2-溴-1-碘-4-甲氧基苯 | 466639-53-2

• 物质功能分类: 有机原料 - 醚类化合物及其衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-溴-1-碘-4-甲氧基苯
• 中文别名: 2-溴-4-甲氧基碘苯；3-溴-4-碘苯甲醚；2-溴-1-碘-4-苯甲醚
• 英文名称: 3-bromo-4-iodoanisole
• 英文别名: 2-bromo-1-iodo-4-methoxybenzene
• CAS: 466639-53-2
• 化学式: C₇H₆BrIO
• 分子量: 312.933
• InChiKey: DIQUDEJWQWDXHP-UHFFFAOYSA-N

物化性质

• 沸点：
  284.9±25.0 °C(Predicted)
• 密度：
  2.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2909309090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Bromo-1-iodo-4-methoxybenzene
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Bromo-1-iodo-4-methoxybenzene
CAS number: 466639-53-2

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C7H6BrIO
Molecular weight: 312.9

---

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

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴-1-碘-4-甲氧基苯 在 碘 、 异丙基氯化镁 、 magnesium 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 53.33h， 生成 4,4-二甲氧基二苯基甲烷
  参考文献：
  名称：

  亚甲基桥联对半平面三芳基硼烷的结构，路易斯酸度和光学性质的影响。

  摘要：

  已开发出三种合成方法，用于半平面三芳基硼烷，其中两个芳基环通过亚甲基桥连接。通过在其环外或桥连的芳基环上引入氟，甲基，甲氧基，正丁基和苯基，可以实现对它们的立体电子性质和路易斯酸的微调。X射线衍射分析和量子化学计算与路易斯碱如NH的关联期间设置在由邻近平面水力boraanthracene骨架经历的结构扭曲的定量信息3和F - 。虽然邻位之间的亚甲基桥三芳基硼烷的两个芳基环位置相对于经典的路易斯酸BAr 3降低了与小路易斯碱形成的吉布斯络合自由能小于5 kJ mol -1，CH 2桥的空间屏蔽足以避免形成带有较大路易斯碱（例如三芳基膦）的路易斯加合物。一种新的具有较长分子内B-N键的螺环氨基硼烷，可以在热过程，紫外线辐射或酸性条件下解离，可能是路易斯对催化的潜在候选者。

  DOI：

  10.1002/chem.202003319
• 作为产物：
  描述：

  对硝基苯基甲烷磺酸酯 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 、 乙腈 为溶剂， 20.0 ℃ 、6.89 MPa 条件下， 反应 22.42h， 生成 2-溴-1-碘-4-甲氧基苯
  参考文献：
  名称：

  Synthesis of Substituted Indoline and Carbazole by Benzyne-Mediated Cyclization–Functionalization

  摘要：

  A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)(2)center dot 2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles in a regiospecific manner. This was applied to a concise five-pot total synthesis of heptaphylline.

  DOI：

  10.1021/ol400597f

文献信息

• Direct synthesis of dialkylarylvinylsilane derivatives: metathesis of dialkylaryl-iso-propenylsilane and its application to tetracyclic silacycle dye synthesis
  作者：Shohei Yoshioka、Tsunayoshi Takehara、Tsuyoshi Matsuzaki、Takeyuki Suzuki、Hirofumi Tsujino、Tadayuki Uno、Yasuo Tsutsumi、Kenichi Murai、Hiromichi Fujioka、Mitsuhiro Arisawa

  DOI：10.1039/c9cc06777a

  日期：——

  The metathesis of dialkylarylvinylsilane, which has not been accomplished to date, is achieved using dialkylaryl-iso-propenylsilane as a substrate. In addition, we discovered that the reason why the metathesis of a ruthenium carbene complex and dialkylarylvinylsilane is difficult is the formation of a carbide complex.

  使用二烷基芳基-异丙烯基硅烷作为底物可以实现迄今为止尚未完成的二烷基芳基乙烯基硅烷的复分解反应。另外，我们发现钌卡宾配合物和二烷基芳基乙烯基硅烷难以复分解的原因是碳化物配合物的形成。
• A facile synthesis of indolo[3,2,1-jk]carbazoles via palladium-catalyzed intramolecular cyclization
  作者：Jun Lv、Qiancai Liu、Jie Tang、Franc Perdih、Kristof Kranjc

  DOI：10.1016/j.tetlet.2012.07.093

  日期：2012.9

  A new efficient synthesis of indolo[3,2,1-jk]carbazoles by the palladium-catalyzed cyclization of N-(2-bromoaryl)carbazoles is described. The reaction involves intramolecular C–C bond formation, coupled with the cleavage of a C–X bond and a C–H bond on carbazole ring. Substitutions on N-aryl core with either electron-donating or electron-withdrawing groups are introduced, and different reaction factors

  描述了一种新的高效合成吲哚[3,2,1- jk ]咔唑的方法，该方法通过钯催化的N-（2-溴芳基）咔唑的环化反应来实现。该反应涉及分子内CC键的形成，以及咔唑环上CX键和CH键的断裂。引入具有给电子基团或吸电子基团的N-芳基核上的取代基，并评估了用于环化的不同反应因子。
• Synthesis and properties of thieno[2,3-d:5,4-d’]bisthiazoles and their oxidized derivatives: Thionyl chloride as a sulfurative ring-fusing reagent towards thiophene-based ring-fused heteroaromatic compounds
  作者：Ryuta Wada、Shigesaki Kaga、Yasuhiro Kawai、Kimitaka Futamura、Toshiaki Murai、Fumitoshi Shibahara

  DOI：10.1016/j.tet.2021.131978

  日期：2021.3

  A new route to thiophene-ring-fused compounds with thionyl chloride as a sulfur source was developed. Use of an excess amount thionyl chloride directly gave the corresponding thiophene-ring-fused compound via further reduction of generated thiophene-S-oxide with excess thionyl chloride in some cases. One-pot reduction with tributylphosphine also gave thiophene-ring-fused compounds in good yields, and

  开发了一种以亚硫酰氯为硫源的噻吩环稠合化合物的新途径。在某些情况下，通过用过量的亚硫酰氯进一步还原生成的噻吩-S-氧化物，使用过量的亚硫酰氯可直接得到相应的噻吩-环稠合的化合物。用三丁基膦一锅还原也可得到高产率的噻吩环稠合化合物，用NaClO·5H 2 O氧化可得到S-二氧化物。另外，获得的噻唑-噻吩环稠合化合物之一显示出一些出乎意料的机械致变色行为。
• Formal total synthesis of (−)-haouamine A
  作者：Alois Fürstner、Jens Ackerstaff

  DOI：10.1039/b805295f

  日期：——

  A largely catalysis based approach to optically active haouamine A (−)-1 is presented, which provides the hexacyclic compound 25 previously used to construct this cytotoxic marine alkaloid.

  本文介绍了一种基于催化作用的光活性吡咯里西啶生物碱(-1)的合成方法，该方法提供了先前用于构建这种细胞毒性海洋生物碱的六环化合物25。
• Nickel-Catalyzed Photodehalogenation of Aryl Bromides
  作者：Ruben Martin、Bradley Higginson、Jesus Sanjosé-Orduna、Yiting Gu

  DOI：10.1055/a-1457-2399

  日期：2021.10

  Herein, we describe a Ni-catalyzed photodehalogenation of aryl bromides under visible light irradiation that utilizes tetrahydrofuran as hydrogen source. The protocol obviates the need for exogeneous amine reductants or photocatalysts, and is characterized by its simplicity and broad scope, including challenging substrate combinations

  在这里，我们描述了在利用四氢呋喃作为氢源的可见光照射下镍催化的芳基溴化物的光脱卤。该方案消除了对外源胺还原剂或光催化剂的需求，其特点是简单易行且适用范围广，包括具有挑战性的底物组合