六氟-2-丁炔 | 692-50-2

• 物质功能分类: 化学试剂 - 有机试剂 - 炔烃
• 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: 六氟-2-丁炔
• 英文名称: hexafluoro-2-butyne
• 英文别名: hexafluorobut-2-yne；perfluoro-2-butyne；perfluorobut-2-yne；hexafluorobutyne；1,1,1,4,4,4-hexafluorobut-2-yne
• CAS: 692-50-2
• 化学式: C₄F₆
• mdl: MFCD00039264
• 分子量: 162.034
• InChiKey: WBCLXFIDEDJGCC-UHFFFAOYSA-N

物化性质

• 熔点：
  −117 °C(lit.)
• 沸点：
  −25 °C(lit.)
• 密度：
  1,602 g/cm3
• 闪点：
  -36℃
• 稳定性/保质期：

  在常温常压下，该物质保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

ADMET

毒理性

• 毒性数据

LC50 (大鼠) = 81 ppm/4小时

LC50 (rat) = 81 ppm/4hr

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• TSCA：
  T
• 危险等级：
  2.3
• 危险品标志：
  F+,T
• 危险类别码：
  R12,R23,R
• 危险品运输编号：
  UN 3160 2.3
• WGK Germany：
  3
• RTECS号：
  ES0702500
• 海关编码：
  2903399090
• 危险类别：
  2.3
• 安全说明：
  S16,S33,S45
• 储存条件：
  常温、避光、存放在通风干燥处。

SDS

Name:	Hexafluoro-2-butyne 99% Material Safety Data Sheet
Synonym:
CAS:	692-50-2

Section 1 - Chemical Product MSDS Name:Hexafluoro-2-butyne 99% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
692-50-2	Hexafluoro-2-butyne	99%	211-732-7

Hazard Symbols: Not available.
Risk Phrases:

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Appearance: Not available.
Not available.
Target Organs: None known.
Potential Health Effects
The toxicological properties of this material have not been investigated. Use appropriate procedures to prevent opportunities for direct contact with the skin or eyes and to prevent inhalation.

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Section 4 - FIRST AID MEASURES
Eyes: Not available.
Skin:
Not available.
Ingestion:
Not available.
Inhalation:
Not available.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
Not available.
Extinguishing Media:
Not available.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Not available.

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Section 7 - HANDLING and STORAGE
Handling:
Not available.
Storage:
Not available.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Exposure Limits +--------------------+-------------------+-------------------+-----------------+ | Chemical Name | ACGIH | NIOSH |OSHA - Final PELs| |--------------------|-------------------|-------------------|-----------------| | Hexafluoro-2-butyne|none listed |none listed |none listed | +--------------------+-------------------+-------------------+-----------------+ OSHA Vacated PELs: Hexafluoro-2-butyne: No OSHA Vacated PELs are listed for this chemical.
Personal Protective Equipment Eyes: Not available.
Skin:
Not available.
Clothing:
Not available.
Respirators:
Not available.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Not available.
Appearance: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
NFPA Rating: Not published.
Explosion Limits, Lower: Not available.
Upper: Not available.
Decomposition Temperature:
Solubility:
Specific Gravity/Density:
Molecular Formula:
Molecular Weight:

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Not available.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 692-50-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Hexafluoro-2-butyne - Not listed by ACGIH, IARC, NIOSH, NTP, or OSHA.
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Chemical waste generators must determine whether a discarded chemical is classif as a hazardous waste.
US EPA guidelines for the classification determination are listed in 40 CFR Part Additionally, waste generators must consult state and local hazardous waste regu ensure complete and accurate classification.
RCRA P-Series: None listed.
RCRA U-Series: None listed.

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Section 14 - TRANSPORT INFORMATION

CDG/CPL
Not classified as hazardous for supply.
Canadian TDG
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
WGK (Water Danger/Protection)
CAS# 692-50-2: No information available.
United Kingdom Occupational Exposure Limits
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
WHMIS: Not available.
CAS# 692-50-2 is not listed on Canada's Ingredient Disclosure List.
Exposure Limits
US FEDERAL
TSCA
CAS# 692-50-2 is listed on the TSCA inventory.
Health & Safety Reporting List
None of the chemicals are on the Health & Safety Reporting List.
Chemical Test Rules
None of the chemicals in this product are under a Chemical Test Rule.
Section 12b
None of the chemicals are listed under TSCA Section 12b.
TSCA Significant New Use Rule
None of the chemicals in this material have a SNUR under TSCA.
SARA
Section 302 (RQ)
None of the chemicals in this material have an RQ.
Section 302 (TPQ)
None of the chemicals in this product have a TPQ.
Section 313
No chemicals are reportable under Section 313.
Clean Air Act:
This material does not contain any hazardous air pollutants.
This material does not contain any Class 1 Ozone depletors.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  六氟-2-丁炔 在 tetrafluorodiphosphine 作用下， 以 gas 为溶剂， 反应 4.0h， 以65%的产率得到(3-difluorophosphanyl-1,1,1,4,4,4-hexafluorobut-2-en-2-yl)-difluorophosphane
  参考文献：
  名称：

  Photoreactions of tetrafluorodiphosphine with alkynes

  摘要：

  DOI：

  10.1016/s0022-1139(00)81060-x
• 作为产物：
  描述：

  2-氯-1,1,1,4,4,4-六氟-2-丁烯 在 甲基三辛基氯化铵 、 sodium chloride 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.33h， 以75%的产率得到六氟-2-丁炔
  参考文献：
  名称：

  [EN] PROCESSES FOR PRODUCING Z-1,1,1,4,4,4-HEXAFLUOROBUT-2-ENE AND INTERMEDIATES FOR PRODUCING SAME
  [FR] PROCÉDÉS DE PRODUCTION DE Z-1,1,1,4,4,4-HEXAFLUOROBUT-2-ÈNE ET INTERMÉDIAIRES POUR LEUR PRODUCTION

  摘要：

  生产Z-1,1,1,4,4,4-六氟丁-2-烯的过程包括在氟化催化剂的存在下，在蒸汽相中将1,1,2,4,4-五氯丁-1,3-二烯与氢氟酸接触，以产生E-和Z-1,1,1,4,4,4-六氟-2-氯-2-丁烯。生产Z-1,1,1,4,4,4-六氟丁-2-烯的过程还包括将E-和Z-1,1,1,4,4,4-六氟-2-氯-2-丁烯与碱接触，以产生1,1,1,4,4,4-六氟-2-丁炔，然后将六氟-2-丁炔加氢以产生Z-1,1,1,4,4,4-六氟-2-丁烯。

  公开号：

  WO2020206279A1
• 作为试剂：
  描述：

  2-巯基嘧啶 在 六氟-2-丁炔 作用下， 以 四氢呋喃 为溶剂， 反应 60.0h， 以24%的产率得到2-<(3,3,3-trifluoro-1-trifluoromethylpropenyl)thio>pyrimidine
  参考文献：
  名称：

  Davidson, Jack L.; Murray, Ian E. P.; Preston, Peter N., Journal of Chemical Research, Miniprint, 1981, # 5, p. 1601 - 1627

  摘要：

  DOI：

文献信息

• Cell adhesion-inhibiting antiinflammatory and immune-suppressive compounds
  申请人：Abbott Laboratories

  公开号：US20040116518A1

  公开（公告）日：2004-06-17

  The present invention relates to novel cinnamide compounds that are useful for treating inflammatory and immune diseases and cerebral vasospasm, to pharmaceutical compositions containing these compounds, and to methods of inhibiting inflammation or suppressing immune response in a mammal.

  本发明涉及新型肉桂酰胺化合物，用于治疗炎症和免疫性疾病以及脑血管痉挛，以及含有这些化合物的药物组合物，以及在哺乳动物中抑制炎症或抑制免疫反应的方法。
• Base-catalyzed stereoselective hydrophenoxylation and hydrothiolation of hexafluorobutyne
  作者：Zhao Bo、Zeng Ji-Jun、Han Sheng、Tu Dong-Huai、Li Jiang-Wei、Zhang Wei、Lu Jian

  DOI：10.1016/j.tetlet.2020.151693

  日期：2020.3

  Novel base-catalyzed hydrophenoxylation and hydrothiolation of hexafluorobutyne are described. By using an easily available base, a variety of vinyl ethers as well as sulfides are prepared at room temperature through two-phase nucleophilic addition reaction. Mechanistic study revealed that the stereoselectivity of vinyl ethers might depend on frontier orbital interaction under kinetic control.

  Ñ OVEL碱催化hydrophenoxylation和hexafluorobutyne的hydrothiolation进行说明。通过使用容易获得的碱，在室温下通过两相亲核加成反应制备了各种乙烯基醚以及硫化物。机理研究表明，乙烯基醚的立体选择性可能取决于动力学控制下的前沿轨道相互作用。
• Reaction of polyfluoroalkenes with diphenylacetonitrile carbanion in a two-phase system
  作者：Mieczystaw Ma̧kosza、Halina Plenkiewicz

  DOI：10.1016/s0022-1139(00)83158-9

  日期：1984.4

  The carbanion of diphenylacetonitrile (DPA) generated in a catalytic two phase system reacts with polyfluoroalkenes to give addition-elimination products. Reaction of DPA with some polyfluorochloroalkanes was studied; elimination, addition-elimination and SN2 reactions were observed.

  在催化两相系统中生成的二苯基乙腈（DPA）的碳负离子与多氟烯烃反应生成加成消除产物。研究了DPA与一些多氟氯代烷烃的反应。观察到消除，加成消除和S N 2反应。
• Synthesis and crystal structure of bis(triethylphosphine)[hexakis-(trifluoromethyl)benzene]platinum, and of a nickelacycloheptatriene complex
  作者：J. Browning、M. Green、B. R. Penfold、J. L. Spencer、F. G. A. Stone

  DOI：10.1039/c39730000031

  日期：——

  Reaction of [Pt(PEt3)3] with hexakis(trifluoromethyl)benzene affords [PtC6(CF3)6}(PEt3)2], with a 1,2-hapto-structure; reaction of the nickel analogue with more hexafluorobut-2-yne gives a new kind of complex, a nickelahexakis(trifluoromethyl)cyclohepta-cis,trans,cis-triene; both structures have been established by X-ray crystal analysis.

  使[Pt（PEt 3）3 ]与六（三氟甲基）苯反应，得到[Pt C 6（CF 3）6 }（PEt 3）2 ]，具有1，2-杂合结构。镍类似物与更多的六氟丁-2-炔反应生成了一种新型的配合物，即镍六六（三氟甲基）环庚-顺，反，顺-三烯。两种结构均已通过X射线晶体分析确定。
• Ene reactions of allenes. Part II. Non-stereospecific ene insertions into an alkylallene by electron deficient acetylenes
  作者：Hock-Ann Chia、Barrie E. Kirk、David R. Taylor

  DOI：10.1039/p19740001209

  日期：——

  dimethyl 3,3,5-trimethylcyclohexa-1,4-diene-1,2-dicarboxylate; with hexafluorobut-2-yne it gives a mixture of the [2 + 2] cycloadduct 4-isopropylidene-3,3-dimethyl-1,2-bistrifluoromethylcyclobutene and the ene adducts (E)- and (Z)-1,1,1-trifluoro-4-isopropenyl-5-methyl-3-trifluoromethylhexa-2,4-diene; and with 3,3,3-trifluoropropyne it gives a mixture containing trans-1,1,1-trifluoro-4-isopropenyl-5-methylhexa-2

  2,4-二甲基戊-2,3-二烯与乙酰二羧酸二甲酯在苯中反应生成甲基4-异丙烯基-3-甲氧基羰基-5-甲基六-2,4的（E）和（Z）异构体的混合物-二烯二酸酯，并在四氯乙烷中通过质子重排和Diels-Alder环加成反应生成3,3,5-三甲基环己-1,4-二烯-1,2-二羧酸二甲酯；与六氟丁-2-炔一起可制得[2 + 2]环加合物4-异亚丙基-3,3-二甲基-1,2-双三氟甲基环丁烯与烯键加成物（E）-和（Z）-1,1的混合物， 1-三氟-4-异丙烯基-5-甲基-3-三氟甲基六-2,4-二烯; 并与3,3,3-三氟丙炔一起得到含有反式-1,1,1-三氟-4-异丙烯基-5-甲基六-2,4-二烯的混合物。

表征谱图