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1,1,2,2-四氟乙基磺酸 | 464-14-2

中文名称
1,1,2,2-四氟乙基磺酸
中文别名
1,1,2,2-四氟乙磺酸
英文名称
1,1,2,2-tetrafluoroethanesulfonic acid
英文别名
TFESA
1,1,2,2-四氟乙基磺酸化学式
CAS
464-14-2
化学式
C2H2F4O3S
mdl
MFCD08458695
分子量
182.096
InChiKey
KZWJWYFPLXRYIL-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    250°C
  • 密度:
    1.7

计算性质

  • 辛醇/水分配系数(LogP):
    0.7
  • 重原子数:
    10
  • 可旋转键数:
    2
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    1.0
  • 拓扑面积:
    62.8
  • 氢给体数:
    1
  • 氢受体数:
    7

安全信息

  • 危险品标志:
    C
  • 安全说明:
    S26,S36/37/39,S45
  • 危险类别码:
    R21/22,R35
  • 危险品运输编号:
    UN 3265 8/PG 1
  • 海关编码:
    2904909090

SDS

SDS:d66b6a3c8638ef3111c1ed0d31a601cd
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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1,1,2,2-Tetrafluoroethanesulfonic acid
CAS-No. : 464-14-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances



Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Dermal (Category 4)
Acute toxicity, Oral (Category 4)
Skin corrosion (Category 1A)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful in contact with skin and if swallowed. Causes severe burns.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H314 Causes severe skin burns and eye damage.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R21/22 Harmful in contact with skin and if swallowed.
R35 Causes severe burns.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : TFESA
Formula : C2H2F4O3S
Molecular Weight : 182,09 g/mol
Component Concentration
1,1,2,2-Tetrafluoroethanesulfonic acid
CAS-No. 464-14-2 -

Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea
Indication of any immediate medical attention and special treatment needed
no data available

Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Sulphur oxides, Hydrogen fluoride
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Normal measures for preventive fire protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Store under inert gas.
Specific end use(s)
no data available

Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: liquid
Colour: yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 210 - 211 °C at 1.013 hPa
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure 0,08 hPa at 25 °C
5 hPa at 82 °C
l) Vapour density no data available
m) Relative density 1,747 g/cm3 at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agentsStrong oxidizing agents, Water, Bases, Strong reducing agents
Hazardous decomposition products
Other decomposition products - no data available

Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. Material is extremely destructive to the tissue of
the mucous membranes and upper respiratory tract.
Ingestion Harmful if swallowed. Causes burns.
Skin Harmful if absorbed through skin. Causes skin burns.
Eyes
Causes eye burns.
Signs and Symptoms of Exposure
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea
Additional Information
RTECS: Not available

Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 3265 IMDG: 3265 IATA: 3265
UN proper shipping name
ADR/RID: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (1,1,2,2-Tetrafluoroethanesulfonic acid)
IMDG: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (1,1,2,2-Tetrafluoroethanesulfonic acid)
IATA: Corrosive liquid, acidic, organic, n.o.s. (1,1,2,2-Tetrafluoroethanesulfonic acid)
Transport hazard class(es)
ADR/RID: 8 IMDG: 8 IATA: 8
Packaging group
ADR/RID: I IMDG: I IATA: I
Environmental hazards
ADR/RID: no IMDG Marine Pollutant: no IATA: no
Special precautions for user
no data available



SECTION 15 - REGULATORY INFORMATION
N/A


SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途:三氟甲烷磺酸的替代品。

反应信息

  • 作为反应物:
    描述:
    1,1,2,2-四氟乙基磺酸 在 phosphorus pentoxide 作用下, 反应 3.0h, 以60%的产率得到1,1,2,2-tetrafluoroethanesulfonic acid anhydride
    参考文献:
    名称:
    芳基四氟甲磺酸酯(ArOSO 2 CF 2 CF 2 H)的制备及合成应用
    摘要:
    我们最近开发了一种改进的合成路线,以合成1,1,2,2-四氟乙烷磺酸(HCF 2 CF 2 SO 3 H,TFESA),并探索了这种新获得的超强酸在催化中的应用。挥发性低,易于处理且方便11 H NMR处理使该酸成为三氟甲磺酸的有吸引力的替代物。TFESA也可以转化为几种衍生物:酸酐,磺酰氯和磺酰氟,它们为芳基磺酸盐的合成提供了良好的切入点。我们制备了1,1,2,2-四氟乙烷磺酸的几种芳基酯(芳基四氟甲磺酸),表明它们可用于许多钯催化的偶联反应(Suzuki,Heck和Buchwald-Hartwig偶联)。虽然四氟甲磺酸酯的反应性介于三氟甲磺酸酯和氯化物之间,但四氟甲磺酸酯似乎更热稳定。另外,四氟甲磺酸酯基团中氢原子的存在促进了反应的监测和衍生物的表征。
    DOI:
    10.1021/jo701630a
  • 作为产物:
    描述:
    四氟乙烯 在 sodium sulfite 、 盐酸 作用下, 以 甲醇 为溶剂, 反应 13.25h, 以69 g的产率得到1,1,2,2-四氟乙基磺酸
    参考文献:
    名称:
    [EN] PROCESS FOR THE SYNTHESIS OF TETRAFLUOROETHANESULFONIC ACID
    [FR] PROCÉDÉ DE SYNTHÈSE D'ACIDE TÉTRAFLUOROÉTHANESULFONIQUE
    摘要:
    公开号:
    WO2014020614A3
  • 作为试剂:
    描述:
    环己烷1,1,2,2-四氟乙基磺酸 作用下, 反应 16.0h, 以55%的产率得到甲基环戊烷
    参考文献:
    名称:
    四叶酸(1,1,2,2-四氟乙烷磺酸,HC 2 F 4 SO 3 H)和四氟甲磺酸镓是有机合成中的有效催化剂
    摘要:
    四氟乙酸为需要高酸度的各种有机反应提供了充足的酸度。它的镓(III)盐在温和的条件下是一种有效的催化剂,可用于合成转化,例如酮式Strecker反应,用于合成氟化α-氨基腈,缩合环化反应,使用合适的氟代酮和1,2-二取代的苯直接进行。 5元或6元氟化杂环的制备。
    DOI:
    10.1002/adsc.201200111
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文献信息

  • Alkylation of aromatic compounds
    申请人:Harmer Andrew Mark
    公开号:US20070100184A1
    公开(公告)日:2007-05-03
    The present invention relates to the synthesis of alkylated aromatic compounds using ionic liquids as the solvent. Alkylated aromatic compounds are synthesized by reacting an aromatic compound with a monoolefin in the presence of an acid catalyst.
    本发明涉及使用离子液体作为溶剂合成烷基芳香化合物。通过在酸催化剂的存在下将芳香化合物与单烯烃反应来合成烷基芳香化合物。
  • Olefin isomerization
    申请人:Harmer Andrew Mark
    公开号:US20070100181A1
    公开(公告)日:2007-05-03
    This invention relates to a process for isomerizing olefins; the reaction is carried out in the presence of at least one ionic liquid.
    这项发明涉及一种异构烯烃的异构化过程;在至少一种离子液体的存在下进行反应。
  • Olefin polymerization
    申请人:Harmer Andrew Mark
    公开号:US20070100193A1
    公开(公告)日:2007-05-03
    This invention relates to a process for isomerizing olefins using a porous microcomposite comprising at least one fluorinated sulfonic acid on silica as the catalyst.
    这项发明涉及一种使用至少一种硅胶上的氟磺酸催化剂的多孔微复合物异构烯烃的过程。
  • Structural elucidation of supported Rh complexes derived from RhCl(PPh3)3 immobilized on surface-functionalized SBA-15 and their catalytic performance for C-heteroatom (S, O) bond formation
    作者:Yong Yang、Ji Wong Chang、Robert M. Rioux
    DOI:10.1016/j.jcat.2018.06.012
    日期:2018.9
    catalysis. The immobilized Rh complexes demonstrated high activity for the addition of alkynes with thiols (hydrothiolation) or sulfonic acids (hydrosulfonation) with excellent regio- and stereoselectivity under mild reaction conditions. This work demonstrates the elucidation of the local structure of the immobilized Rh complexes requires a complimentary multi-technique characterization approach that
    威尔金森配合物RhCl(PPh 3)3固定在介孔通道内经伯胺,仲胺或二苯基膦基官能化的SBA-15二氧化硅上的铑配合物的局部结构已通过一系列技术进行了表征包括XRD,HR-TEM,多核(13 C / 29 Si / 31 P)固态NMR,2D 31 P 1 H} HETCOR NMR,XPS和Rh K- edge EXAFS。RhCl(PPh 3)3的固定化通过与接枝到二氧化硅表面的不同官能团形成共价键会导致Rh中心局部结构发生变化,这对催化具有重要意义。固定化的Rh络合物在温和的反应条件下,对具有炔基和立体选择性的硫醇(氢巯基化)或磺酸(氢磺化)添加炔烃表现出很高的活性。这项工作表明固定化Rh复合物的局部结构的阐明需要一种互补的多技术表征方法,该方法可以探测金属中心本身和周围的配体。
  • Addition of Sulfonic Acids to Terminal Alkynes Catalyzed by a Rhodium Complex: Ligand Concentration-Controlled Reaction Selectivity
    作者:Yong Yang、Eric G. Moschetta、Robert M. Rioux
    DOI:10.1002/cctc.201300228
    日期:2013.10
    the Markovnikov vinyl sulfonate ester by tuning the concentration of the exogenous ligand, PPh3, which forms the active RhP species in situ. At lower PPh3 concentrations, the reaction favors the formation of vinyl sulfonate esters, whereas at higher PPh3 concentrations, the reaction favors the formation of vinylphosphonium salts. We perform Hammett analyses and kinetic isotope effect experiments to determine
    已经开发出通过炔烃与磺酸的加氢磺化以中等至高收率的区域选择性形成乙烯基磺酸乙烯酯的Rh催化方法。我们的合成方法能够将多种炔烃添加到一组磺酸中,并且适用于不同的磷配体,溶剂和Rh前体。我们通过调节外源性配体PPh 3的浓度来控制对马尔可夫尼科夫乙烯基磺酸酯反应的化学和区域选择性,后者可在原位形成活性RhP物种。在较低的PPh 3浓度下,该反应有利于形成乙烯基磺酸酯,而在较高的PPh 3下在一定浓度下,该反应有利于乙烯基phosph盐的形成。我们进行Hammett分析和动力学同位素效应实验,以确定催化机理的步骤。取代的乙炔的反应数据表明,在三键上发生了顺式和反式加成反应。用乙烯基phosph盐作为外源性配体进行的实验确定,盐的形成不是直接形成乙烯基磺酸酯的催化机理中的必要步骤。
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