2-碘苯磺酸 | 63059-25-6

• 物质功能分类: 化学试剂 - 有机试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-碘苯磺酸
• 中文别名: 邻碘苯磺酸
• 英文名称: 2-iodobenzenesulfonic acid
• CAS: 63059-25-6
• 化学式: C₆H₅IO₃S
• mdl: MFCD01860232
• 分子量: 284.074
• InChiKey: ZJTNYBYLBTVLRD-UHFFFAOYSA-N

物化性质

• 熔点：
  344-345 °C
• 密度：
  2.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  8
• 海关编码：
  2904909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Iodobenzenesulfonic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Iodobenzenesulfonic acid
CAS number: 63059-25-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C6H5IO3S
Molecular weight: 284.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen Iodide, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-碘苯磺酸 在 五氯化磷 、 三氯氧磷 作用下， 以 neat (no solvent) 为溶剂， 以75%的产率得到2-碘苯-1-磺酰氯
  参考文献：
  名称：

  使用自由基易位芳基化基团对酰胺中的 α-C(sp3)-H 键进行官能化

  摘要：

  据报道，使用 2-碘芳基磺酰基自由基易位芳基化 (RTA) 基团对 N-烷基酰胺进行 α-C-H 芳基化。该方法允许在酰胺中构建α-季碳中心。各种单取代和二取代的 RTA 基团适用于伯、仲和叔 α-C(sp 3 )-H-键的芳基化。这些自由基转化以良好到优异的产率进行，级联包括 1,6-氢原子转移，随后是 1,4-芳基迁移以及随后的 SO 2挤出。

  DOI：

  10.1002/anie.202013275
• 作为产物：
  描述：

  2-碘苯-1-磺酰氯 在 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以100%的产率得到2-碘苯磺酸
  参考文献：
  名称：

  超强酸活化芳胺的互补位点选择性磺酰化

  摘要：

  在超酸性条件下，苯胺和吲哚衍生物在低温下用易于获得的芳烃磺酸或芳烃磺酰肼进行磺酰化。通过质子化修饰官能团导向效应，该方法通过克服亲电芳香取代的先天区域选择性，允许非经典位点官能化。这种超强酸介导的芳烃磺酰化是对现有方法的补充，可以通过质子化保护应用于天然生物碱和活性药物成分的后期位点选择性功能化。

  DOI：

  10.1021/acs.orglett.1c00994
• 作为试剂：
  描述：

  5-壬醇 在 potassium peroxymonosulfate 、 2-碘苯磺酸 作用下， 以 乙酸乙酯 为溶剂， 反应 10.0h， 以100%的产率得到5-壬酮
  参考文献：
  名称：

  METHOD FOR PRODUCING CARBONYL COMPOUND AND PRO-OXIDANT USED FOR PRODUCTION OF CARBONYL COMPOUND

  摘要：

  公开号：

  EP2085373B8

文献信息

• Functionalization of α‐C(sp ³ )−H Bonds in Amides Using Radical Translocating Arylating Groups
  作者：Niklas Radhoff、Armido Studer

  DOI：10.1002/anie.202013275

  日期：2021.2.15

  α‐C−H arylation of N‐alkylamides using 2‐iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α‐quaternary carbon centers in amides. Various mono‐ and disubstituted RTA‐groups are applied to the arylation of primary, secondary, and tertiary α‐C(sp3)−H‐bonds. These radical transformations proceed in good to excellent yields and the cascades

  据报道，使用 2-碘芳基磺酰基自由基易位芳基化 (RTA) 基团对 N-烷基酰胺进行 α-C-H 芳基化。该方法允许在酰胺中构建α-季碳中心。各种单取代和二取代的 RTA 基团适用于伯、仲和叔 α-C(sp 3 )-H-键的芳基化。这些自由基转化以良好到优异的产率进行，级联包括 1,6-氢原子转移，随后是 1,4-芳基迁移以及随后的 SO 2挤出。
• PROCESS FOR PRODUCING AMINOALKYLSULFONIC ACID AND METHOD OF SALT EXCHANGE FOR SALT THEREOF
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：EP1548002A1

  公开（公告）日：2005-06-29

  The present invention relates to a method for efficiently producing an aminoalkylsulfonic acid in an industrial scale, and provides    "a process for producing an aminoalkylsulfonic acid represented by the general formula [2]:    wherein R1 and R2 are each independently a hydrogen atom, an alkyl group, an aryl group or an aralkyl group; and R3 and R4 are each independently a hydrogen atom or an alkyl group, comprising reacting an aminoalkylsulfonate salt represented by the general formula [1]:    wherein M is an alkali metal atom, an organic ammonium ion or an ammonium ion; and R1 to R4 are the same as described above,    an aqueous solution thereof, or a solution dissolving any one of them in a water-soluble organic solvent, selected from alcohols having 1 to 3 carbon atoms, carboxylic acids having 2 to 12 carbon atoms and dimethylformamide, with an organic acid; and    a method of salt exchange for an aminoalkylsulfonate salt represented by the general formula [1']:    wherein M' is an alkali metal atom, an organic ammonium ion or an ammonium ion; and R1 and R4 are the same as described above, comprising reacting an aminoalkylsulfonate salt represented by the above general formula [2] with a hydroxide represented by the general formula [6]:         M'OH     [6]    wherein M' is the same as described above, in an alcohol or water".

  本发明涉及一种在工业规模上高效生产氨基磺酸的方法，并提供“一种生产由通式[2]表示的氨基磺酸的方法：其中R1和R2分别是氢原子、烷基、芳基或芳基烷基；R3和R4分别是氢原子或烷基的氨基磺酸盐发生反应所得的方法，通式[1]表示如下：其中M是碱金属原子、有机铵离子或铵离子；R1至R4与上述相同，其水溶液或将任何一种溶解于水溶性有机溶剂中的溶液，所选的有1至3个碳原子的醇、有2至12个碳原子的羧酸和二甲基甲酰胺，与有机酸反应；以及氨基磺酸盐交换的方法，通式[1']表示如下：其中M'是碱金属原子、有机铵离子或铵离子；R1和R4与上述相同，包括将上述通式[2]表示的氨基磺酸盐与通式[6]表示的氢氧化物发生反应：M'OH [6]其中M'与上述相同，在醇或水中”。
• Switchable Divergent Synthesis in Gold-Catalyzed Difunctionalizations of <i>o</i>-Alkynylbenzenesulfonamides with Aryldiazonium Salts
  作者：Jun Li、Hongwei Shi、Shan Zhang、Matthias Rudolph、Frank Rominger、A. Stephen K. Hashmi

  DOI：10.1021/acs.orglett.1c02621

  日期：2021.10.15

  Gold-catalyzed difunctionalizations of o-alkynylbenzenesulfonamides with aryldiazonium salts are reported herein. Upon irradiation with the blue LEDs, benzosultam products were formed via aminoarylation accompanied by the release of N2. Without irradiation, aryldiazonium salts were engaged as efficient electrophiles, facilitating electrophilic deaurations of the vinyl-Au(I) intermediates, followed

  本文报道了金催化的邻炔基苯磺酰胺与芳基重氮盐的双官能化。在用蓝色 LED 照射后，苯磺舒坦产物通过氨基芳基化形成，伴随着 N 2的释放。在没有辐照的情况下，芳基重氮盐作为有效的亲电试剂，促进乙烯基-Au(I) 中间体的亲电脱氢，然后互变异构化得到N-芳基取代的 α-亚氨基 ( E )-腙。6 -endo-dig和 5 -exo-dig环化的区域选择性非常好。
• [EN] PROCESS FOR THE PREPARATION OF ESTETROL<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'ESTÉTROL
  申请人：PANTARHEI BIOSCIENCE BV

  公开号：WO2013012328A1

  公开（公告）日：2013-01-24

  The present invention relates to a process for the preparation of estra-1,3,5(10)- trien-3, 15α, 16α, 17β-tetraol (estetrol), via a silyl enol ether derivative 17-B-oxy-3-A-oxy-estra-l,3,5(10), 16-tetraene, wherein A is a protecting group and B is -Si(R2)3. The invention further relates to a process for the synthesis of 3-A-oxy-estra-1,3,5(10), 15-tetraen-17-one, wherein A is a protecting group, via said silyl enol ether derivative.

  本发明涉及一种制备雌二醇（estetrol）的过程，通过硅烯醇醚衍生物17-B-氧基-3-A-氧基-雌三烯-1,3,5(10),16-四烯制备，其中A是保护基，B是-Si(R2)3。该发明还涉及一种合成3-A-氧基-雌三烯-1,3,5(10),15-四烯-17-酮的过程，其中A是保护基，通过上述硅烯醇醚衍生物实现。
• Process for the preparation of estetrol
  申请人：Pantarhei Bioscience B.V.

  公开号：EP2383279A1

  公开（公告）日：2011-11-02

  The present invention relates to a process for the preparation of estra-1,3,5(10)-trien-3,15α,16α,17β-tetraol (estetrol), via a silyl enol ether derivative 17-B-oxy-3-A-oxy-estra-1,3,5(10),16-tetraene, wherein A is a protecting group and B is ―Si(R2)3. The invention further relates to a process for the synthesis of 3-A-oxy-estra-1,3,5(10),15-tetraen-17-one, wherein A is a protecting group, via said silyl enol ether derivative.

  本发明涉及一种制备雌三醇（estetrol）的过程，通过使用硅烯醇醚衍生物17-B-氧-3-A-氧-雌三烯-1,3,5(10),16-四烯，其中A是保护基，B是―Si(R2)3。该发明还涉及一种合成3-A-氧-雌三烯-1,3,5(10),15-四烯-17-酮的过程，其中A是保护基，通过上述硅烯醇醚衍生物。