4-氟苯氧乙酸 | 405-79-8

• 物质功能分类: 化学试剂 - 有机试剂 - 脂肪酸
• 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: 4-氟苯氧乙酸
• 中文别名: 对氟苯氧乙酸；4-氟苯氧基乙酸；对氟苯氧乙酸(4-FPA)
• 英文名称: 2-(4-fluorophenoxy)ethanoic acid
• 英文别名: p-fluorophenoxyacetic acid；4-Fluorophenoxyacetic acid；2-(4-fluorophenoxy)acetic acid
• CAS: 405-79-8
• 化学式: C₈H₇FO₃
• mdl: MFCD00004304
• 分子量: 170.14
• InChiKey: ZBIULCVFFJJYTN-UHFFFAOYSA-N

物化性质

• 熔点：
  104-104.5 °C (lit.)
• 沸点：
  295.2±15.0 °C(Predicted)
• 密度：
  1.2708 (estimate)
• 溶解度：
  可溶于氯仿（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 安全说明：
  S26,S37/39
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2918990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温且干燥环境中保存。

SDS

Name:	4-Fluorophenoxyacetic acid 99+% Material Safety Data Sheet
Synonym:	None
CAS:	405-79-8

Section 1 - Chemical Product MSDS Name:4-Fluorophenoxyacetic acid 99+% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
405-79-8	4-Fluorophenoxyacetic acid	99+	206-974-5

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 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:
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. 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# 405-79-8: 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:
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: Powder
Color: white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 104.00 - 104.50 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: C8H7FO3
Molecular Weight: 170.14

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, 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# 405-79-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Fluorophenoxyacetic 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
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.
WGK (Water Danger/Protection)
CAS# 405-79-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 405-79-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 405-79-8 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

制备方法与用途

概述

氟苯类物质化学性质稳定，难以生物降解，并且对人体具有致癌和致畸作用。这类物质在污水处理中一直是个难题，特别是对氟苯氧乙酸（2,4-D）这种重要的苯氧类植物生长调节剂的矿化降解更为困难。氟苯氧乙酸广泛用于防止落花落果、抑制豆类生根、促进座果、诱导无核果，并具有催熟和增产作用，是农业生产中常见的有机污染物之一。

应用

氟苯氧乙酸能够激活水稻对稻飞虱的抗虫性，最高能将稻飞虱若虫的存活率降低至10%以下，具有显著的经济效益。

生物活性

4-氟苯氧乙酸（4FPA）可以诱导单性结实，并保护谷物免受吸虫侵害，从而提高田间水稻产量。

用途

它是广谱的植物生长调节剂。

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
  ——	methyl p-fluorophenoxyacetate	55444-93-4	C9H9FO3	184.167
  (4-氟苯氧基)乙酸乙酯	ethyl 2-(4-fuorophenoxy)acetate	777-87-7	C10H11FO3	198.194
  4-氟苯乙醚	4-ethoxy-1-fluorobenzene	459-26-7	C8H9FO	140.157
  对氟苯甲醚	1-fluoro-4-methoxybenzene	459-60-9	C7H7FO	126.13

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	methyl p-fluorophenoxyacetate	55444-93-4	C9H9FO3	184.167
  2-(4-氟苯氧基)乙醇	2-(4'-fluorophenoxy)ethanol	2924-66-5	C8H9FO2	156.157
  (4-氟苯氧基)乙酸乙酯	ethyl 2-(4-fuorophenoxy)acetate	777-87-7	C10H11FO3	198.194
  2-(4-氟苯氧基)乙酰氯	2-(4-fluorophenoxy)acetyl chloride	405-78-7	C8H6ClFO2	188.586
  2-(4-氟苯氧基)乙酰胺	(4-fluoro-phenoxy)-acetic acid amide	332-50-3	C8H8FNO2	169.155
  ——	(4-fluoro-phenoxy)-acetic acid butyl ester	1426-73-9	C12H15FO3	226.248
  ——	4-(4-fluorophenoxy)-1-butyn-3-one	524714-02-1	C10H7FO2	178.163
  ——	(3S)-4-(4-fluorophenoxy)-3-hydroxy-1-butyne	524714-03-2	C10H9FO2	180.179
  4-氟苯氧基醋酸肼	4-fluorophenoxyacetic acid hydrazide	1737-62-8	C8H9FN2O2	184.17
  ——	4-(4'-fluorophenoxy)-but-2-ynenitrile	826990-69-6	C10H6FNO	175.162

反应信息

• 作为反应物：
  描述：

  4-氟苯氧乙酸 在 硫酸 、 一水合肼 作用下， 生成 4-氟苯氧基醋酸肼
  参考文献：
  名称：

  具有分子多样性的新型 1,3,4-Oxadiazole-2-carbohydrazides 的设计、合成和生物学特征

  摘要：

  为了不断扩大1,3,4-恶二唑-2-甲酰肼的分子多样性，本文将小片段（包括-CH 2 -、-OCH 2 - 和-SCH 2 -）掺入目标化合物中以筛选出潜在的琥珀酸脱氢酶抑制剂（SDHIs）。生物测定结果表明，对核盘菌、葡萄球菌、尖孢镰刀菌和炭疽病菌的抗真菌作用（以EC 50表示）可达1.29（10a）、0.63（8h）、1.50（10i）和2.09（10i ）。) μg/mL，略低于多菌灵（EC 50分别为 0.69、0.13、0.55 和 0.80 μg/mL）。特别是化合物10h对玉米赤霉( G.z. )具有极强的生物活性，EC 50值为0.45 μg/mL。该结果优于氟吡菌酰胺（3.76 μg/mL），与丙氯嗪（0.47 μg/mL）相似。针对玉米黑星病（G.z.感染）的体内试验表明，化合物10h在200 μg/mL时的防治活性为86.8%，优于啶酰菌胺（79.6%）。进一步研究发现化合物10h可以抑制G

  DOI：

  10.1021/acs.jafc.1c07190
• 作为产物：
  描述：

  对氟苯甲醚 在 sodium hydroxide 、 三氯化铝 、 苯 作用下， 生成 4-氟苯氧乙酸
  参考文献：
  名称：

  The Synthesis and Germicidal Properties of Some Alkylfluorophenols

  摘要：

  DOI：

  10.1021/ja01870a052

文献信息

• Method of treating lipidemia with aryloxyalkylaminobenzoic acids and
  申请人：American Cyanamid Company

  公开号：US04182776A1

  公开（公告）日：1980-01-08

  Aryloxyalkylaminobenzoic acids and esters as hypolipemic compounds.

  芳氧烷基氨基苯甲酸和酯作为降脂化合物。
• [EN] MODULATORS OF THE INTEGRATED STRESS PATHWAY<br/>[FR] MODULATEURS DE LA VOIE DE RÉPONSE INTÉGRÉE AU STRESS
  申请人：CALICO LIFE SCIENCES

  公开号：WO2017193063A1

  公开（公告）日：2017-11-09

  Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

  本文提供了用于调节综合应激反应（ISR）并治疗相关疾病、疾患和症状的化合物、组合物和方法。
• 3,4-diaryl-2-hydroxy-2,5-dihydrofurans as prodrugs to COX-2 inhibitors
  申请人：Merck Frosst Canada, Inc.

  公开号：US05698584A1

  公开（公告）日：1997-12-16

  The invention encompasses the novel compound of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of Formula I.

  这项发明涵盖了化合物I的新颖结构，可用于治疗环氧合酶-2介导的疾病。该发明还涵盖了用于治疗环氧合酶-2介导疾病的某些药物组合物，其中包括化合物I。
• Synthesis and cytotoxicity of novel 20-<i>O</i>-linked homocamptothecin ester derivatives as potent topoisomerase I inhibitors
  作者：Di-Zao Li、Cun-Ying Wang、Rui-Hua Liu、Yan-Ming Wang、Teng-Fei Ji、Yu-Rong Li、Xian-Dao Pan

  DOI：10.1080/10286020.2013.855203

  日期：2013.11.1

  attempt to improve the antitumor activity of homocamptothecins (hCPTs), a series of novel 20-O-linked hCPT ester derivatives were first designed and synthesized based on a synthetic route, by which hCPTs are acylated with different substituted phenoxyacetic acid ester derivatives. Most of the derivatives were assayed for in vitro cytotoxicity against six human cancer cell lines KB, KB/VCR, A549, HCT-8, Bel7402

  为了改善高喜树碱（hCPT）的抗肿瘤活性，首先基于合成路线设计和合成了一系列新颖的20- O-连接的hCPT酯衍生物，通过该合成路线，hCPT被不同的取代的苯氧基乙酸酯衍生物酰化。对大多数衍生物进行了针对六种人类癌细胞系KB，KB / VCR，A549，HCT-8，Bel7402和A2780的体外细胞毒性测定，并且大多数测定的化合物对这些肿瘤细胞系表现出良好的抗增殖活性，尤其是对KB
• Camptothecin derivatives
  申请人：California Pacific Medical Center

  公开号：US06350756B1

  公开（公告）日：2002-02-26

  (20S) esters of camptothecin analogs are provided. The compounds are (20S) esters of an oxyalkanoic acid and camptothecin, which is optionally substituted at the 7, 9, 10, 11, and 12 positions of the camptothecin ring. The compounds are useful for treating cancer.

  紫杉醇类似物的(20S)酯类化合物已提供。这些化合物是紫杉醇和氧烷羧酸的(20S)酯类，紫杉醇在7、9、10、11和12位的环上可选择性地被取代。这些化合物可用于治疗癌症。

表征谱图