2-氟-6-碘甲苯 | 443-85-6

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类卤化物
• 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-氟-6-碘甲苯
• 中文别名: 2-氟-6-碘代甲苯
• 英文名称: 1-fluoro-3-iodo-2-methylbenzene
• 英文别名: 2-fluoro-6-iodotoluene；2-methyl-3-fluoroiodobenzene
• CAS: 443-85-6
• 化学式: C₇H₆FI
• 分子量: 236.028
• InChiKey: MSPXWJMFEVAKHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  117 °C/9 mmHg (lit.)
• 密度：
  1.8080 g/mL at 25 °C (lit.)
• 闪点：
  184 °F
• 稳定性/保质期：

  如果按照规格正确使用和储存，则不会发生分解，也未有已知危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26,S39,S61
• 危险品运输编号：
  UN 2810 6.1/PG 3
• WGK Germany：
  2
• 海关编码：
  2903999090
• 危险品标志：
  Xn,N
• 危险类别码：
  R22,R51/53,R41
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将贮藏器密封，并将其存放在阴凉、干燥的地方。确保工作环境有良好的通风或排气设施。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Fluoro-6-iodotoluene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H318: Causes serious eye damage
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Fluoro-6-iodotoluene
CAS number: 443-85-6

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H6FI
Molecular weight: 236

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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 fluoride, 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
UN Number: UN2810 Class: 6.1 Packing group: III
Proper shipping name: TOXIC, LIQUIDS, ORGANIC, N.O.S. OR TOXIC, LIQUIDS, ORGANIC, N.O.S. INHALA-
TION HAZARD, PACKING GROUP I, ZONE A OR B (2-Fluoro-6-iodotoluene)

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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-氟-6-碘甲苯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 以75%的产率得到2-(溴甲基)-1-氟-3-碘苯
  参考文献：
  名称：

  新型α1A部分激动剂的改进合成方法，包括4-氟吡唑的新的两步合成方法

  摘要：

  这封信概述了4-氟吡唑的合成新的两步法及其在4-氟-1- [5-氟-1-（1 H-咪唑-2-基）-茚满- 4-基甲基] -1 H-吡唑。还描述了4-氟-1- [5-氟-1-（1 H-咪唑-2-基）-茚满-4-基甲基] -1 H-吡唑的原始合成。

  DOI：

  10.1016/j.tetlet.2010.03.080
• 作为产物：
  描述：

  3-氟-2-甲基苯胺 生成 2-氟-6-碘甲苯
  参考文献：
  名称：

  Varma; Raman; Nilkantiah, Journal of the Indian Chemical Society, 1944, vol. 21, p. 112,114

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Cascade CH Trifluoroethylation of Aryl Iodides and Heck Reaction: Efficient Synthesis of<i>ortho</i>-Trifluoroethylstyrenes
  作者：Hao Zhang、Pinhong Chen、Guosheng Liu

  DOI：10.1002/anie.201403793

  日期：2014.9.15

  A palladium‐catalyzed selective CH bond trifluoroethylation of aryl iodides has been explored. The reaction allows for the efficient synthesis of a variety of ortho‐trifluoroethyl‐substituted styrenes. Preliminary mechanistic studies indicate that the reaction might involve a key PdIV intermediate, which is generated through the rate‐determining oxidative addition of CF3CH2I to a palladacycle; the

  已探索了钯催化的芳基碘化物的选择性CH键三氟乙基化。该反应可有效合成多种邻三氟乙基取代的苯乙烯。初步的机理研究表明，该反应可能涉及关键的Pd IV中间体，该中间体是通过速率确定CF 3 CH 2 I氧化成palladacycle生成的。CF 3 CH 2 I的大体积性质影响反应性。然后从Pd IV络合物中进行还原性消除会导致形成芳基-CH 2 CF 3键。
• Palladium/Norbornene-Catalyzed <i>ortho</i> Aliphatic Acylation with Mixed Anhydride: Selectivity and Reactivity
  作者：Shibo Xu、Julong Jiang、Linlin Ding、Yao Fu、Zhenhua Gu

  DOI：10.1021/acs.orglett.7b03514

  日期：2018.1.19

  synthesis of functionalized alkyl aryl ketones is reported. Studies on the electronic and steric properties of mixed aryl anhydrides indicated that the cross-coupling favored with the electron-enriched aryl acyl group. DFT calculation on the oxidative addition of Pd(II) with 2,4,6-(Cl)3C6H2CO2C(O)Ph suggested that 2,4,6-(Cl)3C6H2C(O)–O bond cleavage was more kinetically disfavored than that of the PhC(O)–O

  报道了钯/降冰片烯催化的邻位酰化，用于有效合成官能化的烷基芳基酮。对混合的芳基酸酐的电子和空间特性的研究表明，交叉偶联有利于富电子的芳基酰基。用2,4,6-（Cl）3 C 6 H 2 CO 2 C（O）Ph氧化Pd（II）的DFT计算表明2,4,6-（Cl）3 C 6 H 2 C （O）–O键的断裂在动力学上比PhC（O）–O键的断裂更不利于11.7 kJ / mol。
• Synthesis of Methylene-Bridge Polyarenes through Palladium-Catalyzed Activation of Benzylic Carbon-Hydrogen Bond
  作者：Chien-Chi Hsiao、Yi-Kuan Lin、Chia-Ju Liu、Tsun-Cheng Wu、Yao-Ting Wu

  DOI：10.1002/adsc.201000651

  日期：2010.12.17

  In the presence of palladium(II) acetate [Pd(OAc)2] and an N-heterocyclic carbene (NHC) ligand, fluorene derivatives can be generated in good to excellent yields from 2-halo-2′-methylbiaryls through the benzylic CH bond activation (14 examples; 81–97% yields). The scope and limitations of this protocol have been examined. A wide range of functional groups, such as alkyl, alkoxy, ester, nitrile, and

  在乙酸钯（II）[Pd（OAc）2 ]和N-杂环卡宾（NHC）配体的存在下，芴衍生物可以从2-卤代2'-甲基联芳基通过苄基CH生成高至极好的收率键活化（14个例子；产率81-97％）。已经检查了该协议的范围和局限性。各种各样的官能团，例如烷基，烷氧基，酯，腈和其他，能够耐受本文的反应条件。同位素标记的联苯的环化反应产生相应的产物，具有主要的动力学同位素效应（k H / k D＝ 4.8∶1），这表明该反应的决定速率的步骤是苄基CH键的活化。此外，从三联苯中也获得了茚并芴的优异结果（3个实例；产率为91-92％）。2，6-二氯-2'-甲基联苯与二苯乙炔的级联反应通过芳基和苄基CH键的活化，以60％的收率产生了8,9-二苯基-4 H-环戊[ def ]菲。
• Alkyl Tosylates as Alkylating Reagents in the Catellani Reaction
  作者：Qianwen Gao、Ze-Shui Liu、Yu Hua、Siwei Zhou、Hong-Gang Cheng、Qianghui Zhou

  DOI：10.1055/s-0039-1690801

  日期：2020.3

  A cooperative catalytic system involving a Pd/XPhos complex and inexpensive 5-norbornene-2-carbonitrile that enables the use of alkyl tosylates as alkylating reagents in the Catellani reaction has been developed. This mild, scalable protocol is compatible with a range of readily available functionalized aryl iodides and alkyl tosylates, as well as terminating olefins (45 examples, up to 97% yield)

  已开发出一种涉及Pd / XPhos络合物和廉价的5-降冰片烯-2-腈的协同催化系统，该催化系统能够在Catellani反应中使用烷基甲苯磺酸盐作为烷基化试剂。这种温和的，可扩展的方案与一系列容易获得的官能化的芳基碘化物和烷基甲苯磺酸盐以及端基烯烃兼容（45个实例，产率高达97％）。
• [EN] PERFLUORINATED CYCLOPROPYL FUSED 1,3-OXAZIN-2-AMINE COMPOUNDS AS BETA-SECRETASE INHIBITORS AND METHODS OF USE<br/>[FR] COMPOSÉS À BASE DE 1,3-OXAZIN-2-AMINE FUSIONNÉE AVEC DU CYCLOPROPYLE PERFLUORÉ UTILISABLES EN TANT QU'INHIBITEURS DE LA BÊTA-SÉCRÉTASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：AMGEN INC

  公开号：WO2014138484A1

  公开（公告）日：2014-09-12

  PERFLUORINATED CYCLOPROPYL FUSED 1,3-OXAZIN-2-AMINE COMPOUNDS AS BETA-SECRETASE INHIBITORS AND METHODS OF USE ABSTRACT OF THE DISCLOSURE The present invention provides a new class of compounds useful for the modulation of beta-secretase enzyme (BACE) activity. The compounds have a general Formula I: INSERT STRUCTURE HERE} I wherein variables A4, A5, A6, A8, each of Ra, Rb, R1, R2, R3 and R7 of Formula I, independently, are defined herein. The invention also provides pharmaceutical compositions comprising the compounds, and uses of the compounds and compositions for treatment of disorders and/or conditions related to A-beta plaque formation and deposition, resulting from the biological activity of BACE. Such BACE mediated disorders include, for example, Alzheimer's Disease, cognitive deficits, cognitive impairments, schizophrenia and other central nervous system conditions. The invention further provides compounds of Formulas II and III, and sub-formula embodiments thereof, intermediates and methods for preparing compounds of the invention.

  本发明提供了一类新的化合物，用于调节β-分泌酶（BACE）活性。这些化合物具有一般的化学式I：在此插入结构} I，其中变量A4、A5、A6、A8，以及化学式I中的每个Ra、Rb、R1、R2、R3和R7，在本文中分别定义。该发明还提供了包含这些化合物的药物组合物，以及用于治疗与A-beta斑块形成和沉积相关的疾病和/或症状的化合物和组合物的用途，这些疾病和症状是由BACE的生物活性引起的。这种由BACE介导的疾病包括阿尔茨海默病、认知缺陷、认知障碍、精神分裂症和其他中枢神经系统疾病。该发明还提供了化学式II和III的化合物，以及其亚式化合物、中间体和制备本发明化合物的方法。