3-氯-2-碘甲苯 | 5100-98-1

• 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: 3-氯-2-碘甲苯
• 中文别名: 3-氯-2-碘甲苯,；2-碘-3-氯甲苯
• 英文名称: 1-chloro-2-iodo-3-methylbenzene
• 英文别名: 3-chloro-2-iodotoluene
• CAS: 5100-98-1
• 化学式: C₇H₆ClI
• mdl: MFCD00051756
• 分子量: 252.482
• InChiKey: FTGLKPMFTLNUBN-UHFFFAOYSA-N

物化性质

• 熔点：
  25-27°C
• 沸点：
  134-136°C 20mm
• 密度：
  1.806
• 闪点：
  134-136°C/20mm
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险类别码：
  R36/38
• 海关编码：
  2903999090
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloro-2-iodotoluene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H318: Causes serious eye damage
H335: May cause respiratory irritation
H410: Very toxic to aquatic life with long lasting effects
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P273: Avoid release to the environment
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Chloro-2-iodotoluene
CAS number: 5100-98-1

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H6ClI
Molecular weight: 252.5

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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 chloride, hydrogen Iodide.

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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：

  3-氯-2-碘甲苯 在 potassium phosphate 、 N-溴代丁二酰亚胺(NBS) 、 [1,1’-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane 、 三氟乙酸 、 1,1'-偶氮(氰基环己烷) 作用下， 以 1,4-二氧六环 、 四氯化碳 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 2-[2-(6-bromo-2-oxo-1,3-dihydrobenzimidazol-5-yl)-3-chlorophenyl]acetonitrile
  参考文献：
  名称：

  发现和表征对TARP-γ8有选择性的AMPA受体调节剂。

  摘要：

  离子型谷氨酸受体的α-氨基-3-羟基-5-甲基-4-异恶唑-丙酸（AMPA）亚型成员介导哺乳动物脑和脊髓内大多数快速突触传递，是治疗干预的有吸引力的靶标。在这里，我们描述了新型AMPA受体调节剂，其需要辅助蛋白CACNG8的存在，也称为跨膜AMPA受体调节蛋白γ8（TARP-γ8）。使用钙通量，放射性配体结合和野生型和突变形式的TARP-γ8的电生理测定，我们证明这些化合物具有新颖的作用机制，与TARP和成孔亚基之间相互作用的部分破坏相一致频道的 分子之一，[5- [2-氯-6-（三氟甲氧基）苯基] -1，3-二氢苯并咪唑-2-酮（JNJ-55511118）具有出色的药代动力学特性，口服后具有较高的受体占有率。该分子对海马内的神经传递具有强烈的剂量依赖性抑制作用，并具有很强的抗惊厥作用。在啮齿动物体内模型中，在高水平的受体占有率下，JNJ-55511118在脑电图上的某些谱带显示出明显的减

  DOI：

  10.1124/jpet.115.231712
• 作为产物：
  描述：

  2-氯-6-甲基苯胺 在 亚硝酸 、 potassium iodide 作用下， 生成 3-氯-2-碘甲苯
  参考文献：
  名称：

  乙烯基硅基格氏试剂可作为芳烃捕集阱。（芳基烯基）硅烷的新途径。

  摘要：

  描述了通过用乙烯基三甲基甲硅烷基格氏试剂亲核捕获芳烃来制备（芳基烯基）硅烷的一般方法。

  DOI：

  10.1016/s0040-4039(00)82473-9

文献信息

• Facile access to sterically hindered aryl ketones via carbonylative cross-coupling: application to the total synthesis of luteolin
  作者：B. Michael O’Keefe、Nicholas Simmons、Stephen F. Martin

  DOI：10.1016/j.tet.2011.03.074

  日期：2011.6

  achieving the carbonylative cross-coupling of sterically hindered, ortho-disubstituted aryl ketones is reported. The commercially available PEPPSI-IPr catalyst is shown to efficiently promote the carbonylative cross-coupling of hindered ortho-disubstituted aryl iodides to give diaryl ketones; traditional phosphine catalysts are less effective. Carbonylative Suzuki-Miyaura cross-couplings provide a diverse array

  报道了实现空间位阻、邻二取代芳基酮的羰基化交叉偶联的通用和温和的方案。市售的 PEPPSI-IPr 催化剂被证明可以有效地促进受阻邻位二取代芳基碘化物的羰基化交叉偶联，得到二芳基酮；传统的膦催化剂效果较差。羰基化 Suzuki-Miyaura 交叉偶联提供了多种联芳基酮，产率从高到高。还显示相同的催化剂催化羰基化 Negishi 交叉偶联反应，利用各种炔基-锌试剂产生相应的炔基芳基酮。报道了这种新方法在天然产物木犀草素合成中的应用。
• INDOLE CARBOXAMIDE COMPOUNDS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160115126A1

  公开（公告）日：2016-04-28

  Disclosed are compounds of Formula (I): or a salt thereof, wherein: X is CR 4 or N; R 1 , R 2 , R 3 , R 4 , and A are defined herein. Also disclosed are methods of using such compounds as inhibitors of Bruton's tyrosine kinase (Btk), and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

  揭示了Formula (I)的化合物： 或其盐，其中：X为CR 4 或N；R 1 ，R 2 ，R 3 ，R 4 和A在此处定义。还揭示了使用这些化合物作为Bruton's酪氨酸激酶（Btk）抑制剂的方法，以及包含这些化合物的药物组合物。这些化合物在治疗、预防或减缓各种治疗领域的疾病或疾病的进展方面非常有用，如自身免疫疾病和血管疾病。
• [EN] INDANYLOXYDIHYDROBENZOFURANYLACETIC ACIDS<br/>[FR] ACIDES INDANYLOXYDIHYDROBENZOFURANYLACÉTIQUES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2012072691A1

  公开（公告）日：2012-06-07

  The present invention relates to compounds defined by formula (I) wherein the variables R1, R2, R3, m, and n are defined as in claim 1, possessing valuable pharmacological activity. Particularly, the compounds are activators of the receptor GPR40 and thus are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有式(I)定义的化合物，其中变量R1、R2、R3、m和n如权利要求1中定义，具有宝贵的药理活性。特别是，这些化合物是GPR40受体的激动剂，因此适合用于治疗和预防可以通过这种受体影响的疾病，例如代谢性疾病，特别是2型糖尿病。
• Rhodium-Catalyzed Atroposelective [2 + 2 + 2] Cycloaddition of <i>Ortho</i>-Substituted Phenyl Diynes with Nitriles: Effect of <i>Ortho</i> Substituents on Regio- and Enantioselectivity
  作者：Kenichi Kashima、Kota Teraoka、Hidehiro Uekusa、Yu Shibata、Ken Tanaka

  DOI：10.1021/acs.orglett.6b00791

  日期：2016.5.6

  Axially chiral 3-(2-halophenyl)pyridines were successfully synthesized in high yields with excellent enantioselectivity by the cationic rhodium(I)/(S)-H8–BINAP complex-catalyzed atroposelective [2 + 2 + 2] cycloaddition of (o-halophenyl)diynes with nitriles. Interestingly, regio- and enantioselectivity highly depend on ortho substituents on the phenyl group of diynes. When the ortho substituents were

  阳离子铑（I）/（S）-H 8 -BINAP络合物催化的对位选择性[2 + 2 + 2]环加成（o -卤代苯基）二炔与腈。有趣的是，区域和对映体选择性高度取决于二炔的苯基上的邻位取代基。当邻位取代基为甲氧基和甲氧基羰基时，轴向手性3-芳基吡啶是主要产物，而对映选择性显着降低。另一方面，当邻 取代基是烷基，切换区域选择性以高收率得到非手性6-芳基吡啶。
• Carbonylative Cross-Coupling of <i>ortho</i>-Disubstituted Aryl Iodides. Convenient Synthesis of Sterically Hindered Aryl Ketones
  作者：B. Michael O’Keefe、Nicholas Simmons、Stephen F. Martin

  DOI：10.1021/ol802202j

  日期：2008.11.20

  A mild and general protocol for the carbonylative cross-coupling of sterically hindered ortho-disubstituted aryl iodides is reported. Carbonylative Suzuki-Miyaura couplings of a variety of aryl boronic acids provide an array of substituted biaryl ketones in modest to excellent yield. A carbonylative Negishi coupling that utilizes alkynyl nucleophiles is also described.

  据报道，对于位阻邻位二取代的芳基碘化物的羰基交叉偶联，存在温和而通用的方案。各种芳基硼酸的羰基化Suzuki-Miyaura偶联剂以中等至极好的收率提供了一系列取代的联芳基酮。还描述了利用炔基亲核试剂的羰基Negishi偶联。

表征谱图