1,6-二碘代十二氟己烷 | 375-80-4

• 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 - 有机卤素化合物 - 有机碘化物
• 中文名称: 1,6-二碘代十二氟己烷
• 中文别名: 十二氟-1,6-二碘己烷；十二氟-1,6-二吡啶乙烷；1,6-二碘全氟己烷；1,6-二碘十二氟己烷
• 英文名称: dodecafluoro-1,6-diiodohexane
• 英文别名: 1,6-diiodoperfluorohexane；1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-1,6-diiodohexane；1,6-diiodododecafluorohexane；α,ω-diiodoperfluorohexane
• CAS: 375-80-4
• 化学式: C₆F₁₂I₂
• mdl: MFCD00042264
• 分子量: 553.856
• InChiKey: JOQDDLBOAIKFQX-UHFFFAOYSA-N

物化性质

• 熔点：
  25-30 °C(lit.)
• 沸点：
  173-174 °C(lit.)
• 密度：
  2,357 g/cm3
• 闪点：
  195 °F
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 保留指数：
  1019;1019;1020

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  5
• 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：
  12

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi,T
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/38
• WGK Germany：
  3
• 海关编码：
  2903799090
• 储存条件：
  2-8°C

SDS

Dodecafluoro-1,6-diiodohexane Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Dodecafluoro-1,6-diiodohexane

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 4
Category 4
Acute toxicity (Dermal)
Acute toxicity (Inhalation) Category 4
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Harmful if swallowed, in contact with skin or if inhaled
Hazard statements
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Avoid breathing dust/fume/gas/mist/vapours/spray.
[Prevention]
Use only outdoors or in a well-ventilated area.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves and eye/face protection.
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing. Call a POISON CENTER or doctor/physician if you feel unwell.
IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Wash contaminated clothing before reuse.
Call a POISON CENTER or doctor/physician if you feel unwell.
Dodecafluoro-1,6-diiodohexane

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Section 2. HAZARDS IDENTIFICATION
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Dodecafluoro-1,6-diiodohexane
>98.0%(GC)
Percent:
CAS Number: 375-80-4
Perfluoro-1,6-diiodohexane
Synonyms:
Chemical Formula: C6F12I2

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth.
Ingestion:
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, water spray, carbon dioxide.
Suitable extinguishing
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
When extinguishing fire, be sure to wear personal protective equipment.
Special protective
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Light-sensitive
Comply with laws.
Packaging material:
Dodecafluoro-1,6-diiodohexane

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Lump
White - Pale red
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:25°C (Freezing point)
Boiling point/range: 115°C/13kPa
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
No data available
[Water]
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Hydrogen Iodide, Hydrogen fluoride
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
Dodecafluoro-1,6-diiodohexane

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Section 12. ECOLOGICAL INFORMATION
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,6-二碘代十二氟己烷 在 tetracarbonyl nickel 、 乙腈 作用下， 生成 十氟环己烯
  参考文献：
  名称：

  Transformations of F-Alkyl Iodides and Bromides Induced by Nickel(0) Carbonyl

  摘要：

  Adducts of primary F-alkyl iodides with nickel carbonyl are formed readily in donor solvents and pyrolyze at 100-150 degrees C to give olefinic coupling products in high yield. The mechanism proposed to account for the observed chemistry involves preferential alpha-elimination of fluorine with formation of a carbenoid species complex coordinated to nickel. Differences in reaction paths among several types of substrate halides are rationalized on the basis of polarization of the Ni-C bond in the adducts, Support for these proposals is provided by state-of-the-art calculations.

  DOI：

  10.1021/jo970805y
• 作为产物：
  描述：

  1-氯-1,1,2,2,3,3,4,4,5,5,6,6-十二氟-6-碘己烷 在 sodium persulfate 、 sodium dithionite 、 碘 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 1,6-二碘代十二氟己烷
  参考文献：
  名称：

  通过改性的磺胺脱卤从全氟烷基氯实际有效地合成全氟烷基碘

  摘要：

  通过先用连二亚硫酸钠转化为相应的全氟烷磺酸亚磺酸钠，然后再用碘氧化，开发了一种新颖的两步一锅合成法，由全氟烷基氯化物（α-氯-ω-碘全氟烷烃）合成全氟烷基碘（α，ω-二碘全氟烷烃）。 。

  DOI：

  10.1016/j.jfluchem.2007.04.018

文献信息

• The N⋯I Intermolecular Interaction as a General Protocol for the Formation of Perfluorocarbon–Hydrocarbon Supramolecular Architectures 1
  作者：Paolo Cardillo、Eleonora Corradi、Angelo Lunghi、Stefano Valdo Meille、Maria Teresa Messina、Pierangelo Metrangolo、Giuseppe Resnati

  DOI：10.1016/s0040-4020(00)00476-2

  日期：2000.7

  The formation of infinite 1D networks where diiodoperfluorocarbons are halogen bonded to di-nitrogen substituted hydrocarbons is described. The N⋯I non-covalent interaction is specific, directional, and strong enough to effectively overcome the low affinity between perfluorocarbon and hydrocarbon modules and to drive their self-assembly in the solid and liquid phase. Several analytical techniques are

  描述了无限一维网络的形成，其中二碘全氟化碳被卤素键合到二氮取代的烃上。N⋯I非共价相互作用具有特异性，方向性，并且强度足以有效克服全氟化碳和烃模块之间的低亲和力，并驱动它们在固相和液相中自组装。几种分析技术用于鉴定和表征从氮原子到碘原子的电子给体。交互的有效性在很大程度上与所涉及模块的整体结构无关。实际上，已经从二碘全氟烷烃和-芳烃（电子弱基序）以及吡啶衍生物和二或三烷基胺（电子富集基序）开始获得了超分子结构。
• Burying the Inverted Surface Dipole: Self-Assembled Monolayers Derived from Alkyl-Terminated Partially Fluorinated Alkanethiols
  作者：Maria D. Marquez、Oussama Zenasni、Daniela Rodriguez、Tianlang Yu、Siwakorn Sakunkaewkasem、Fabiana Toro Figueira、Arkadiusz Czader、Steven Baldelli、T. Randall Lee

  DOI：10.1021/acs.chemmater.9b02887

  日期：2020.2.11

  The direction and magnitude of surface dipoles directly affect the interfacial properties and can be tuned through molecular design. This article examines the effect of a hydrocarbon–fluorocarbon, “HC–FC”, dipole on the structural and interfacial properties of self-assembled monolayers (SAMs) as the dipole is buried into the film. A series of selectively fluorinated alkanethiols with a progressively

  表面偶极子的方向和大小直接影响界面性质，可以通过分子设计进行调整。本文研究了偶极子埋入薄膜中时，碳氢化合物-碳氟化合物（HC-FC）偶极子对自组装单分子层（SAMs）的结构和界面特性的影响。一系列选择性氟化的链烷硫醇，在六个碳氟化合物上具有逐渐延伸的烷基链，并具有11个烃的烷基间隔基，H（CH 2）n（CF 2）6（CH 2）11 SH，其中n = 1–7（HnF6H11SH）的制备，并用于在蒸发的金上生成SAM，从而将HC-FC偶极子有系统地掩埋在薄膜中。薄膜的结构分析表明，排列整齐的薄膜在顶部烷基链中具有轻微的无序/松散堆积。此外，在SAM的方向和润湿性中观察到奇偶效应，与顶部烷基链中的碳原子数相对应，从而得出结论，氟化链段具有替代表面的作用。至于偶极子对薄膜的润湿行为的影响，在三个亚甲基单元后，该影响似乎被最小化了。然而，还发现单层的结构特征影响膜的润湿性。
• Crosslinking of fluoroelastomers by “click” azide-nitrile cycloaddition
  作者：Guillaume Tillet、Gérald Lopez、Ming-Hong Hung、Bruno Améduri

  DOI：10.1002/pola.27549

  日期：2015.5.15

  A fluoroelastomer that bears pendant nitrile groups is crosslinked with a telechelic bis‐azido fluorinated curing agent by “click” azide–nitrile cycloaddition. Thermogravimetric analyses of the resulting press cured films reveal an improvement by 20 °C of the thermal degradation profile under air, compared to that of the corresponding uncured fluoroelastomer.

  带有悬垂腈基的含氟弹性体通过“点击”叠氮化物-腈环加成反应与远螯双叠氮基氟化固化剂交联。与相应的未固化的含氟弹性体相比，所得压制固化的膜的热重分析显示在空气中的热降解曲线提高了20°C。
• Synthesis and Properties of Perfluoroalkyl Phosphine Ligands: Photoinduced Reaction of Diphosphines with Perfluoroalkyl Iodides
  作者：Shin-ichi Kawaguchi、Yoshiaki Minamida、Takashi Ohe、Akihiro Nomoto、Motohiro Sonoda、Akiya Ogawa

  DOI：10.1002/anie.201207383

  日期：2013.2.4

  ‘F'lurry of activity: The title reaction provides a convenient procedure for direct synthesis of perfluoroalkylated phosphines. The synthesized phosphine n‐C10F21PPh2 forms a complex with palladium(II) to give 1 and several runs of coupling reactions are attained with n‐C10F21PPh2 by using a fluorous/organic biphasic system.

  活性的“ F”浆：标题反应为直接合成全氟烷基化的膦提供了便利的程序。合成的膦n- C 10 F 21 PPh 2与钯（II）形成配合物，生成1，通过使用氟/有机双相体系，n- C 10 F 21 PPh 2可以进行多次偶联反应。
• [EN] ANTI-FUNGAL TREATMENT<br/>[FR] TRAITEMENT ANTIFONGIQUE
  申请人：OHIO STATE INNOVATION FOUNDATION

  公开号：WO2018045106A1

  公开（公告）日：2018-03-08

  Provided are compounds, methods, and pharmaceutical compositions useful for treatment of fungal infections, e.g., aspergillosis, candidiasis, cryptococcosis, histoplasmosis, and the like. For example, the pharmaceutical composition may include a pharmaceutically acceptable carrier or excipient, and a compound represented by Ar— C(=NR1)NR2— A---X— Y— Het2 and pharmaceutically acceptable salts thereof. Ar may be an optionally substituted aryl or nitrogen- containing heteroaryl. R1 and R2 may independently be H, optionally substituted C1-C6 aikyi, or optionally substituted C3-C6 cyeloalkyi. A may be a bond or an optionally substituted linking moiety comprising 1, 2, or 3 rings. Each ring in the optionally substituted linking moiety may independently be one of: aryl, cyeloalkyi, heterocycloalkyl, and heteroaryl. X may be O, S, amide, or a bond. Y may be optionally substituted C1-C10 alkyi or optionally substituted C2-C10 alkenyl. Het2 may be an optionally substituted five-membered nitrogen-containing heteroaromatic ring comprising 1, 2, or 3 ring heteroatoms.

  提供了用于治疗真菌感染的化合物、方法和药物组合物，例如曲霉病、念珠菌感染、隐球菌病、组织胞浆菌病等。例如，药物组合物可以包括药用可接受载体或赋形剂，以及由Ar—C(=NR1)NR2—A---X—Y—Het2表示的化合物及其药用可接受的盐。Ar可以是可选择取代的芳基或含氮的杂环芳基。R1和R2可以独立地是H、可选择取代的C1-C6烷基或可选择取代的C3-C6环烷基。A可以是键或包含1、2或3个环的可选择取代的连接基。可选择取代的连接基中的每个环可以独立地是以下之一：芳基、环烷基、杂环烷基和杂芳基。X可以是O、S、酰胺或键。Y可以是可选择取代的C1-C10烷基或可选择取代的C2-C10烯基。Het2可以是可选择取代的含五个成员的含氮杂芳环，其中包括1、2或3个环杂原子。