1,2-二溴六氟丙烷 | 661-95-0

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟丙烷系列
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: 1,2-二溴六氟丙烷
• 英文名称: 1,2-dibromohexafluoropropane
• 英文别名: 1,2-dibromo-1,1,2,3,3,3-hexafluoropropane；1,2-dibromo-1,1,2,3,3,3-hexafluoro-propane；2,3-dibromo-1,1,1,2,3,3-hexafluoropropane；rac-1,2-Dibromohexafluoropropane；1,2-dibromo-hexafluoro-propane；1,2-Dibrom-hexafluor-propan
• CAS: 661-95-0
• 化学式: C₃Br₂F₆
• 分子量: 309.831
• InChiKey: KTULQNFKNLFOHL-UHFFFAOYSA-N

物化性质

• 熔点：
  -95 °C
• 沸点：
  73 °C
• 密度：
  2.169
• 闪点：
  71-72°C
• 稳定性/保质期：
  远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22
• RTECS号：
  TX8800000
• 储存条件：
  存放在密封容器中，并放置在阴凉、干燥处。储存地点需远离氧化剂。

SDS

Name:	(+/-)-1 2-Dibromohexafluoropropane 95% Material Safety Data Sheet
Synonym:
CAS:	661-95-0

Section 1 - Chemical Product MSDS Name:(+/-)-1 2-Dibromohexafluoropropane 95% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
661-95-0	(+/-)-1,2-Dibromohexafluoropropane	95%	211-550-8

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
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. 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. Do NOT use mouth-to-mouth resuscitation.
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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
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:
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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
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# 661-95-0: 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: Clear liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 70 - 72 deg C @ 734
Freezing/Melting Point: -95 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: 2.1690g/cm3
Molecular Formula: CF3CF(Br)CF2Br
Molecular Weight: 309.85

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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, excess heat.
Incompatibilities with Other Materials:
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# 661-95-0: TX8800000 LD50/LC50:
Not available.
Carcinogenicity:
(+/-)-1,2-Dibromohexafluoropropane - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
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 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 661-95-0: No information available.
Canada
CAS# 661-95-0 is listed on Canada's NDSL List.
CAS# 661-95-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 661-95-0 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,2-二溴六氟丙烷 在 溶剂黄146 、 锌 作用下， 生成 六氟丙烯
  参考文献：
  名称：

  Fluorocarbon Bromides

  摘要：

  DOI：

  10.1021/ja01210a017
• 作为产物：
  描述：

  六氟丙烯 在 溴 作用下， 以99.41%的产率得到1,2-二溴六氟丙烷
  参考文献：
  名称：

  [EN] PROCESSES FOR PRODUCING BRANCHED FLUOROALKYL OLEFINS
  [FR] PROCÉDÉS DE PRODUCTION D'OLÉFINES FLUOROALKYLIQUES RAMIFIÉES

  摘要：

  本文介绍了生产分支氟烷基烯烃的过程。此外，还介绍了可用于生产分支氟烷基烯烃的新型卤代氟烷中间体。分支氟烷基烯烃的非限定性示例包括分支氟丁烯，例如1,3,4,4,4-五氟-3-三氟甲基丁-1-烯（HFO-1438ezy）。在某些方面，本文介绍了一种将4-溴-1,1,1,2,4-五氟-2-（三氟甲基）丁烷脱溴化为1,3,4,4,4-五氟-3-（三氟甲基）丁-1-烯（HFO-1438ezy）的方法。

  公开号：

  WO2016025179A1
• 作为试剂：
  描述：

  1,1'-dibromoferrocene 在 2,2,6,6-四甲基哌啶 、 正丁基锂 、 四甲基乙二胺 、 1,2-二溴六氟丙烷 作用下， 以 正己烷 为溶剂， 以94%的产率得到1,1',2,2'-tetrabromoferrocene
  参考文献：
  名称：

  坐在卤素舞会。2,2'-Dilithio-1,1'-dibromoferrocene 的室温形成。TMEDA 和相关锂配合物：合成取代二茂铁的合成途径

  摘要：

  报道了从 1,1'-二溴二茂铁在洁净室温下合成 2,2'-二锂-1,1'-二溴二茂铁。当这种二锂化合物用亲电试剂猝灭时，2,2'-二取代-1,1'-二溴二茂铁的合成得到促进。例如，用 1,2-二溴六氟丙烷作为亲电子前体进行淬火，可以高产率地得到 1,1',2,2'-四溴二茂铁。1,1',2,2'-四溴二茂铁的类似二锂化反应产生 3,3'-二硫代-1,1',2,2'-四溴二茂铁，进而提供 1,1',2,2', 3,3'-六溴二茂铁再次高产。基本上，从容易获得的 1,1'-二溴二茂铁开始，成对添加溴。已获得并表征了所有 2,2'-dihalogeno-1,1'-dibromoferrocenes。以迭代方式继续的反应序列最终应提供十溴二茂铁；然而，高度溴化的产品，如八溴二茂铁、九溴二茂铁和十溴二茂铁，由于溶解度较差，不能完全分离，因为合成方法已在非极性溶剂中进行了优化。正如 1,1'-二溴二茂

  DOI：

  10.1021/acs.organomet.1c00422

文献信息

• Selective reduction of a C Cl bond in halomethanes with Et3GeH at nanoscopic Lewis acidic Aluminium fluoride
  作者：Gisa Meißner、Michael Feist、Thomas Braun、Erhard Kemnitz

  DOI：10.1016/j.jorganchem.2017.04.030

  日期：2017.10

  activation of CCl bonds of hydrochlorofluoromethanes and chloromethanes at moderate reaction conditions using ACF in a combination with Et3GeH is presented. The reactions of the chloromethanes (CH3Cl, CH2Cl2, CHCl3 and CCl4) in the presence of Et3GeH and ACF as catalyst led to the activation of only one CCl bond resulting in the hydrodechlorination. Friedel-Crafts reactions with benzene as solvent are suppressed

  提出了在中等反应条件下，使用ACF与Et 3 GeH的组合，选择性活化氢氯氟甲烷和氯甲烷的C Cl键。在作为催化剂的Et 3 GeH和ACF的存在下，氯甲烷（CH 3 Cl，CH 2 Cl 2，CHCl 3和CCl 4）的反应导致仅一个C Cl键的活化而导致加氢脱氯。Et 3 GeH抑制了以苯为溶剂的Friedel-Crafts反应。实现了氢氯氟甲烷的选择性加氢脱氯，因为C F键转变为C没有发生由ACF和Et 3 GeH结合的H键。支撑脉冲TA ®实验中示出的固体催化剂和Et之间的相互作用3 GeH的，溶剂苯或CH 2氯2。
• Reductive dehalogenation of polyhalofluorocarbons with tributyltin hydride
  作者：Michael Van Der Puy、Randolph K. Belter、Ralph J. Borowski、Lois A.S. Ellis、Phillip J. Persichini、Andrew J. Poss、Theodore P. Rygas、Harry S. Tung

  DOI：10.1016/0022-1139(94)03153-q

  日期：1995.3

  The reduction of polyhalofluorocarbons, including ClCF2CFClCF2Cl, (ClCF2CFCl)2, ICH2(CF2)3CH2I and vicinal dichloro-perfluorocycloalkanes, with tributyltin hydride gave the corresponding hydrofluorocarbons in good to excellent yield. The results are compared with similar reductions with other reducing agents, and to tin hydride reductions of non-fluorinated analogs.

  用三丁基锡氢化物还原ClCF 2 CFClCF 2 Cl，（ClCF 2 CFCl）2，ICH 2（CF 2）3 CH 2 I和邻位二氯全氟环烷烃在内的多卤代氟烃，可以以良好的收率很好地得到相应的氢氟烃。将结果与其他还原剂的类似还原反应以及非氟化类似物的氢化锡还原反应进行了比较。
• Consecutive Transformations of Tetrafluoropropenes: Hydrogermylation and Catalytic C−F Activation Steps at a Lewis Acidic Aluminum Fluoride
  作者：Gisa Meißner、Konrad Kretschmar、Thomas Braun、Erhard Kemnitz

  DOI：10.1002/anie.201707759

  日期：2017.12.18

  The transformation of the CF3 group into an olefinic CF2 group was achieved at nanoscopic aluminum chlorofluoride (ACF) with silane. Consecutive hydrogermylation and C−F activation steps enabled the transformation of an olefinic C−F into a C−H bond.

  开发了诸如HFO-1234yf之类的四氟丙烯官能团。在具有硅烷的纳米级氯氟化铝（ACF）下，将CF 3基团转化为烯烃CF 2基团。连续的加氢麦芽酰化和CF活化步骤使烯烃C-F转变为C-H键。
• An Effective Preparation of Sulfonyl- or Sulfinyl-Substituted Fluorinated Alkenes and their Stereoselective Addition-Elimination Reactions with Organocuprates
  作者：Shigeyuki Yamada、Kanoko Shimoji、Toshio Takahashi、Tsutomu Konno、Takashi Ishihara

  DOI：10.1002/asia.201000022

  日期：——

  pentafluoropropen‐1‐yl sulfone or sulfoxide, which are easily prepared from commercially available 1,2‐dibromofluoroalkanes, with various organocuprates affords substitution or β‐reduction products in good to excellent yields through an addition–elimination reaction sequence.

  三氟乙烯或五氟丙烯-1-基砜或亚砜可以很容易地从市售的1,2-二溴氟代烷烃中制备，并用各种有机铜酸盐处理，通过加成-消除反应顺序，可以得到取代或β-还原产物，收率良好，收率极好。
• Halogen bonding of electrophilic bromocarbons with pseudohalide anions
  作者：Sergiy V. Rosokha、Charlotte L. Stern、Alan Swartz、Rory Stewart

  DOI：10.1039/c4cp00976b

  日期：——

  associates between bromocarbons and polydentate pseudohalide anions. Specifically, in the (Pr4N)NCO·CBr4, (Pr4N)N3·CBr4 and (Pr4N)NCO·CBr3NO2 co-crystals, bromine substituents of the electrophiles are halogen-bonded with the (CN or NN) π-bonds of the cyanate or azide anions. Co-crystals of CBr4 with (Pr4N)NCS show two modes (C–Br⋯S–C and C–Br⋯NC) of halogen bonding, while tribromoacetamide molecules form C–Br⋯S–C

  紫外可见测量表明，拟卤化物阴离子的相互作用，A -（A - = N 3 -，NCO -，NCS - ）中，用亲电bromocarbons，R-溴（R-BR = CBR 4，CBR 3 NO 2，CBR 3 CONH 2，CBR 3 H，CBR 3楼CBR 3 CN或C 3溴2 ˚F 6），在溶液中导致形成[R-BR，A的-]复合体。这些缔合体的特征是在200-350 nm范围内有很强的吸收带，显示出与相互作用的阴离子和R-Br亲电试剂的前沿（HOMO-LUMO）轨道的分离具有明显的Mulliken相关性。X射线晶体学研究确定了溴碳与多齿假卤化物阴离子之间的卤素键联缔合物​​的主要结构特征。具体地，在（Pr 4 N）NCO·CBr 4，（Pr 4 N）N 3 ·CBr 4和（Pr 4 N）NCO·CBr 3 NO 2共晶体中，亲电子体的溴取代基与卤素键合。 （C N或NN）氰酸根或叠氮化物阴离子的π键。CBr

表征谱图