四溴-4-氟邻二甲苯 | 89226-81-3

• 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: 四溴-4-氟邻二甲苯
• 英文名称: 1,2-bis(dibromomethyl)-4-fluorobenzene
• 英文别名: 4-fluoro-α,α,α',α'-tetrabromo-o-xylene；4-fluoro-alpha,alpha,alpha',alpha'-tetrabromo-o-xylene
• CAS: 89226-81-3
• 化学式: C₈H₅Br₄F
• 分子量: 439.742
• InChiKey: BGYOJYXDVCYTPC-UHFFFAOYSA-N

物化性质

• 熔点：
  92-97 °C
• 沸点：
  339.7±37.0 °C(Predicted)
• 密度：
  2.436±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  13
• 可旋转键数：
  2
• 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：
  1

SDS

Name:	Tetrabromo-4-fluoro-o-xylene 97% Material Safety Data Sheet
Synonym:	None Known
CAS:	89226-81-3

Section 1 - Chemical Product MSDS Name:Tetrabromo-4-fluoro-o-xylene 97% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
89226-81-3	Tetrabromo-4-fluoro-o-xylene	97%	unlisted

Hazard Symbols: C
Risk Phrases: 22 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Causes burns.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns. May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract. May be harmful if inhaled.
Chronic:
Chronic exposure may cause effects similar to those of acute exposure.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid immediately.
Skin:
In case of contact, immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Get medical aid immediately. Wash clothing before reuse.
Ingestion:
If swallowed, do NOT induce vomiting. Get medical aid immediately.
If victim is fully conscious, give a cupful of water. Never give anything by mouth to an unconscious person.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed.
Do not ingest or inhale. Use only in a chemical fume hood. Discard contaminated shoes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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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# 89226-81-3: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Crystals
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 92 - 97 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: C8H5Br4F
Molecular Weight: 439.74

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen fluoride gas, hydrogen bromide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 89226-81-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tetrabromo-4-fluoro-o-xylene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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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
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 22 Harmful if swallowed.
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 46 If swallowed, seek medical advice immediately
and show this container or label.
WGK (Water Danger/Protection)
CAS# 89226-81-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 89226-81-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 89226-81-3 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

反应信息

• 作为反应物：
  描述：

  四溴-4-氟邻二甲苯 在 potassium carbonate 、 sodium iodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 90.0h， 生成 2,3-dicyano-6-benzyloxynaphthalene
  参考文献：
  名称：

  New peripherally-substituted naphthalocyanines: synthesis, characterisation and evaluation in dye-sensitised photoelectrochemical solar cells

  摘要：

  我们以合理的产率合成了一系列新型四取代萘酞菁，其外围位置具有羟基和羧基取代基，并通过光谱技术对其进行了表征。将四酸衍生物 7 固定在纳米晶二氧化钛表面后，对其光化学性质进行了检测，并在光激发下观察到了光诱导染料阳离子。7 的氧化还原电位为 0.25 V（相对于 Ag/AgCl），低于高效再生反应所需的电位，因此在光电化学太阳能电池中使用 7 时，光电流流量有限。

  DOI：

  10.1039/b201273a
• 作为产物：
  描述：

  3,4-二甲基氟苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 17.0h， 以60%的产率得到四溴-4-氟邻二甲苯
  参考文献：
  名称：

  New peripherally-substituted naphthalocyanines: synthesis, characterisation and evaluation in dye-sensitised photoelectrochemical solar cells

  摘要：

  我们以合理的产率合成了一系列新型四取代萘酞菁，其外围位置具有羟基和羧基取代基，并通过光谱技术对其进行了表征。将四酸衍生物 7 固定在纳米晶二氧化钛表面后，对其光化学性质进行了检测，并在光激发下观察到了光诱导染料阳离子。7 的氧化还原电位为 0.25 V（相对于 Ag/AgCl），低于高效再生反应所需的电位，因此在光电化学太阳能电池中使用 7 时，光电流流量有限。

  DOI：

  10.1039/b201273a

文献信息

• High‐Performance Noncovalently Fused‐Ring Electron Acceptors for Organic Solar Cells Enabled by Noncovalent Intramolecular Interactions and End‐Group Engineering
  作者：Xin Zhang、Linqing Qin、Jianwei Yu、Yuhao Li、Yanan Wei、Xingzheng Liu、Xinhui Lu、Feng Gao、Hui Huang

  DOI：10.1002/anie.202100390

  日期：2021.5.25

  Noncovalently fused‐ring electron acceptors (NFREAs) have attracted much attention in recent years owing to their advantages of simple synthetic routes, high yields and low costs. However, the efficiencies of NFREAs based organic solar cells (OSCs) are still far behind those of fused‐ring electron acceptors (FREAs). Herein, a series of NFREAs with S⋅⋅⋅O noncovalent intramolecular interactions were

  非共价稠环电子受体（NFREAs）由于其合成路线简单，产率高和成本低的优点，近年来受到了广泛关注。但是，基于NFREAs的有机太阳能电池（OSC）的效率仍远远落后于稠环电子受体（FREA）。本文设计并通过两步合成路线合成了一系列具有S⋅⋅⋅O非共价分子内相互作用的NFREA。将π扩展端基引入主链后，可通过微调多氟化度来精确调节电子性能，电荷传输，薄膜形态和能量损失。结果，在基于实验室的NFREAs器件中，PCE达到了创纪录的14.53％，经认证的PCE达到了13.8％。
• ４−置換型フタルアルデヒドの合成
  申请人：エシコン・インコーポレイテッド

  公开号：JP2005220134A

  公开（公告）日：2005-08-18

  【課題】 ４−置換型−ベンゼン−１，２−カルボアルデヒドを合成する方法を提供する。【解決手段】 ４−置換型−ビス（ジブロモメチル）ベンゼン（例えば４−フルオロ−ビス（ジブロモメチル）ベンゼン）を硫酸と共に反応させて反応生成物を形成する処理、当該反応生成物の中に固形の炭酸水素ナトリウムを導入する処理、および当該炭酸水素塩の導入の後に、上記反応生成物を加水分解して４−置換型−ベンゼン−１，２−カルボアルデヒド（例えば４−フルオロ−ベンゼン−１，２−カルボアルデヒド）を形成する処理を含む方法。【選択図】なし

  本发明提供了一种合成 4-取代-苯-1,2-甲醛的方法。[解决方法]一种将 4-取代-双（二溴甲基）苯（例如 4-氟-双（二溴甲基）苯）与硫酸一起反应以形成反应产物的工艺，所述反应向产物中引入固体碳酸氢钠，在引入所述碳酸氢钠后，对上述反应产物进行水解，形成 4-取代-苯-1,2-硼醛（4-氟-1,2-二溴甲苯）。包括处理形成 4-氟-苯-1,2-甲醛（如 4-氟-苯-1,2-甲醛）的方法。无。
• US4229478A
  申请人：——

  公开号：US4229478A

  公开（公告）日：1980-10-21
• US4419368A
  申请人：——

  公开号：US4419368A

  公开（公告）日：1983-12-06
• Towards solution processable air stable p-type organic semiconductors: synthesis and evaluation of mono and di-fluorinated pentacene derivatives
  作者：Jaroslaw M. Wasikiewicz、Laila Abu-Sen、Andrew B. Horn、Jacobus M. Koelewijn、Adam V. S. Parry、John J. Morrison、Stephen G. Yeates

  DOI：10.1039/c6tc01221c

  日期：——

  The synthesis of a series of mono and di-fluorinated TIPS pentacene compounds for application as organic semiconductors is reported. Namely the novel 1-fluoro-6,13-bis[triisopropylsilyl-ethynyl]pentacene (1-fluoro-TIPS-pentacene), 2-fluoro-TIPS-pentacene and the recently reported 1 : 1 syn : anti isomeric mixtures of 1,(8 : 11)-difluoro-TIPS-pentacenes and 2,(9 : 10)-difluoro-TIPS-pentacenes. For the

  报道了一系列用作有机半导体的单氟化和二氟化TIPS并五苯化合物的合成。即新型的1-氟-6,13-​​双[三异丙基甲硅烷基-乙炔基]并五苯（1-氟-TIPS-并五苯），2-氟-TIPS-并五苯以及最近报道的1：1顺 ： 反异构体混合物1， （8:11）-二氟-TIPS-戊烯和2，（9:10）-二氟-TIPS-戊烯。这些材料首次进行了分子结构与热/光化学稳定性之间关系的研究。并五苯HOMO的变化通过研究了氟取代的变化及其与环境稳定性的关系。如所预测的，发现增加吸电子的氟取代基的数量增加了对光降解的稳定性。还观察到，当氟存在于靠近中心环的1-和1，（8:11）-位置而不是2-和2，（9:10）-时，稳定性增加（而HOMO降低）。职位。与未衍生的TIPS-并五苯相比，含氟衍生物的比较晶体管测量结果显示出具有竞争力的器件性能。通过首次对该系列进行比较，已完成了这些材料的完整表征和NMR分配。