Α-氟苯基乙酸 | 1578-63-8

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香酸
• 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: Α-氟苯基乙酸
• 中文别名: α-氟苯基乙酸；a-氟苯基乙酸；ALPHA-氟苯乙酸；A-氟苯基乙酸；Alpha-氟苯基乙酸
• 英文名称: d'acide 2-fluoro-2-phenyl acetique
• 英文别名: 2-fluoro-2-phenylacetic acid；alpha-Fluorophenylacetic acid
• CAS: 1578-63-8
• 化学式: C₈H₇FO₂
• mdl: MFCD00004221
• 分子量: 154.141
• InChiKey: ATPPNMLQNZHDOG-UHFFFAOYSA-N

物化性质

• 熔点：
  82-85 °C
• 沸点：
  203.5°C (rough estimate)
• 密度：
  1.1850 (estimate)
• 稳定性/保质期：
  常温常压下稳定，避免强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xi,T
• 安全说明：
  S28A,S36/37/39,S38,S45
• 危险类别码：
  R23/24/25
• 海关编码：
  2916399090
• 危险品运输编号：
  2811
• 危险类别：
  6.1
• 包装等级：
  II
• 危险性防范说明：
  P261,P280,P305+P351+P338,P311
• 危险性描述：
  H301+H311+H331,H315,H319,H335
• 储存条件：
  0-6°C条件下应密封储存。

SDS

Name:	alpha-Fluorophenylacetic Acid 90% Material Safety Data Sheet
Synonym:	None Known
CAS:	1578-63-8

Section 1 - Chemical Product MSDS Name:alpha-Fluorophenylacetic Acid 90% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1578-63-8	alpha-Fluorophenylacetic Acid	90%	216-420-4

Hazard Symbols: T
Risk Phrases: 23/24/25

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation, in contact with skin and if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Toxic in contact with skin.
Ingestion:
May cause irritation of the digestive tract. Poison by ingestion.
The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Toxic 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 immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:

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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 chemical foam.

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

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale.
Use only in a chemical fume hood. Discard contaminated shoes.
Storage:
Store in a tightly closed container. Keep refrigerated. (Store below 4C/39F.)

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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. Use only under a chemical fume hood.
Exposure Limits CAS# 1578-63-8: 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:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: light yellow to yellow-beige
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 82 - 85 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: C8H7FO2
Molecular Weight: 154.0462

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1578-63-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
alpha-Fluorophenylacetic Acid - 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: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/24/25 Toxic by inhalation, in contact with skin
and if swallowed.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 38 In case of insufficient ventilation, wear
suitable respiratory equipment.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1578-63-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1578-63-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1578-63-8 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

反应信息

• 作为反应物：
  描述：

  Α-氟苯基乙酸 在 五氯化磷 作用下， 以64%的产率得到2-fluoro-2-phenylacetyl chloride
  参考文献：
  名称：

  该原位某些氟-取代的烯酮的生成和捕集

  摘要：

  经由各自的酰氯的脱卤化氢，分别原位产生氟代烯，二氟代烯，甲基氟代烯，三氟甲基氟代烯和苯基氟代烯。在存在环戊二烯的情况下，除了二氟乙烯烯外，均获得了[2 + 2]加合物。在不存在环戊二烯的情况下，低温19 F nmr指示存在烯酮的潜在前体酰基铵盐和烯醇化物，但无法明确检测到实际的烯酮物种。立体化学结果与目前公认的基于乙烯的环烯加成中立体化学测定的基于机理的机理基本一致。

  DOI：

  10.1016/s0040-4020(01)96116-2
• 作为产物：
  描述：

  2-氨基-2-苯基乙酸 在 吡啶 、 polyhydrogen fluoride 作用下， 生成 Α-氟苯基乙酸
  参考文献：
  名称：

  该原位某些氟-取代的烯酮的生成和捕集

  摘要：

  经由各自的酰氯的脱卤化氢，分别原位产生氟代烯，二氟代烯，甲基氟代烯，三氟甲基氟代烯和苯基氟代烯。在存在环戊二烯的情况下，除了二氟乙烯烯外，均获得了[2 + 2]加合物。在不存在环戊二烯的情况下，低温19 F nmr指示存在烯酮的潜在前体酰基铵盐和烯醇化物，但无法明确检测到实际的烯酮物种。立体化学结果与目前公认的基于乙烯的环烯加成中立体化学测定的基于机理的机理基本一致。

  DOI：

  10.1016/s0040-4020(01)96116-2

文献信息

• Power- and structure-variable fluorinating agents. The N-fluoropyridinium salt system
  作者：Teruo Umemoto、Shinji Fukami、Ginjiro Tomizawa、Kikuko Harasawa、Kosuke Kawada、Kyoichi Tomita

  DOI：10.1021/ja00179a047

  日期：1990.11

  N-Fluoropyridinium salts provide a new system of fluorinating agents by which a wide range of nucleophilic substrates differing in reactivity can be fluorinated due to the varying degree of fluorinating power and also fluorinated very selectively through structural alteration. The scope of selective fluorination should be broadened considerably on the basis of the present results. The N-fluoropyridinium

  N-氟吡啶鎓盐提供了一种新的氟化剂系统，通过该系统，由于氟化能力的不同程度，反应性不同的各种亲核底物可以被氟化，并且还可以通过结构改变非常有选择性地氟化。在现有结果的基础上，选择性氟化的范围应该大大拓宽。因此，N-氟吡啶鎓盐系统应该可以制备许多有用的有机氟化合物
• [EN] PROTEIN KINASE INHIBITORS AND USE THEREOF<br/>[FR] INHIBITEURS DE PROTÉINE KINASE ET LEUR UTILISATION
  申请人：MERCK SERONO SA

  公开号：WO2009108670A1

  公开（公告）日：2009-09-03

  Disclosed are benzonaphthyridinyl derivative compounds and analogs thereof, pharmaceutical compositions comprising such compounds and processes for preparing the same. The compounds are useful in the treatment of diseases amenable to kinase signal transduction inhibition, regulation or modulation.

  揭示了苯并萘啶衍生物化合物及其类似物，包括含有这些化合物的药物组合物以及制备这些化合物的方法。这些化合物在治疗对激酶信号传导抑制、调节或调控敏感的疾病中很有用。
• 一种手性α-氟苯乙酸硒酯类化合物及其制备 与应用
  申请人：中国科学院福建物质结构研究所

  公开号：CN108409622B

  公开（公告）日：2019-07-30

  本发明公开了一种具有α‑氟苯乙酸硒酯结构的新手性化合物，同时提供了该化合物的制备方法和应用。新化合物的结构如下：该化合物的制备方法特征在于利用光学纯氯霉胺做拆分剂高效拆分合成光学纯α‑氟苯乙酸，再与二苯基二硒醚进行酯化制得。该化合物用作手性衍生化试剂检测手性胺、氨基醇、氨基酸酯等多种手性化合物的绝对构型，其特征在于：测试手性底物分别与(R)‑α‑氟苯乙酸硒酯和(S)‑α‑氟苯乙酸硒酯反应的衍生物的核磁氟谱，通过对照两种条件下手性底物的α‑F的化学位移大小来判定手性底物的绝对构型。该方法试剂合成简单，操作方便、化学位移差值大，是一种简洁高效的判定绝对构型的手段。
• Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
  申请人：——

  公开号：US20020045747A1

  公开（公告）日：2002-04-18

  Disclosed are compounds which inhibit &bgr;-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits &bgr;-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

  公开了抑制β-淀粉样肽释放和/或其合成的化合物，因此可用于治疗阿尔茨海默病。还公开了包含抑制β-淀粉样肽释放和/或其合成的化合物的药物组合物，以及使用这些药物组合物预防性和治疗性治疗阿尔茨海默病的方法。
• Chiral thiouronium salts: synthesis, characterisation and application in NMR enantio-discrimination of chiral oxoanions
  作者：Magdalena B. Foreiter、H. Q. Nimal Gunaratne、Peter Nockemann、Kenneth R. Seddon、Paul J. Stevenson、David F. Wassell

  DOI：10.1039/c2nj40632b

  日期：——

  N′-bis(dehydroabietyl)thiouronium bistriflamide. It was confirmed that the chiral recognition occurred not only for carboxylates but also for sulfonates and phosphonates. Further 1H NMR studies confirmed a 1 : 1 recognition mode between the chiral agent (host) and the substrate (guest); binding constants were determined by 1H NMR titrations in solutions of DMSO-d6 in CDCl3. It was also found that the

  从相对便宜且容易获得的手性胺开始合成手性硫脲和官能化的手性硫脲盐： （S）-甲基苄胺 和松香衍生 （+）-脱氢松香胺。通过硫原子上的烷基化反应将离域的正电荷引入硫脲官能团，可实现动态的旋转异构过程：绕离域的CN和CS键的旋转受阻。因此，可以识别出四种不同的旋转异构体/同分异构体：syn - syn，syn - anti，anti - syn和anti - anti。广泛的1 H和13 C NMR研究表明，在氢键受体溶剂（例如全氘化二甲基亚砜）中，syn – syn构象是优选的。另一方面，当使用非极性溶剂时，例如CDCl 3，的混合物顺式-顺式和顺-反异构体是可检测的，用过量的后者。除此之外，在S-丁基-N的情况下，N′-双（脱氢松香基）硫脲基乙酸乙酯CDCl 3，1 H NMR光谱显示，阴离子和阳离子之间的强分叉氢键导致整体刚性，而在NMR时间尺度上没有观察到阻碍旋转的迹象。这表明这些新的

表征谱图