{5-[3,5-二(三氟甲基)苯基]-2-呋喃基}甲醇 | 424803-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: {5-[3,5-二(三氟甲基)苯基]-2-呋喃基}甲醇
• 中文别名: 5-[3,5-二(三氟甲基)苯基]-2-呋喃甲醇
• 英文名称: (5-(3,5-bis(trifluoromethyl)phenyl)furan-2-yl)methanol
• 英文别名: {5-[3,5-Bis(trifluoromethyl)phenyl]furan-2-yl}methanol；[5-[3,5-bis(trifluoromethyl)phenyl]furan-2-yl]methanol
• CAS: 424803-19-0
• 化学式: C₁₃H₈F₆O₂
• mdl: MFCD00052573
• 分子量: 310.196
• InChiKey: MEZRDJVJFDVHKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C
• 沸点：
  296.4±40.0 °C(Predicted)
• 密度：
  1.420±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  8

安全信息

• 海关编码：
  2932190090

SDS

Name:	{5-[3 5-Di(Trifluoromethyl)phenyl]-2-furyl}methanol Material Safety Data Sheet
Synonym:	None Known
CAS:	424803-19-0

Section 1 - Chemical Product MSDS Name:{5-[3 5-Di(Trifluoromethyl)phenyl]-2-furyl}methanol Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
424803-19-0	{5-[3,5-Di(Trifluoromethyl)phenyl]-2-f	97+	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 424803-19-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: pale-yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 110-113 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C13H8F6O2
Molecular Weight: 310.192

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Dust generation, excess heat, direct sunlight., moisture, high humidity.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen fluoride gas, fluorine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 424803-19-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
{5-[3,5-Di(Trifluoromethyl)phenyl]-2-furyl}methanol - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 424803-19-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 424803-19-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 424803-19-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  5-[3,5-二(三氟甲基)苯基]-2-糠醛	5-[3,5-bis(trifluoromethyl)phenyl]-2-furaldehyde	256658-04-5	C13H6F6O2	308.18

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2-[3,5-bis(trifluoromethyl)phenyl]-5-(chloromethyl)furan	1198181-61-1	C13H7ClF6O	328.641
  ——	{5-[3,5-bis(trifluoromethyl)phenyl]furan-2-yl}acetonitrile	1198181-62-2	C14H7F6NO	319.206
  ——	{5-[3,5-bis(trifluoromethyl)phenyl]furan-2-yl}acetic acid	1198181-63-3	C14H8F6O3	338.206

反应信息

• 作为反应物：
  描述：

  {5-[3,5-二(三氟甲基)苯基]-2-呋喃基}甲醇 在 palladium 10% on activated carbon 氢气 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 oil 为溶剂， 反应 21.75h， 生成 ethyl ({5-[3,5-bis(trifluoromethyl)phenyl]tetrahydrofuran-2-yl}methoxy)acetate
  参考文献：
  名称：

  HETEROCYCLIC COMPOUND

  摘要：

  本发明涉及一种化合物，其表示为其中每个符号如规范中定义的那样，以及其盐等。

  公开号：

  US20110251187A1
• 作为产物：
  描述：

  5-溴-2-呋喃甲醛 在 锂硼氢 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 {5-[3,5-二(三氟甲基)苯基]-2-呋喃基}甲醇
  参考文献：
  名称：

  取代对硫醇诱导的氧杂降冰片二烯断裂的影响

  摘要：

  氧杂降冰片二烯 (OND) 与硫醇进行简单的迈克尔加成，然后通过逆狄尔斯-阿尔德 (rDA) 反应进行片段化，这是亲电可切割键之间的独特两步序列。研究了 rDA 反应速率与呋喃结构的函数关系，发现 2 位和 5 位的取代基影响最大，碎裂率与吸电子能力呈负相关。密度泛函理论计算提供了与实验测量的 OND rDA 率的极好相关性。

  DOI：

  10.1021/acs.orglett.1c01164

文献信息

• Palladium-Catalysed Direct Arylation of Heteroaromatics Bearing Unprotected Hydroxyalkyl Functions using Aryl Bromides
  作者：Julien Roger、Franc Požgan、Henri Doucet

  DOI：10.1002/adsc.200900793

  日期：2010.3.8

  hydroxyalkyl functions can be arylated using aryl or heteroaryl bromides, via palladium‐catalysed carbon‐hydrogen bond activation/arylation. Good yields were generally obtained using 0.01–0.5 mol% of the air‐stable palladium acetate complex as the catalyst. The nature of the base was found to be crucial for the selectivity of this reaction. Potassium acetate led to the direct arylation products whereas caesium

  可以使用芳基或杂芳基溴化物，通过钯催化的碳氢键活化/芳基化，使带有未保护羟基烷基功能的杂芳烃芳基化。通常，使用0.01-0.5 mol％的空气稳定的乙酸钯络合物作为催化剂可获得良好的收率。发现碱的性质对于该反应的选择性至关重要。乙酸钾导致直接芳基化产物，而碳酸铯导致形成醚。该步骤肯定比其他制备此类化合物的方法更经济，因为不需要羟烷基官能团的保护/去保护序列，也无需制备有机金属衍生物。
• US8338622B2
  申请人：——

  公开号：US8338622B2

  公开（公告）日：2012-12-25
• The Influence of Substitution on Thiol-Induced Oxanorbornadiene Fragmentation
  作者：Lucrezia De Pascalis、Mei-Kwan Yau、Dennis Svatunek、Zhuoting Tan、Srinivas Tekkam、K. N. Houk、M. G. Finn

  DOI：10.1021/acs.orglett.1c01164

  日期：2021.5.7

  Oxanorbornadienes (ONDs) undergo facile Michael addition with thiols and then fragment by a retro-Diels–Alder (rDA) reaction, a unique two-step sequence among electrophilic cleavable linkages. The rDA reaction rate was explored as a function of the furan structure, with substituents at the 2- and 5-positions found to be the most influential and the fragmentation rate to be inversely correlated with

  氧杂降冰片二烯 (OND) 与硫醇进行简单的迈克尔加成，然后通过逆狄尔斯-阿尔德 (rDA) 反应进行片段化，这是亲电可切割键之间的独特两步序列。研究了 rDA 反应速率与呋喃结构的函数关系，发现 2 位和 5 位的取代基影响最大，碎裂率与吸电子能力呈负相关。密度泛函理论计算提供了与实验测量的 OND rDA 率的极好相关性。
• HETEROCYCLIC COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2295406B1

  公开（公告）日：2014-04-23