4,4,4-三氟-2-丁炔乙酯 - CAS号 79424-03-6

物化性质

沸点：

96-98 °C(lit.)
密度：

1.162 g/mL at 25 °C(lit.)
闪点：

43 °F
溶解度：

可溶于氯仿（少许）、甲醇（少许）

计算性质

辛醇/水分配系数(LogP)：

2
重原子数：

11
可旋转键数：

2
环数：

0.0
sp3杂化的碳原子比例：

0.5
拓扑面积：

26.3
氢给体数：

0
氢受体数：

5

安全信息

危险等级：

3.1
危险品标志：

F,Xi
危险类别码：

R11
危险品运输编号：

UN 3272 3/PG 2
海关编码：

2916190090
包装等级：

II
危险类别：

3.1
安全说明：

S16,S26,S36/37/39
WGK Germany：

3
危险性防范说明：

P210,P261,P305+P351+P338
危险性描述：

H225,H315,H319,H335
储存条件：

2-8℃

SDS

SDS：305ffe4470ba1abb5228c1f628241fe3

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Ethyl 4,4,4-trifluoro-2-butynoate
CAS-No. : 79424-03-6
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]
Flammable liquids (Category 2)
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Highly flammable. Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H225 Highly flammable liquid and vapour.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R11 Highly flammable.
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
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.
Other hazards
Lachrymator.

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C6H5F3O2
Molecular Weight : 166,1 g/mol
Component Concentration
Ethyl 4,4,4-trifluoro-2-butynoate
CAS-No. 79424-03-6 -

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
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
Cough, Shortness of breath, Headache, Nausea, Vomiting, To the best of our knowledge, the chemical,
physical, and toxicological properties have not been thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large
fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or
spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of
water.
Special hazards arising from the substance or mixture
Carbon oxides, Hydrogen fluoride
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
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.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
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.
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
Face shield and safety glasses 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
Impervious clothing., Flame retardant antistatic protective clothing, 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: clear, liquid
Colour: colourless
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 96 - 98 °C - lit.
boiling range
g) Flash point 6 °C - closed cup
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 no data available
l) Vapour density no data available
m) Relative density 1,162 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
Heat, flames and sparks. Extremes of temperature and direct sunlight.
Incompatible materials
Strong oxidizing agents, Strong bases
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
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin
May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
Cough, Shortness of breath, Headache, Nausea, Vomiting, To the best of our knowledge, the chemical,
physical, and toxicological properties have not been thoroughly investigated.
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
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. 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: 3272 IMDG: 3272 IATA: 3272
UN proper shipping name
ADR/RID: ESTERS, N.O.S. (Ethyl 4,4,4-trifluoro-2-butynoate)
IMDG: ESTERS, N.O.S. (Ethyl 4,4,4-trifluoro-2-butynoate)
IATA: Esters, n.o.s. (Ethyl 4,4,4-trifluoro-2-butynoate)
Transport hazard class(es)
ADR/RID: 3 IMDG: 3 IATA: 3
Packaging group
ADR/RID: II IMDG: II IATA: II
Environmental hazards
ADR/RID: no IMDG Marine Pollutant: no IATA: no
Special precautions for user
no data available

Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

合成方法如下：

将4,4,4-三氟-2-(三苯基正膦亚基)乙酰乙酸乙酯（270克，617毫摩尔）和碳酸钾（54克，490毫摩尔）的混合物在2-3毫巴真空下从160℃加热至250℃，持续3小时。之后进行蒸馏并在冷阱中回收得到产物4,4,4-三氟-2-丁炔酸乙酯（85克，产率83%），呈微黄色油状物。

反应信息

作为反应物：

描述：

4,4,4-三氟-2-丁炔乙酯在氢碘酸作用下，生成 ethyl (2Z)-4,4,4-trifluoro-3-iodobut-2-enoate

参考文献：

名称：

钯催化交叉偶联合成（13 E）-三氟甲基视黄酸乙酯及其类似物

摘要：

通过两个连续的Stille反应实现（13 E）-三氟甲基视黄酸乙酯的立体选择性结构。首先进行（E）-1,2-双（三丁基锡烷基）乙烯与（Z）-4,4,4-三氟-3-碘丁-2-烯酸酯的偶联，然后进行碘去锡基化反应。第二步涉及另一种乙烯基锡，该乙烯基锡是通过衍生自β-紫罗兰酮的Nigishi二烯炔4c的苯乙烯金属化反应合成的。某些yne类似物也可以通过Sonogashira与4c，d和5-碘-3-三氟甲基-pent-2,4-二烯酸3乙酯偶联制备。

DOI：

10.1016/s0040-4039(99)00414-1
作为产物：

描述：

4,4,4-三氟-2-(三苯基正膦亚基)乙酰乙酸乙酯 190.0~230.0 ℃ 、1.33 kPa 条件下，以81%的产率得到4,4,4-三氟-2-丁炔乙酯

参考文献：

名称：

3-羰基乙氧基-4-三氟甲基呋喃的高产率合成以及该糠酸酯与炔属二烯亲和物的一些Diels-Alder反应

摘要：

呋喃与4,4,4-三氟丁-2-酸乙酯（1）（摩尔比为1.2：1）在40°C的真空下反应，得到1：1加成的氧杂降冰片二烯（3）（70％）和2 ：1加成物（5）为内向异构体（5a）（16％）和外向异构体（5b）（10％）的异构体；在20℃下，使用过量的酯1，将1：1加合物3的收率提高至93％。1：1的加合物3催化加氢（）并控制氢的吸收，从而生成氧杂硼硼烷9（89％）或氧杂降冰片烯10（90％），并进行化合物10的流热解在氮气中400℃下，得到3-羧乙氧基-4-三氟甲基呋喃（2）（89％）。的呋喃狄尔斯-阿尔德环加成反应2与炔烃CF 3 CCCF 3（100℃），1（100℃）和的MeO 2 CCCCO 2我（120℃）在溶剂CH 2氯2得到1：1的加合物分别为13（95％），14（47％）加15（45％）和16（92％），但在120°C或更低温度和150°C或更低温度下不会与丙酸乙酯发生反

DOI：

10.1016/0022-1139(94)03098-k

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文献信息

[EN] IRAK DEGRADERS AND USES THEREOF<br/>[FR] AGENTS DE DÉGRADATION D'IRAK ET LEURS UTILISATIONS

申请人：KYMERA THERAPEUTICS INC

公开号：WO2020264499A1

公开（公告）日：2020-12-30

The present invention provides compounds, compositions thereof, and methods of using the same. The compounds include an IRAK binding moiety capable of binding to IRAK4 and a degradation inducing moiety (DIM). The DIM could be DTM a ligase binding moiety (LBM) or lysine mimetic. The compounds could be useful as IRAK protein kinase inhibitors and applied to IRAK mediated disorders.

本发明提供了化合物、其组合物以及使用这些化合物的方法。这些化合物包括能够结合到IRAK4的IRAK结合基团和诱导降解的基团（DIM）。DIM可以是DTM、一个连接酶结合基团（LBM）或赖氨酸类似物。这些化合物可以作为IRAK蛋白激酶抑制剂，并应用于IRAK介导的疾病。
[EN] TRIAZOLOPYRIDINE AND TRIAZOLOPYRIMIDINE INHIBITORS OF MYELOPEROXIDASE<br/>[FR] INHIBITEURS DE MYÉLOPEROXYDASE DE TYPE TRIAZOLOPYRIDINE ET TRIAZOLOPYRIMIDINE

申请人：BRISTOL MYERS SQUIBB CO

公开号：WO2016040417A1

公开（公告）日：2016-03-17

The present invention provides compounds of Formula (I): wherein A and R1 are each as defined in the specification, and compositions comprising any of such novel compounds. These compounds are myeloperoxidase (MPO) inhibitors and/or eosinophil peroxidase (EPX) inhibitors, which may be used as medicaments.

本发明提供了式（I）的化合物：其中A和R1如规范中所定义，并包括任何此类新化合物的组合物。这些化合物是髓过氧化物酶（MPO）抑制剂和/或嗜酸性粒细胞过氧化物酶（EPX）抑制剂，可用作药物。
[EN] SPHINGOSINE-1-PHOSPHATE RECEPTOR AGONISTS<br/>[FR] AGONISTES DES RÉCEPTEURS SPHINGOSINE-1-PHOSPHATE

申请人：BRISTOL MYERS SQUIBB CO

公开号：WO2011017578A1

公开（公告）日：2011-02-10

Disclosed are compounds of Formula (I), or a stereoisomer or a pharmaceutically acceptable salt thereof, wherein: A is formula (II) Q is a substituted 5-membered monocyclic heteroaryl group; W is CH2, O, or NH; and R1, R2, R3, R4, R5, R6, m, n, t, and x are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

揭示了Formula (I)的化合物，或其立体异构体或药用可接受的盐，其中：A为Formula (II)，Q为取代的5-成员单环杂芳基团；W为CH2、O或NH；而R1、R2、R3、R4、R5、R6、m、n、t和x在此处有定义。还揭示了将这些化合物用作G蛋白偶联受体S1P1的选择性激动剂的方法，以及包含这些化合物的药物组合物。这些化合物在治疗、预防或减缓多种治疗领域的疾病或紊乱方面具有用处，如自身免疫疾病和血管疾病。
[EN] SUBSTITUTED DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE SUBSTITUÉS

申请人：BAYER AG

公开号：WO2019219517A1

公开（公告）日：2019-11-21

The invention relates to substituted dihydropyrazolo pyrazine carboxamide derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and diabetes, and also urogenital and ophthalmic disorders.

这项发明涉及替代二氢吡唑吡嗪羧酰胺衍生物，以及它们的制备方法，还涉及它们用于制备治疗和/或预防疾病的药物，特别是心血管疾病，优选为血栓性或血栓栓塞性疾病，糖尿病，以及泌尿生殖和眼科疾病。
Iron-Catalyzed Indolizine Synthesis from Pyridines, Diazo Compounds, and Alkynes

作者：Tim Douglas、Anca Pordea、James Dowden

DOI：10.1021/acs.orglett.7b03252

日期：2017.12.1

The iron(III)-catalyzed synthesis of indolizines from commercially available alkyne, pyridine, and diazo precursors is reported. This mild, expedient method is tolerant of various solvents and proceeds with as little as 0.25 mol % [Fe(TPP)Cl]. Significantly, this multicomponent reaction is compatible with electrophilic alkynes; control experiments demonstrate the importance of the catalyst in promoting

据报道，铁（III）由市售的炔烃，吡啶和重氮前体合成了吲哚嗪。这种温和，简便的方法可耐受各种溶剂，并且只需低至0.25 mol％的[Fe（TPP）Cl]即可进行。值得注意的是，这种多组分反应与亲电炔烃相容。对照实验证明了催化剂在促进吡啶鎓叶立德形成中的重要性超过背景反应性。

4,4,4-三氟-2-丁炔乙酯 | 79424-03-6

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

制备方法与用途

反应信息

文献信息

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