5-氯-2-（甲硫基）苯胺 | 16423-54-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 5-氯-2-（甲硫基）苯胺
• 中文别名: 5-氯-2-甲基硫代苯胺；5-氯-2-(甲硫基)苯胺
• 英文名称: 5-chloro-2-(methylthio)aniline
• 英文别名: 5-Chlor-2-methylmercapto-anilin；5-chloro-2-methylsulfanylaniline
• CAS: 16423-54-4
• 化学式: C₇H₈ClNS
• mdl: MFCD00052816
• 分子量: 173.666
• InChiKey: RWUQNIPYCAHKMO-UHFFFAOYSA-N

物化性质

• 熔点：
  29 °C
• 沸点：
  92 °C
• 密度：
  1.2754 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2930909090
• 安全说明：
  S26,S36/37/39
• 储存条件：
  存储条件：2-8℃，密封保存，置于干燥处。

SDS

Name:	5-chloro-2-(methylthio)aniline Material Safety Data Sheet
Synonym:
CAS:	16423-54-4

Section 1 - Chemical Product MSDS Name:5-chloro-2-(methylthio)aniline Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
16423-54-4	5-chloro-2-(methylthio)aniline, 95%+		unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. 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.
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.
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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 16423-54-4: Personal Protective Equipment Eyes: Not available.
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: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 124 deg C @4mmHg
Freezing/Melting Point: Not available.
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: C7H8ClNS
Molecular Weight: 173.66

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 16423-54-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-chloro-2-(methylthio)aniline, 95%+ - 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 LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
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 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 16423-54-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 16423-54-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 16423-54-4 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：

  5-氯-2-（甲硫基）苯胺 在 fluoroboric acid 、 溶剂红 43 、 sodium nitrite 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 14.67h， 生成 diethyl 5-chlorobenzo[b]thiophene-2,3-dicarboxylate
  参考文献：
  名称：

  Visible Light Photocatalytic Synthesis of Benzothiophenes

  摘要：

  The photocatalytic reaction of o-methylthio-arenediazonium salts with alkynes yields substituted benzothiophenes regioselectively through a radical annulation process. Green light irradiation of eosin Y initiates the photoredox catalysis. The scope of the reaction was investigated by using various substituted diazonium salts and different alkynes.

  DOI：

  10.1021/ol302517n
• 作为产物：
  描述：

  4-氯-2-硝基苯硫醇 在 盐酸 、 sodium hydroxide 、 铁粉 、 copper dichloride 作用下， 生成 5-氯-2-（甲硫基）苯胺
  参考文献：
  名称：

  Brand; Groebe, Journal fur praktische Chemie (Leipzig 1954), 1924, vol. <2> 108, p. 12

  摘要：

  DOI：

文献信息

• Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization
  作者：Lu Wang、Huaiyu Wang、Weidong Meng、Xiu-Hua Xu、Yangen Huang

  DOI：10.1016/j.cclet.2020.02.040

  日期：2021.1

  Abstract 3-CF3S substituted thioflavones and benzothiophenes were achieved via the reactions of AgSCF3 with methylthiolated alkynones and alkynylthioanisoles, respectively, promoted by persulfate. This protocol possesses good functional group tolerance and high yields. Mechanistic studies suggested that a classic two-step radical process was involved, which includes addition of CF3S radical to triple

  摘要通过AgSCF3分别与过硫酸盐促进的甲基硫醇化炔酮和炔基硫代苯甲醚反应，制得3-CF3S取代的硫代黄酮和苯并噻吩。该方案具有良好的官能团耐受性和高产率。机理研究表明，涉及到经典的两步自由基过程，包括将CF3S自由基添加到三键和带有SMe部分的环化。
• A Mild Heteroatom (O-, N-, and S-) Methylation Protocol Using Trimethyl Phosphate (TMP)–Ca(OH)2Combination
  作者：Yu Tang、Biao Yu

  DOI：10.1055/a-1731-3852

  日期：2022.5

  A mild heteroatom methylation protocol using trimethyl phosphate (TMP)–Ca(OH)2 combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates

  已开发出使用磷酸三甲酯 (TMP)-Ca(OH) 2组合的温和杂原子甲基化方案，该方案在 DMF 或水中，或在纯净条件下，在 80 °C 或室温下进行。一系列O-、N-和S-亲核试剂，包括苯酚、磺酰胺、N-杂环，例如 9 H-咔唑、吲哚衍生物和 1,8-萘酰亚胺，以及芳基/烷基硫醇，是这个协议。该协议的高效、操作简单、可扩展性、成本效益和环保性质使其成为传统碱基促进杂原子甲基化程序的有吸引力的替代方案。
• Method comprising the use of N-substituted perfluoroalkyanesulfonamides as herbicidal and plant growth modifying agents, and composition
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：US03920444A1

  公开（公告）日：1975-11-18

  N-Substituted perfluoroalkanesulfonamides of the formula:

  N-取代的全氟烷磺酰胺的化学式：
• Substituted tetrahydro-1H-pyrido[4,3-b]indoles as serotonin receptors agonists and antagonists
  申请人：Lee Taekyu

  公开号：US20070027178A1

  公开（公告）日：2007-02-01

  The present application describes compounds, including all pharmaceutically acceptable salts, prodrugs, solvates and stereoisomers thereof, according to Formula I, pharmaceutical compositions, comprising at least one compound according to Formula I and optionally at least one additional therapeutic agent and methods of treating various diseases, conditions and disorders associated with modulation of serotonin receptors such as, for example: metabolic diseases, which includes but is not limited to obesity, diabetes, diabetic complications, atherosclerosis, impared glucose tolerance and dyslipidemia; central nervous system diseases which includes but is not limited to, anxiety, depression, obsessive compulsive disorder, panic disorder, psychosis, schizophrenia, sleep disorder, sexual disorder and social phobias; cephalic pain; migraine; and gastrointestinal disorders using compounds according to Formula I

  本申请描述了化合物，包括所有药用盐、前药、溶剂合物和其立体异构体，根据式I，包括至少一种根据式I的化合物的药物组合物，以及可选择地至少一种额外的治疗剂，以及使用根据式I的化合物治疗与调节5-羟色胺受体相关的各种疾病、状况和紊乱的方法，例如：代谢性疾病，包括但不限于肥胖症、糖尿病、糖尿病并发症、动脉粥样硬化、葡萄糖耐量受损和血脂异常；中枢神经系统疾病，包括但不限于焦虑症、抑郁症、强迫症、惊恐症、精神病、精神分裂症、睡眠障碍、性功能障碍和社交恐惧症；头痛；偏头痛；和胃肠道疾病。
• Preparation of Benzothiophenes and Benzoselenophenes from Arylamines and Alkynes <i>via</i> Radical Cascade Reactions
  作者：Hao Zang、Jian-Guo Sun、Xin Dong、Ping Li、Bo Zhang

  DOI：10.1002/adsc.201501102

  日期：2016.6.2

  An intermolecular radical cascade reaction between readily prepared o‐methylthio‐arylamines or o‐methylselanyl‐arylamines and alkynes for the preparation of valuable benzothiophenes or benzoselenophenes is reported. These transformations occur efficiently with complete regioselectivity and the products are obtained in moderate to good yields. The current protocol is successfully applied to the synthesis

  据报道，易于制备的邻-甲硫基-芳基胺或邻甲基-硒基-芳基胺与炔烃之间的分子间自由基级联反应可用于制备有价值的苯并噻吩或苯并硒吩。这些转化有效地发生，具有完全的区域选择性，并且以中等至良好的产率获得了产物。当前方案已成功应用于药物雷洛昔芬和AT 1受体拮抗剂的关键中间体的合成。