2-(三氟甲基)-3,3,3-三幅丙酸甲酯 | 360-54-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(三氟甲基)-3,3,3-三幅丙酸甲酯
• 中文别名: 2-(三氟甲基)-3,3,3-三氟丙酸甲酯
• 英文名称: methyl 2-(trifluoromethyl)-3,3,3-trifluoropropionate
• 英文别名: methyl 2-H-hexafluoroisobutyrate；methyl 3,3,3-trifluoro-2-(trifluoromethyl)propanoate；methyl 2-hydrohexafluoroisobutyrate；Methyl-α-hydro-hexafluoro-isobutyrat；Propanoic acid, 3,3,3-trifluoro-2-(trifluoromethyl)-, methyl ester
• CAS: 360-54-3
• 化学式: C₅H₄F₆O₂
• 分子量: 210.076
• InChiKey: JGGBVFLRNNDHCM-UHFFFAOYSA-N

物化性质

• 沸点：
  90-91°C
• 密度：
  1.604
• 闪点：
  60°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 危险等级：
  3/6.1
• 危险类别码：
  R36/37/38
• 危险品运输编号：
  UN 3272
• 海关编码：
  2915900090
• 储存条件：
  室温

SDS

Methyl 2-(Trifluoromethyl)-3,3,3-trifluoropropionate Revision number: 5.3
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Methyl 2-(Trifluoromethyl)-3,3,3-trifluoropropionate

Revision number: 5.3

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 2
Flammable liquids
HEALTH HAZARDS
Category 3
Acute toxicity (Oral)
Skin corrosion/irritation Category 2
Category 2A
Serious eye damage/eye irritation
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Highly flammable liquid and vapour
Toxic if swallowed
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
[Prevention]
Keep container tightly closed.
Use explosion-proof electrical/ventilating/lighting equipment. Take precautionary
measures against ignition by the static discharge and the spark.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
[Response] IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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 (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.
Methyl 2-(Trifluoromethyl)-3,3,3-
trifluoropropionate

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Section 2. HAZARDS IDENTIFICATION
[Storage] Store in a well-ventilated place. Keep cool.
Store locked up.
[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
Substance/mixture:
Components: Methyl 2-(Trifluoromethyl)-3,3,3-trifluoropropionate
>98.0%(GC)
Percent:
CAS Number: 360-54-3
2-(Trifluoromethyl)-3,3,3-trifluoropropionic Acid Methyl Ester , Methyl 2,2-
Synonyms:
Bis(trifluoromethyl)acetate , 2,2-Bis(trifluoromethyl)acetic Acid Methyl Ester
Chemical Formula: C5H4F6O2

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Get medical advice/attention if you feel unwell.
Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
Skin contact:
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Rinse cautiously with water for several minutes. Remove contact lenses, if present
Eye contact:
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Immediately call a POISON CENTER or doctor/physician. Rinse mouth.
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
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
from the chemical:
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: Keep containers cool by
spraying with water. Eliminate all ignition sources if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use extra personal protective equipment (self-contained breathing apparatus). Keep
Personal precautions,
protective equipment and people away from and upwind of spill/leak. Ensure adequate ventilation. Entry to non-
emergency procedures: involved personnel should be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in dry sand or inert absorbent before recovering it into an
containment and cleaning airtight container. In case of large amount of spillage, contain a spill by bunding.
up: Adhered or collected material should be promptly disposed of, in accordance with
appropriate laws and regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Methyl 2-(Trifluoromethyl)-3,3,3-
trifluoropropionate

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Section 7. HANDLING AND STORAGE
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Keep away from heat/sparks/open flame/hot
surfaces. -No smoking. Take measures to prevent the build up of electrostatic
charge. Use explosion-proof equipment. Wash hands and face thoroughly after
handling.
Use a closed system if possible. Use a ventilation, local exhaust if vapour 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, dark and well-ventilated place.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust. Also install safety shower and eye bath.
Engineering controls:
Personal protective equipment
Respiratory protection: Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Hand protection: Impervious gloves.
Safety goggles. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Clear
Form:
Colour: Colorless - Almost colorless
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 88°C
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 1.45
Solubility(ies):
[Water] No data available
[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:
Conditions to avoid: Spark, Open flame, Static discharge
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Hydrogen fluoride
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: orl-mus LD50:300 mg/kg
ipr-mus LD50:17 mg/kg
ivn-mus LD50:15 mg/kg
Methyl 2-(Trifluoromethyl)-3,3,3-
trifluoropropionate

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Section 11. TOXICOLOGICAL INFORMATION
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:
RTECS Number: NQ4690000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
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 burn in a chemical
incinerator equipped with an afterburner and scrubber system but exert extra care in igniting as this material is
highly flammable. Observe all federal, state and local regulations when disposing of the substance

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Section 14. TRANSPORT INFORMATION
Hazards Class: 3: Flammable liquid.
Subsidiary risk: 6.1: Toxic substance.
UN-No: 1992
Proper shipping name: Flammable liquid, toxic, n.o.s.
Packing group: II

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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.
Methyl 2-(Trifluoromethyl)-3,3,3-
trifluoropropionate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(三氟甲基)-3,3,3-三幅丙酸甲酯 在 triethylamine boron trifluoride 作用下， 反应 3.0h， 以71%的产率得到五氟甲基丙烯酸甲酯
  参考文献：
  名称：

  用于157 nm抗蚀剂应用的金属催化加成聚合物。部分氟化，酯官能化的三环[4.2.1.0 2,5 ] non-7- enes的合成与聚合

  摘要：

  氟化三环[4.2.1.0 2,5已显示]非-7-烯-3-羧酸酯经历金属催化的加成聚合。所得均聚物在157 nm处透明，并证明了这些单体在157 nm光刻胶开发中的实用性。通过气相真空-紫外光谱法和可变角光谱椭偏法测定，具有酯取代基的氟化三环壬烯（TCN）结构在157 nm处的透明性比常规酯官能化的降冰片烯结构高3个数量级。与氟化降冰片烯对应物不同，氟化物 酯官能化的TCN单体成功地进行了过渡金属催化的加成聚合反应，以生产具有高玻璃化转变温度和光刻胶材料应用所需的耐蚀刻性的聚合物。通过TCN单体和聚合物的合成和表征，证实了氟化TCN结构用于157 nm光刻胶的潜在用途。

  DOI：

  10.1021/ma021131i
• 作为产物：
  描述：

  1-甲氧基(全氟基-2-甲基-1-丙烯) 在 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 2-(三氟甲基)-3,3,3-三幅丙酸甲酯
  参考文献：
  名称：

  一种六氟异丁烯的制备方法

  摘要：

  本发明公开了一种六氟异丁烯的制备方法，包括以下步骤：(1)将七氟异丁烯基甲醚、甲醇、卤化物在I型溶剂中进行反应，反应结束后冷却过滤，将滤液精馏得六氟异丁酸甲酯；(2)将步骤(1)得到的六氟异丁酸甲酯与还原剂在II型溶剂中进行反应，反应结束后，盐酸淬灭，过滤，滤液精馏得六氟异丁醇；(3)将步骤(2)得到的六氟异丁醇与碱按摩尔比为1：1～10在III型溶剂中进行反应，收集反应产物并精馏得到六氟异丁烯产品。本发明具有工艺简单，收率高，原料廉价易得，适合工业化的优点。

  公开号：

  CN107151198A

文献信息

• [EN] SUBSTITUTED ARYL-AMINE DERIVATIVES AND METHODS OF USE<br/>[FR] DÉRIVÉS AMINÉS À SUBSTITUTION ARYLE ET PROCÉDÉS D'UTILISATION
  申请人：AMGEN INC

  公开号：WO2006012374A1

  公开（公告）日：2006-02-02

  The present invention provides classes of compounds, including-their pharmaceutically acceptable derivatives, useful for treating angiogenesis and related diseases such as cancer. Formula I and II wherein R is a 9- or 10-membered heterocyclyl ring selected from 7-isoquinolinyl,..2-methyl-3-oxo-2,3-dihydroindazol-6-yl, [1,6]-naphthydrin-3-yl, [1,7]-naphthydrin-2-yl, 1-oxo-2,3-dihydrobenzofuran-4-yl, 3-oxo-2,3-dihydrobenzofuran-5-yl, dihydro-benzodioxinyl, 6-quinazolinyl, 2-amino-6-quinazolinyl, 4-methylamino-6-quinazolinyl, 2,4-diamino-6 quinazolinyl, 3-oxo-3,4-dihydro-1,4-benzoxazin-6-yl, 2,2-difluoro-l;3-benzodioxol-5-yl and 2,2,3,3 tetrafluoro-2,3-dihydro-l,4-benzodioxin-6-yl, each of which is optionally substituted with one or more substituents selected from halo, haloakyl, C1-6 alkyl, C2-8 alkenyl, C2-8 alkynyl, N-dimethylamino-C1-6-alkyl, N-dimethylamino-C1-6-alkoxy, amino, alkyl-carbonylamino, morpholino-sulfonyl, amino-sulfonyl, oxazolyl, pyrrolyl,4 morpholinyl, carboxyl, cyano, and acetyl; wherein R1 in formula I is selected from unsubstituted or substituted phenyl, 5-6 membered heteroaryl, 9-10 membered bicyclic heterocyclyl and 11-14 membered tricyclic heterocyclyl, and R1 in formula II is selected from specific bicyclic heterocycles.

  本发明提供了一类化合物，包括其药用可接受的衍生物，用于治疗血管生成和相关疾病，如癌症。其中R为从7-异喹啉基、2-甲基-3-氧代-2,3-二氢吲哚-6-基、[1,6]-萘啶-3-基、[1,7]-萘啶-2-基、1-氧代-2,3-二氢苯并呋喃-4-基、3-氧代-2,3-二氢苯并呋喃-5-基、二氢苯并二氧杂环基、6-喹唑啉基、2-氨基-6-喹唑啉基、4-甲氨基-6-喹唑啉基、2,4-二氨基-6-喹唑啉基、3-氧代-3,4-二氢-1,4-苯并噁嗪-6-基、2,2-二氟-1,3-苯并二氧杂环-5-基和2,2,3,3-四氟-2,3-二氢-1,4-苯并二氧杂环-6-基中选择的9-或10-成员杂环基，其中每个基可选择地被一个或多个来自卤素、卤代烷基、C1-6烷基、C2-8烯基、C2-8炔基、N-二甲氨基-C1-6-烷基、N-二甲氨基-C1-6-烷氧基、氨基、烷基-羰基氨基、吗啉磺酰基、氨基磺酰基、噁唑基、吡咯基、吗啉基、羧基、氰基和乙酰基的取代基取代；其中式I中的R1从未取代或取代的苯基、5-6成员杂芳基、9-10成员双环杂环基和11-14成员三环杂环基中选择，式II中的R1从特定的双环杂环基中选择。
• Substituted alkylamine derivatives and methods of use
  申请人：Amgen Inc.

  公开号：US20030225106A1

  公开（公告）日：2003-12-04

  Selected amines are effective for prophylaxis and treatment of diseases, such as angiogenesis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的胺对预防治疗疾病有效，如血管生成介导的疾病。本发明包括新的化合物、类似物、前药和药用可接受的盐，药物组合物和预防治疗疾病和其他疾病或状况的方法，包括癌症等。本发明还涉及制造这类化合物的过程以及在此类过程中有用的中间体。
• A General Synthesis of Bis(<i>o</i>-azaheteroaryl)methane Derivatives from<i>N</i>-Oxides of Azines and Azoles
  作者：Magdalena Szpunar、Rafał Loska

  DOI：10.1002/ejoc.201500072

  日期：2015.4

  A general method of preparation of derivatives of bis(o-azaheteroaryl)methanes from aromatic N-oxides is reported, the key step of which is a 1,3-dipolar cycloaddition between N-oxides of azines or azoles and in situ generated terminal difluoroalkenes containing an o-azaheteroaryl substituent at the double bond. Selected products were applied for the preparation of two novel unsymmetrical analogues

  报道了一种从芳香族 N-氧化物制备双 (o-氮杂杂芳基) 甲烷衍生物的通用方法，其关键步骤是 吖嗪或唑的 N-氧化物与原位生成的末端二氟烯烃之间的 1,3-偶极环加成反应在双键上含有一个邻氮杂杂芳基取代基。选定的产品用于制备两种新型 BODIPY 荧光染料的不对称类似物，其中包含咪唑和喹啉或异喹啉单元。
• Iridium-Catalyzed Reactions of Trifluoromethylated Compounds with Alkenes: A Csp³H Bond Activation α to the Trifluoromethyl Group
  作者：Yong Guo、Xiaming Zhao、Dazhi Zhang、Shun-Ichi Murahashi

  DOI：10.1002/anie.200805852

  日期：2009.3.2

  Catalytic convenience: The use of iridium or ruthenium catalysts for CH bond activation has led to the addition reaction of trifluoromethylated compounds to alkenes (see scheme). This atom‐economical reaction occurs under neutral reaction conditions and without the formation of undesired defluorinated by‐products, even at high temperature.

  催化方便性：使用铱或钌催化剂进行CH键活化已导致三氟甲基化的化合物与烯烃的加成反应（参见方案）。这种原子经济反应是在中性反应条件下进行的，即使在高温下也不会形成不希望的脱氟副产物。
• A new approach to the synthesis of trifluoromethylated products of the [3,3]-sigmatropic rearrangement
  作者：V. G. Andreev

  DOI：10.1007/bf00698247

  日期：1994.7

  CH-acids of general formula CF3CH(X)CF3 (X = CF3, CO2R) react with 2,3-unsaturated alcohols in the presence of bases to give trifluoromethylated products of the [3,3]-sigmatropic rearrangement. These reactions provide a convenient method for the synthesis of 2-alkenyl-2-trifluoromethylmalonates.

  通式 CF3CH(X)CF3 (X = CF3, CO2R) 的 CH-酸在碱存在下与 2,3-不饱和醇反应，得到 [3,3]-σ 重排的三氟甲基化产物。这些反应为合成 2-烯基-2-三氟甲基丙二酸酯提供了一种方便的方法。