1,4-二碘-2,5-二甲苯 | 1124-08-9

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 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: 1,4-二碘-2,5-二甲苯
• 英文名称: 2,5-diiodo-p-xylene
• 英文别名: 1,4-diiodo-2,5-dimethylbenzene
• CAS: 1124-08-9
• 化学式: C₈H₈I₂
• mdl: MFCD00829126
• 分子量: 357.961
• InChiKey: WJYYUEQVECTILJ-UHFFFAOYSA-N

物化性质

• 熔点：
  103-104
• 沸点：
  306.2±37.0 °C(Predicted)
• 密度：
  2.154±0.06 g/cm3(Predicted)
• 溶解度：
  溶于甲苯

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2903999090
• 危险性防范说明：
  P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313
• 危险性描述：
  H315,H319
• 储存条件：
  室温且干燥环境下使用。

SDS

Name:	1 4-Diiodo-2 5-dimethylbenzene 97% Material Safety Data Sheet
Synonym:	2,5-Diiodo-1,4-xylen
CAS:	1124-08-9

Section 1 - Chemical Product MSDS Name:1 4-Diiodo-2 5-dimethylbenzene 97% Material Safety Data Sheet
Synonym:2,5-Diiodo-1,4-xylen

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1124-08-9	1,4-Diiodo-2,5-dimethylbenzene	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Light sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1124-08-9: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 103 - 104 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H8I2
Molecular Weight: 358

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, light.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen iodide, iodine, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1124-08-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,4-Diiodo-2,5-dimethylbenzene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 1124-08-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1124-08-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1124-08-9 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  1,4-二甲基-2-碘苯	2-iodo-p-xylene	1122-42-5	C8H9I	232.064
  (4-碘-2,5-二甲基苯)胺	2,5-dimethyl-4-iodoaniline	117832-13-0	C8H10IN	247.079

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  1,4-双(溴甲基)-2,5-二碘苯	1,4-bis(bromomethyl)-2,5-diiodobenzene	56403-29-3	C8H6Br2I2	515.753

反应信息

• 作为反应物：
  描述：

  1,4-二碘-2,5-二甲苯 在 bis(triphenylphosphine)nickel(II) chloride N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 magnesium 作用下， 以 四氯化碳 为溶剂， 反应 21.0h， 生成 2',5'-bis(bromomethyl)-1,1':4',1''-terphenyl
  参考文献：
  名称：

  Platt, Karl L.; Setiabudi, Frans, Journal of the Chemical Society. Perkin transactions I, 1992, # 15, p. 2005 - 2010

  摘要：

  DOI：
• 作为产物：
  描述：

  对二甲苯 在 sodium periodate 、 硫酸 、 碘 作用下， 以 乙酸酐 、 溶剂黄146 为溶剂， 反应 4.0h， 以90%的产率得到1,4-二碘-2,5-二甲苯
  参考文献：
  名称：

  Triggering the dynamics of a carbazole-p-[phenylene-diethynyl]-xylene rotor through a mechanically induced phase transition

  摘要：

  一种晶体分子机器，具有几种固态相，其中只有一种能够展现分子内旋转。

  DOI：

  10.1039/c9cc05672f

文献信息

• 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。
• The Direct Iodination of Polyalkylbenzenes Bearing Bulky Groups
  作者：Hitomi Suzuki、Kiyomi Nakamura、Ryozo Goto

  DOI：10.1246/bcsj.39.128

  日期：1966.1

  The following polyalkylbenzenes bearing bulky groups have been subjected to direct iodination using iodine and periodic acid, and the corresponding mono-iodinated products have been obtained in fairly high yields: 4-t-butyl-1, 2-dimethylbenzene, 5-t-butyl-1, 3-dimethylbenzene, 5-t-butyl-1, 2, 3-trimethylbenzene, 1, 2, 4, 5-tetraisopropylbenzene and p-di-t-butylbenzene. The polyiodination of polymethylbenzenes has also proceeded smoothly, giving polyiodo compounds in high yields. A comparison of various direct methods has proved the above reagent to be the best iodinating agent for a variety of polyalkylbenzenes.

  以下带有庞大基团的多元烷基苯，在直接碘化反应中使用了碘和过碘酸，得到了较高产率的单碘化产物：4-叔丁基-1,2-二甲基苯、5-叔丁基-1,3-二甲基苯、5-叔丁基-1,2,3-三甲基苯、1,2,4,5-四异丙基苯和p-二叔丁基苯。多元甲基苯的多碘化反应也顺利进行，得到了高产率的多碘化合物。比较多种直接方法后发现，上述试剂是多种多元烷基苯最好的碘化试剂。
• Design Principle of Conjugated Polyelectrolytes to Make Them Water-Soluble and Highly Emissive
  作者：Kangwon Lee、Hyong-Jun Kim、Jinsang Kim

  DOI：10.1002/adfm.201102027

  日期：2012.3.7

  molecular design of a conjugated polyelectrolyte (CPE) and its aggregated structure and the emissive properties in water is systematically investigated by means of UV–vis spectrometry, fluorescence spectroscopy, and scanning/transmission electron microscopy. Five different and rationally designed CPEs having carboxylic acid side chains are synthesized. All five conjugated polyelectrolytes are seemingly

  通过紫外可见光谱，荧光光谱和扫描/透射电子显微镜系统地研究了共轭聚电解质（CPE）的分子设计与其聚集结构和水中发射特性之间的相关性。合成了五种不同的，合理设计的具有羧酸侧链的CPE。在视觉观察中，所有五种共轭聚电解质似乎都完全溶于水。但是，它们的量子产率有很大的不同，从0.45％变为51.4％。通过电子显微镜结合荧光分光光度法进行的形态分析表明，CPE取决于其侧链的性质，在纳米级形成自组装聚集体。自组装骨料的特征直接决定了CPE的发射特性。羧酸基团和CPE主链之间的间隔基的性质和长度对CPE的量子产率有很大影响。我们的研究表明，要实现CPE在水中的完全水溶性和高量子产率，需要大而亲水的侧链和间隔基，这为开发功能性CPE提供了重要的分子设计原理。
• Exploring the nitro group reduction in low-solubility oligo-phenylenevinylene systems: Rapid synthesis of amino derivatives
  作者：Mauricio Acelas、Andrés Felipe Sierra、César A. Sierra

  DOI：10.1080/00397911.2020.1731828

  日期：2020.5.2

  successfully synthesized from their nitro-analogs in a rapid, simple, and highly efficient fashion employing a sodium sulfide/pyridine system as a reducing agent. In this research, classic and sustainable reduction methodologies including NH4HCO2/Zn and a choline chloride/tin (II) chloride deep eutectic solvent (DES) were also evaluated, showing degradation products, incomplete reactivity, and product

  摘要 以硫化钠/吡啶体系为还原剂，以硝基类似物快速、简单、高效地合成了小系列的氨基低聚亚苯基亚乙烯基（OPV）。在这项研究中，还评估了经典和可持续的还原方法，包括 NH4HCO2/Zn 和氯化胆碱/氯化锡 (II) 低共熔溶剂 (DES)，在所有情况下都显示出降解产物、不完全反应性和产物分离困难。直接的 Na2S/吡啶合成方案证明保持 OPV 主链的 EE 立体化学，该主链先前已通过 Mizoroki-Heck 交叉偶联反应组装。此外，还确定并讨论了光电特性，考虑在这些共轭系统中插入氨基作为未来构建可应用于超分子电子学、光收集和光催化的新型材料的贡献。图形概要
• Oligo p-Phenylenevinylene Derivatives as Electron Transfer Matrices for UV-MALDI
  作者：Laura J. Castellanos-García、Brian Castro Agudelo、Hernando F. Rosales、Melissa Cely、Christian Ochoa-Puentes、Cristian Blanco-Tirado、Cesar A. Sierra、Marianny Y. Combariza

  DOI：10.1007/s13361-017-1783-z

  日期：2017.12.1

  Ionization potential values (IP) for PVs, calculated by the Electron Propagator Theory (EPT), range from 6.88 to 7.96 eV, making these oligomers good candidates as matrices for ET ionization. LDI analysis of PVs shows only the presence of radical cations (M+.) in positive ion mode and absence of clusters, adducts, or protonated species; in addition, M+. threshold energies for PVs are lower than for DCTB.

  苯乙撑乙烯低聚物（PVs）具有出色的光物理特性，可用于有机电子领域的不断发展的应用中。然而，PV还是通用分子，可以通过操纵其结构来调节其光学和物理化学性质。我们报告了八种PV衍生物的合成，光物理和MS表征，具有潜在价值，可作为UV-MALDI的电子转移（ET）矩阵。紫外可见分析表明，在355 nm处的紫外区存在强大的特征吸收带，在355 nm处的摩尔吸收率与传统质子（CHCA）和ET（DCTB）MALDI基质相似或更高。大多数PV表现出高于0.5的非辐射量子产率（φ），表明有利的热衰减。PV的电离势值（IP），由电子传播理论（EPT）计算，范围从6.88到7.96 eV，使这些低聚物成为ET电离基质的理想候选者。对PV的LDI分析表明，只有阳离子形式的自由基阳离子（M +。）存在，而没有簇，加合物或质子化物质。此外，M +。PV的阈值能量低于DCTB。我们还测试了四种选定的PV作为ET M

表征谱图