(4-氯苯基硫酚)乙酸 | 3405-88-7

• 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 - 有机硫化合物 - 硫醚类
• 中文名称: (4-氯苯基硫酚)乙酸
• 中文别名: (4-氯苯基硫代)乙酸；(4-氯苯基硫)乙酸
• 英文名称: (4-chlorophenylthio)acetic acid
• 英文别名: 2-((4-chlorophenyl)thio)acetic acid；4-chlorophenylsulfanylacetic acid；2-(4-chlorophenyl)sulfanylacetic acid
• CAS: 3405-88-7
• 化学式: C₈H₇ClO₂S
• mdl: MFCD00021762
• 分子量: 202.661
• InChiKey: YPKLXLYGMAWXDO-UHFFFAOYSA-N

物化性质

• 熔点：
  104-107 °C(lit.)
• 密度：
  1.3409 (estimate)
• 稳定性/保质期：
  在常温常压下，该物质保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 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：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• RTECS号：
  AG1075000
• 危险性防范说明：
  P261,P405,P305+P351+P338,P304+P340,P280
• 危险性描述：
  H335,H315,H319,H302
• 储存条件：
  常温、避光、存于通风干燥处并密封保存。

SDS

Name:	(4-Chlorophenylthio)Acetic Acid Material Safety Data Sheet
Synonym:	p-Chlorophenylmercaptoacetic Aci
CAS:	3405-88-7

Section 1 - Chemical Product MSDS Name:(4-Chlorophenylthio)Acetic Acid Material Safety Data Sheet
Synonym:p-Chlorophenylmercaptoacetic Aci

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3405-88-7	(4-Chlorophenylthio)Acetic Acid	ca. 100	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.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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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. Wash mouth out with 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. Do NOT use mouth-to-mouth resuscitation.
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. Runoff from fire control or dilution water may cause pollution.
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:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. 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# 3405-88-7: 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:
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: Solid
Color: Not available.
Odor: stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 104 - 107 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: C8H7ClO2S
Molecular Weight: 202.5608

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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:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3405-88-7: AG1075000 LD50/LC50:
Not available.
Carcinogenicity:
(4-Chlorophenylthio)Acetic Acid - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 3405-88-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3405-88-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3405-88-7 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：

  (4-氯苯基硫酚)乙酸 在 氯化亚砜 、 双氧水 、 sodium carbonate 作用下， 以 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 33.75h， 生成 对甲苯磺酰乙酸
  参考文献：
  名称：

  Mirskova, A.N.; Kryukova, Yu.I.; Levkovskaya, G.G., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 3, p. 545 - 550

  摘要：

  DOI：
• 作为产物：
  描述：

  苯硫基乙酸 在 磺酰氯 、 氯化锑(V) 作用下， 以 氯苯 为溶剂， 生成 (4-氯苯基硫酚)乙酸
  参考文献：
  名称：

  Electrophilic Substitution of the Benzenethiols. I. Halobenzene- and Halotoluenethiols¹

  摘要：

  DOI：

  10.1021/jo01059a081

文献信息

• Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity
  作者：Krzysztof M Borys、Maciej D Korzyński、Zbigniew Ochal

  DOI：10.3762/bjoc.8.27

  日期：——

  and fungicides. The synthesis of tribromomethyl phenyl sulfone derivatives as novel potential pesticides is reported. The title sulfone was obtained by following three different synthetic routes, starting from 4-chlorothiophenol or 4-halogenphenyl methyl sulfone. Products of its subsequent nitration were subjected to the S(N)Ar reactions with ammonia, amines, hydrazines and phenolates to give 2-nitroaniline

  许多活性除草剂和杀真菌剂中都含有卤甲基磺酰基部分。报道了作为新型潜在农药的三溴甲基苯砜衍生物的合成。标题砜是通过以下三种不同的合成路线获得的，从 4-氯苯硫酚或 4-卤代苯基甲基砜开始。随后硝化的产物与氨、胺、肼和酚盐进行 S(N)Ar 反应，得到 2-硝基苯胺、2-硝基苯肼和二苯醚衍生物。4-三溴甲基磺酰基-2-硝基苯胺的硝基还原产生相应的邻苯二胺底物，用于制备结构变化的苯并咪唑。
• 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
• 2-Iodylphenol Ethers:  Preparation, X-ray Crystal Structure, and Reactivity of New Hypervalent Iodine(V) Oxidizing Reagents
  作者：Alexey Y. Koposov、Rashad R. Karimov、Ivan M. Geraskin、Victor N. Nemykin、Viktor V. Zhdankin

  DOI：10.1021/jo0614947

  日期：2006.10.1

  2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenol ethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysis of 1-iodyl-2-isopropoxybenzene 8c and 1-iodyl-2-butoxybenzene 8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO2 groups of different

  通过相应的2-碘苯酚醚的二甲基二环氧乙烷氧化制备2-碘苯酚醚，并分离为化学稳定的微晶产物。1-碘-2-异丙氧基苯8c和1-碘-2-丁氧基苯8d的单晶X射线衍射分析显示，固态的假聚合物排列是由不同分子的IO 2基团之间的分子间相互作用形成的。2-碘基苯酚醚可以将硫化物选择性氧化为亚砜，将醇选择性氧化为相应的醛或酮。
• Synthesis and antioxidant activity of bis unsaturated sulfones, bis pyrroles, and bis pyrazoles
  作者：G. Lavanya、T. Bhanu Prakash、G. Sravya、V. Padmavathi、A. Padmaja

  DOI：10.1007/s11164-015-1930-8

  日期：2015.11

  The Michael acceptor 1,4-bis-( E )-2-(arylsulfonylvinyl)benzene was exploited to prepare a new series of bis heterocycles-(1,4-phenylene)bis(arylsulfonylpyrrole) and (1,4-phenylene)bis(arylsulfonyl pyrazole). All of the compounds were tested for antioxidant activity. Amongst the tested compounds, 1,4-bis-( E )-2-(arylsulfonylvinyl)benzene ( 5 ) was found to be the best potential antioxidant agent.

  利用迈克尔受体1,4-双-（ E ）-2-（芳基磺酰基乙烯基）苯制备一系列新的双杂环-（1,4-亚苯基）双（芳基磺酰基吡咯）和（1,4-亚苯基）双（芳基磺酰基吡唑）。测试所有化合物的抗氧化活性。在测试的化合物中，发现1,4-双-（ E ）-2-（芳基磺酰基乙烯基）苯（ 5 ）是最佳的潜在抗氧化剂。
• Identification of Anthranilic Acid Derivatives as a Novel Class of Allosteric Inhibitors of Hepatitis C NS5B Polymerase
  作者：Thomas Nittoli、Kevin Curran、Shabana Insaf、Martin DiGrandi、Mark Orlowski、Rajiv Chopra、Atul Agarwal、Anita Y. M. Howe、Amar Prashad、M. Brawner Floyd、Bernard Johnson、Alan Sutherland、Karen Wheless、Boris Feld、John O'Connell、Tarek S. Mansour、Jonathan Bloom

  DOI：10.1021/jm061428x

  日期：2007.5.1

  A series of potent anthranilic acid-based inhibitors of the hepatitis C NS5B polymerase has been identified. The inhibitors bind to a site on NS5B between the thumb and palm regions adjacent to the active site as determined by X-ray crystallography of the enzyme-inhibitor complex. Guided by both molecular modeling and traditional SAR, the enzyme activity of the initial hit was improved by approximately

  已鉴定出一系列强效邻氨基苯甲酸丙型肝炎 NS5B 聚合酶抑制剂。通过酶抑制剂复合物的 X 射线晶体学测定，抑制剂与 NS5B 上拇指和手掌区域之间与活性位点相邻的位点结合。在分子建模和传统 SAR 的指导下，初始命中的酶活性提高了约 100 倍，产生了一系列有效且选择性的 NS5B 抑制剂，IC50 值低至 10 nM。这些化合物也是培养的 HUH7 细胞中 HCV 复制子的抑制剂。