alcohol
Podgorsek, Ajda; Iskra, Jernej, Molecules, 2010, 15, 2857-2871

合成路线:1 步

反应条件:
参考文献:
Phenyliodine(III) dichloride
Knight, David W.; Russell, Glen A., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, 1, 1-4

合成路线:1 步

反应条件:
参考文献:
Iodobenzene dichloride
Lucas, H. J.; Kennedy, E. R., Organic Syntheses, 1942, 22, 69-70

合成路线:1 步

反应条件:
参考文献:
On the activation of PhICl2 with pyridine
Poynder, Tiffany B.; Chamorro Orue, Analia I.; Tania; Sharp-Bucknall, Lachlan; Flynn, Matthew T.; et al, Chemical Communications (Cambridge, 2021, 57(40), 4970-4973

合成路线:1 步

反应条件:
参考文献:
Iodobenzene dichloride as a stoichiometric oxidant for the conversion of alcohols into carbonyl compounds; two facile methods for its preparation
Zhao, Xue-Fei; Zhang, Chi, Synthesis, 2007, (4), 551-557

合成路线:1 步

反应条件:
参考文献:
One-pot procedures for preparing (dichloroiodo)arenes from arenes and diiodine, with chromium(VI) oxide as the oxidant
Obeid, Nicolas; Skulski, Lech, Molecules [online computer file], 2001, 6(11), 869-874

合成路线:1 步

反应条件:
参考文献:
Large-Scale Preparation of Iodobenzene Dichloride and Efficient Monochlorination of 4-Aminoacetophenone
Zanka, Atsuhiko; Takeuchi, Hiroki; Kubota, Ariyoshi, Organic Process Research & Development, 1998, 2(4), 270-273

合成路线:1 步

反应条件:
参考文献:
Geminal Dichlorination of Phenyliodonium Ylides of β-Dicarbonyl Compounds through Double Ligand Transfer from (Dichloroiodo)benzene
Tao, Jason; Tuck, Tina N.; Murphy, Graham K., Synthesis, 2016, 48(5), 772-782

合成路线:1 步

反应条件:
参考文献:
Preparation of selenyl 1,3-oxazines via PhICl2/Cu2O-promoted aminoselenation of O-homoallyl benzimidates with diselenides
Zhang, Linlin; Qi, Lin; Chen, Jia-Min; Dong, Wei; Fang, Zhuo-Yue; et al, Chemical Communications (Cambridge, 2021, 57(94), 12655-12658

合成路线:1 步

反应条件:
参考文献:
A practical synthetic method of iodoarene difluorides without fluorine gas and mercury salts
Sawaguchi, Masanori; Ayuba, Shinichi; Hara, Shoji, Synthesis, 2002, (13), 1802-1803

合成路线:1 步

反应条件:
参考文献:
Synthesis and Reactivity of Fluorous and Nonfluorous Aryl and Alkyl Iodine(III) Dichlorides: New Chlorinating Reagents that are Easily Recycled using Biphasic Protocols
Podgorsek, Ajda; Jurisch, Markus; Stavber, Stojan; Zupan, Marko; Iskra, Jernej; et al, Journal of Organic Chemistry, 2009, 74(8), 3133-3140

合成路线:1 步

反应条件:
参考文献:
Oxidative chlorination of various iodoarenes to (dichloroiodo)arenes with chromium(VI) oxide as the oxidant
Kaimierczak, Pawet; Skulski, Lech; Obeid, Nicolas, Journal of Chemical Research, 1999, (1), 64-65

合成路线:1 步

反应条件:
参考文献:
Iodobenzene Dichloride in the Esterification and Amidation of Carboxylic Acids: In-Situ Synthesis of Ph3PCl2
Carle, Myriam S.; Shimokura, Grace K.; Murphy, Graham K., European Journal of Organic Chemistry, 2016, 2016(23), 3930-3933

合成路线:1 步

反应条件:
参考文献:
Synthesis of 3,3-dichloroindolin-2-ones from isatin-3-hydrazones and (dichloroiodo)benzene
Coffey, Keith E.; Moreira, Ryan; Abbas, Farhana Z.; Murphy, Graham K., Organic & Biomolecular Chemistry, 2015, 13(3), 682-685
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