2-fluoro-1-phenyl-1-pentanone | 29114-66-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-fluoro-1-phenyl-1-pentanone
• 英文别名: 2-Fluoro-1-phenylpentan-1-one
• CAS: 29114-66-7
• 化学式: C₁₁H₁₃FO
• 分子量: 180.222
• InChiKey: RPMYYOMYKLOZNP-UHFFFAOYSA-N

物化性质

• 熔点：
  23-25 °C
• 沸点：
  119-123 °C (22 mmHg)
• 密度：
  1.0485 (estimate)
• 闪点：
  119-123°C/22mm
• 溶解度：
  氯仿（微溶）、己烷（微溶）
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，没有已知危险反应。避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S24/25
• 储存条件：
  请将贮藏器密封并存放在阴凉、干燥处，确保工作环境有良好通风或排气设施。

SDS

Name:	P-Fluorovalerophenone 99% Material Safety Data Sheet
Synonym:	None known
CAS:	29114-66-7

Section 1 - Chemical Product MSDS Name:P-Fluorovalerophenone 99% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
29114-66-7	P-Fluorovalerophenone	99	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. 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.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: 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:

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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 agent most appropriate to extinguish fire. 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, then place into a suitable container for disposal. 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. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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# 29114-66-7: 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: Liquid above room te
Color: colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 119 - 123 deg C @ 22.00mmHg
Freezing/Melting Point: 23.00 - 25.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C11H13FO
Molecular Weight: 180.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 29114-66-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
P-Fluorovalerophenone - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 29114-66-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 29114-66-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 29114-66-7 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：

  2-fluoro-1-phenyl-1-pentanone 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 甲醇 、 四氯化碳 为溶剂， 反应 4.0h， 生成 1,1-dimethoxy-1-phenylpentan-2-one
  参考文献：
  名称：

  通过重排α-溴-α-氟酮的区域专一性合成α-酮缩醛

  摘要：

  通过醇盐诱导的α-溴-α-氟代烷基芳基酮的重排，合成了衍生自烷基芳基-α-二酮并具有缩醛化苯甲酰基部分的α-酮缩醛。

  DOI：

  10.1016/0040-4039(80)80018-9
• 作为产物：
  描述：

  苯戊酮 在 potassium fluoride 、 溴 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 2-fluoro-1-phenyl-1-pentanone
  参考文献：
  名称：

  通过重排α-溴-α-氟酮的区域专一性合成α-酮缩醛

  摘要：

  通过醇盐诱导的α-溴-α-氟代烷基芳基酮的重排，合成了衍生自烷基芳基-α-二酮并具有缩醛化苯甲酰基部分的α-酮缩醛。

  DOI：

  10.1016/0040-4039(80)80018-9

文献信息

• 一种通过腙化脂肪链单酮合成α-氟化酮的方法
  申请人：中山大学

  公开号：CN112321398A

  公开（公告）日：2021-02-05

  本发明属于有机合成技术领域，提供了一种通过腙化脂肪链单酮合成α‑氟化酮的方法，脂肪链单酮和水合肼反应得到腙，然后在加热条件下，和式2化合物反应完成脱腙氟化。氟化产物在药物中的应用广泛，反应条件温和，过程简单。
• Photoreactivity of .alpha.-fluorinated phenyl alkyl ketones
  作者：Peter J. Wagner、Michael J. Thomas、Allen E. Puchalski

  DOI：10.1021/ja00284a042

  日期：1986.11

  The photoreactivities of the mono-, di-, and tri-..cap alpha..-fluorinated acetophenones have been compared to that of acetophenone itself. All four ketones have similar triplet excitation energies; the three fluorinated ketones have reduction potentials 0.5-0.7 eV lower than that of acetophenone. Triplet reactivity toward alkylbenzenes keeps increasing with fluorine substitution, since the rate-determining

  单-、二-和三-..帽α..-氟化苯乙酮的光反应性已与苯乙酮本身的光反应性进行了比较。所有四种酮都具有相似的三线态激发能；三种氟化酮的还原电位比苯乙酮低0.5-0.7 eV。随着氟取代，对烷基苯的三重反应性不断增加，因为随着酮还原电位的降低，速率决定步骤变为电荷转移络合。一级/三级 CH 对对伞花烃的选择性随着氟的数量增加而增加。对环戊烷的三线态反应性也因氟化而增加，但在两个氟原子处达到峰值，因为最低的三线态从 n,..pi..* 转换为 ..pi..,..pi..* 与两个或三个氟原子和..皮..,..皮.. * 三元组在简单的氢原子提取中是无反应的。相反，戊苯酮的..cap alpha..-氟化不会显着增加三重..gamma..-氢提取的速率。对反应性的诱导效应显然被构象效应所抵消。..cap α..-氟化苯酮主要产生环丁醇而不是 Norrish II 型消除。..cap alpha.
• 1-Haloalkyl Aryl Sulfoxides as Useful Agents in Synthesis of α-Halo Ketones: A New Synthesis of α-Halo Ketones, α-Halo α,β-Unsaturated Ketones, and α-Halo Cross Dienones from Aldehydes
  作者：Tsuyoshi Satoh、Norifumi Itoh、Ken-ichi Onda、Yasushi Kitoh、Koji Yamakawa

  DOI：10.1246/bcsj.65.2800

  日期：1992.10

  α-Halo α-sulfinyl ketones were synthesized in two steps from 1-haloalkyl aryl sulfoxides and aldehydes in high yields. Desulfinylation of the α-halo α-sulfinyl ketones was performed with ethylmagnesium bromide in ether at low temperature to afford α-halo ketones via magnesium enolates in high yields. The magnesium enolate intermediates were trapped with various electrophiles such as deuterium oxide

  α-卤代α-亚磺酰基酮由1-卤代烷基芳基亚砜和醛以高产率分两步合成。用乙基溴化镁在乙醚中在低温下对α-卤代α-亚磺酰基酮进行脱硫酰化，通过烯醇镁以高产率得到α-卤代酮。烯醇镁中间体被各种亲电子试剂捕获，例如氧化氘、氯甲酸乙酯和氯三甲基硅烷。用羰基化合物捕获烯醇镁中间体提供了一种新型的定向醛醇反应。α-卤代α-亚磺酰基酮的亚磺酰基在热条件下脱亚磺酰化得到α-卤代α,β-不饱和酮或α-卤代交叉二烯酮。
• Elkik,E.; Assadi-Far,H., Bulletin de la Societe Chimique de France, 1970, p. 991 - 998
  作者：Elkik,E.、Assadi-Far,H.

  DOI：——

  日期：——
• Room-temperature fluorination of 1-phenylacetylenes with cesium fluoroxysulfate
  作者：Stojan Stavber、Marko Zupan

  DOI：10.1021/jo00231a034

  日期：1987.10