4-溴-2,3,5,6-四氟三氟甲苯 | 17823-46-0

• 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: 4-溴-2,3,5,6-四氟三氟甲苯
• 中文别名: 4-溴-2,3,5,6-四氟(三氟甲基)苯；4-三氟甲基-2,3,5,6-四氟溴苯
• 英文名称: 4-trifluoromethyl-2,3,5,6-tetrafluorobromobenzene
• 英文别名: 1-bromo-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene；4-bromoheptafluorotoluene；4-bromo-2,3,5,6-tetrafluorobenzotrifluoride；p-bromoheptafluorotoluene
• CAS: 17823-46-0
• 化学式: C₇BrF₇
• 分子量: 296.97
• InChiKey: DONVNRFILRLHJB-UHFFFAOYSA-N

物化性质

• 沸点：
  152-153 °C(lit.)
• 密度：
  1.929 g/mL at 25 °C(lit.)
• 闪点：
  145 °F
• 稳定性/保质期：

  常温常压下稳定，避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 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：
  7

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2903999090
• 危险性防范说明：
  P210,P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313,P403+P235,P501
• 危险性描述：
  H227,H315,H319
• 储存条件：
  常温下应密闭避光保存，并保持通风干燥。

SDS

Name:	4-Bromo-Alpha Alpha Alpha 2 3 5 6-Heptafluorotoluene 99% Material Safety Data Sheet
Synonym:	None known
CAS:	17823-46-0

Section 1 - Chemical Product MSDS Name:4-Bromo-Alpha Alpha Alpha 2 3 5 6-Heptafluorotoluene 99% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
17823-46-0	4-Bromo-Alpha, Alpha, Alpha,2,3,5,6-He	99	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.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin irritation. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Aspiration may lead to pulmonary edema. Can produce delayed pulmonary edema. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Combustible liquid.
Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use water spray to cool fire-exposed containers.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 17823-46-0: 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: Liquid
Color: clear, colorless
Odor: toluene-like odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 152 - 153 deg C @ 760.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 62 deg C ( 143.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.9290g/cm3
Molecular Formula: C7BrF7
Molecular Weight: 296.96

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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, ignition sources, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 17823-46-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Bromo-Alpha, Alpha, Alpha,2,3,5,6-Heptafluorotoluene - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 17823-46-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 17823-46-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 17823-46-0 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：

  4-溴-2,3,5,6-四氟三氟甲苯 在 magnesium 、 三溴化磷 作用下， 以 乙醚 为溶剂， 反应 16.0h， 以64.6%的产率得到tris(4-trifluoromethyl-2,3,5,6-tetrafluorophenyl)phosphine
  参考文献：
  名称：

  三（4-三氟甲基四氟苯基）膦的结构和电子性质

  摘要：

  三（4-三氟甲基四氟苯基）膦1的理论计算及其反式-[PtCl 2 {P（C 6 F 4 CF 3 -4）3 } 2 ]，3和反式-[RhCl（ CO）{P（C 6 F 4 CF 3 -4）3 } 2 ]，4表示，它是比三（五氟苯基）膦更差的σ供体。的结构1，3和4通过单晶X-射线衍射测定的X射线衍射表明，锥角1与三（五氟苯基）膦的锥角相同。

  DOI：

  10.1016/j.jfluchem.2015.08.014
• 作为产物：
  描述：

  八氟甲苯 在 aluminum tri-bromide 作用下， 以 neat (no solvent) 为溶剂， 反应 12.5h， 以64%的产率得到4-溴-2,3,5,6-四氟三氟甲苯
  参考文献：
  名称：

  三（全氟甲苯基）硼烷-硼Lewis超酸

  摘要：

  通过用四聚体F 3 CC 6 F 4- Cu I处理三溴化硼制备三[四氟-4-（三氟甲基）苯基]硼烷（BTolF）。F 3 CC 6 F 4 -Cu I由F 3 CC 6 F 4 MgBr和溴化铜（I）生成。通过Gutmann–Beckett方法评估的BTolF的Lewis酸度和计算出的氟离子亲和力分别为9％和10％，高于三（五氟苯基）硼烷（BCF），甚至高于SbF 5。BTolF和BCF的分子结构通过气相电子衍射确定，而BTolF的分子结构也通过单晶X射线衍射确定。

  DOI：

  10.1002/anie.201704097
• 作为试剂：
  描述：

  三甲基氯硅烷 、 4-溴-2,3,5,6-四氟苯甲腈 在 4-溴-2,3,5,6-四氟三氟甲苯 、 六乙基亚磷酸胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-trimethylsilyl-2,3,5,6-tetrafluorobenzonitrile
  参考文献：
  名称：

  在三（二烷基氨基）膦存在下多氟芳族化合物与亲电试剂的反应

  摘要：

  在 Me3SiCl 和 P(NEt2)3 的作用下，SiMe3 基团对 RC6F4X 异构体（X=Cl、Br 或 I）中卤素原子的置换率取决于取代基 X 和R. 除了甲硅烷基脱卤之外，化合物 C6HF4X（X=Br 或 I）还会发生甲硅烷基脱质子化并还原为四氟苯。

  DOI：

  10.1007/bf02495213

文献信息

• Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes
  作者：Indrajit Ghosh、Jagadish Khamrai、Aleksandr Savateev、Nikita Shlapakov、Markus Antonietti、Burkhard König

  DOI：10.1126/science.aaw3254

  日期：2019.7.26

  Two-for-one approach to photoredox In photoredox catalysis, an excited chromophore typically activates a single reactant either by oxidizing or reducing it. Ghosh et al. used a semiconductor catalyst to activate two reactants at once by quenching both an excited electron and the residual positive hole (see the Perspective by Swift). As such, two different reactive carbon or halide fragments could be

  光氧化还原二合一方法 在光氧化还原催化中，激发的发色团通常通过氧化或还原单个反应物来激活它。戈什等人。使用半导体催化剂通过淬灭激发的电子和残留的空穴来同时激活两种反应物（参见 Swift 的观点）。因此，可以将两个不同的反应性碳或卤化物片段附加到芳环上的不同位点。该催化剂还可以耐受氰化物等强亲核试剂，并且可以轻松回收和重复使用。科学，这个问题 p。360; 另见第。320 半导体光催化剂上氧化和还原位点的形成促进了双自由基加成反应。半导体表面上的光激发电子-空穴对可以与两种不同的基材进行氧化还原反应。与传统的电合成类似，主要的氧化还原中间体仅提供单独的氧化和还原产物，或者更罕见地结合成一种加成产物。在这里，我们报告了一种稳定的有机半导体材料，介孔石墨碳氮化物 (mpg-CN)，可以充当可见光光氧化还原催化剂，以协调氧化和还原界面电子转移到两个或三个组件中的两种不同基材。用于芳烃和杂芳烃的直接双重碳氢功能化的系统。mpg-CN
• Photo-Ni-Dual-Catalytic C(sp²)–C(sp³) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst
  作者：Jagadish Khamrai、Indrajit Ghosh、Aleksandr Savateev、Markus Antonietti、Burkhard König

  DOI：10.1021/acscatal.9b05598

  日期：2020.3.20

  nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp2)–C(sp3) cross-coupling of aryl halides and potassium alkyl trifluoroborates by single electron transmetallation. Like the homogeneously catalyzed protocol, the reaction is compatible with a variety of functional groups including electron-donating and electron-withdrawing aryl and heteroaryl

  异质有机半导体介孔石墨碳氮化物（mpg-CN）和均相镍催化剂与室温可见光辐射的协同结合可提供C（sp 2）–C（sp 3）通过单电子金属转移将芳基卤化物和烷基三氟硼酸钾交叉偶联。像均相催化方案一样，该反应与多种官能团兼容，包括给电子和吸电子的芳基和杂芳基部分。而且，该协议允许将烯丙基安装在（杂）芳烃上，从而扩大了方法的范围。异质mpg-CN光催化剂很容易从反应混合物中回收并重复使用数次，从而为这种类型的光催化键形成反应的大规模工业应用铺平了道路。
• A Key Intermediate in Copper‐Mediated Arene Trifluoromethylation, [ <i>n</i> Bu ₄ N][Cu(Ar)(CF ₃ ) ₃ ]: Synthesis, Characterization, and C(sp ² )−CF ₃ Reductive Elimination
  作者：Zehai Lu、He Liu、Shihan Liu、Xuebing Leng、Yu Lan、Qilong Shen

  DOI：10.1002/anie.201904041

  日期：2019.6.17

  characterization, and C(sp2)−CF3 reductive elimination of stable aryl[tris(trifluoromethyl)]cuprate(III) complexes [nBu4N][Cu(Ar)(CF3)3] are described. Mechanistic investigations, including kinetic studies, studies of the effect of temperature, solvent, and the para substituent of the aryl group, as well as DFT calculations, suggest that the C(sp2)−CF3 reductive elimination proceeds through a concerted

  描述了稳定的芳基[三（三氟甲基）]铜（III）配合物[ n Bu 4 N] [Cu（Ar）（CF 3）3 ]的合成，表征和C（sp 2）-CF 3还原消除。机械研究，包括动力学研究，温度，溶剂和芳基对位取代基的影响研究以及DFT计算，均表明C（sp 2）-CF 3的还原消除是通过协调一致的碳进行的。碳键形成途径。
• Perfluorozinc aromatics by direct insertion of zinc into C–F or C–Cl bonds
  作者：Alexey O Miller、Vyacheslav I Krasnov、Dietmar Peters、Vyacheslav E Platonov、Ralf Miethchen

  DOI：10.1016/s0040-4039(00)00527-x

  日期：2000.5

  For the first time perfluoroaromatic organozinc compounds were obtained by direct action of zinc on C–F bonds in the presence of metal salts (SnCl2, CuCl2, ZnBr2). The reactions are accelerated by ultrasound. The scope of the method can be extended to polyfluoroaromatics which contain other halogen atoms (Cl) in the aromatic ring.

  首次通过在金属盐（SnCl 2，CuCl 2，ZnBr 2）存在下锌对C-F键的直接作用获得全氟芳族有机锌化合物。反应通过超声加速。该方法的范围可以扩展到在芳族环中包含其他卤素原子（Cl）的多氟芳族化合物。
• Aromatic fluoroderivatives. XCVI. Reactions of polyfluoroaromatic compounds with salts of the fluorochloronium and fluorobromonium
  作者：V.V. Bardin、G.G. Furin、G.G. Yakobson

  DOI：10.1016/s0022-1139(00)81280-4

  日期：1983.7

  cations to give fluorinated derivatives of 1,4-cyclohexadiene and 1-aza-1,3-cyclohexadiene respectively. In the absence of fluorine anion acceptors, ClF3, BrF3 and BrF5 are less reactive in these reactions than salts of the HalF+n cations.

  苯，萘和吡啶的多氟化衍生物与二氟氯鎓ClF + 2，二氟溴BrF + 2和四氟溴BrF + 4阳离子的盐反应，分别得到1,4-环己二烯和1-氮杂-1,3-环己二烯的氟化衍生物。在不存在氟阴离子受体的情况下，与HalF + n阳离子的盐相比，ClF 3，BrF 3和BrF 5在这些反应中的反应性较低。

表征谱图