N-苯基-N’-乙基硫脲 | 3955-58-6

• 物质功能分类: 化学试剂 - 有机试剂 - 硫脲
• 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: N-苯基-N’-乙基硫脲
• 中文别名: 1-乙基-3-苯基-2-硫脲；苯基乙基硫脲(ABTS中间体)；苯基乙基硫脲；N-苯基-N'-乙基硫脲
• 英文名称: N-ethyl-N-phenylthiourea
• 英文别名: 1-ethyl-1-phenylthiourea；N-Aethyl-N-phenyl-thioharnstoff；1-Ethyl-1-phenyl-thioharnstoff；Thiourea, N-ethyl-N-phenyl-
• CAS: 3955-58-6
• 化学式: C₉H₁₂N₂S
• 分子量: 180.274
• InChiKey: XVNPNGPNQJUMSL-UHFFFAOYSA-N

物化性质

• 熔点：
  133-137 °C
• 沸点：
  283.2±23.0 °C(Predicted)
• 密度：
  1.1015 (rough estimate)
• 稳定性/保质期：

  与强氧化剂反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 储存条件：
  密封保存，应储存在阴凉干燥的仓库中。

SDS

Name:	Phenylethylthiourea 98% Material Safety Data Sheet
Synonym:
CAS:	3955-58-6

Section 1 - Chemical Product MSDS Name:Phenylethylthiourea 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3955-58-6	Phenylethylthiourea, 98%	98	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.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes 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.
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:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists.
Ingestion:
Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. Get medical aid if cough or other symptoms appear.
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, or carbon dioxide.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
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.
Exposure Limits CAS# 3955-58-6: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear a chemical apron.
Respirators:
A NIOSH/MSHA approved air purifying dust or mist respirator or European Standard EN 149.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 134 - 136 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: C9H12N2S
Molecular Weight: 180.26

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Strong oxidizing agents Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3955-58-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Phenylethylthiourea, 98% - 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: 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# 3955-58-6: No information available.
Canada
CAS# 3955-58-6 is listed on Canada's NDSL List.
CAS# 3955-58-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3955-58-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-苯基-N’-乙基硫脲 生成 1-ethyl-1-phenyl-dithiobiuret
  参考文献：
  名称：

  1,1-二烷基二硫代缩二脲的制备

  摘要：

  由仲胺按照R 2 NH → R 2 N·CS·Cl → R 2 N·CS·SCN → R 2 N·CS·NCS → R 2 N·CS·NH·的顺序合成1,1-二烷基二硫代缩二脲描述了CS·NH 2。

  DOI：

  10.1039/j39660002069
• 作为产物：
  描述：

  1-ethyl-1-phenyl-dithiobiuret 在 一水合肼 作用下， 生成 N-苯基-N’-乙基硫脲
  参考文献：
  名称：

  Fromm et al., Justus Liebigs Annalen der Chemie, 1924, vol. 437, p. 115

  摘要：

  DOI：

文献信息

• BIARYL AND BIHETEROARYL COMPOUNDS USEFUL IN TREATING IRON DISORDERS
  申请人：Chafeev Mikhail

  公开号：US20080234384A1

  公开（公告）日：2008-09-25

  This invention is directed to compounds of formula (I): wherein m, n, R 1 , R 2 and R 3 are as defined herein, as a stereoisomer, enantiomer, tautomer thereof or mixtures thereof; or a pharmaceutically acceptable salt, solvate or prodrug thereof, for the treatment of iron disorders. This invention is also directed to pharmaceutical compositions comprising the compounds and methods of using the compounds to treat iron disorders.

  本发明涉及以下式（I）的化合物：其中m、n、R1、R2和R3如本文中所定义，作为立体异构体、对映异构体、互变异构体或其混合物；或其药学上可接受的盐、溶剂化合物或前药，用于治疗铁代谢紊乱。本发明还涉及包含这些化合物的药物组合物以及使用这些化合物治疗铁代谢紊乱的方法。
• Green and efficient synthesis of thioureas, ureas, primary <i>O</i>-thiocarbamates, and carbamates in deep eutectic solvent/catalyst systems using thiourea and urea
  作者：Nastaran Bagherzadeh、Ali Reza Sardarian、Iman Dindarloo Inaloo

  DOI：10.1039/d1nj01827b

  日期：——

  developed for the direct preparation of various primary O-thiocarbamates/carbamates as well as monosubstituted thioureas/ureas by using thiourea/urea as biocompatible thiocarbonyl (carbonyl) sources. This procedure used choline chloride/tin(II) chloride [ChCl][SnCl2]2 with a dual role as a green catalyst and reaction medium to afford the desired products in moderate to excellent yields. Moreover, the DES can

  通过使用硫脲/尿素作为生物相容性硫代羰基（羰基）源，开发了一种有效且通用的催化方法，用于直接制备各种伯O-硫代氨基甲酸酯/氨基甲酸酯以及单取代硫脲/脲。该过程使用氯化胆碱/氯化锡 ( II ) [ChCl][SnCl 2 ] 2，具有作为绿色催化剂和反应介质的双重作用，以中等至极好的收率提供所需产物。此外，DES 可以很容易地回收和重复使用七个循环，而其活性没有显着损失。此外，该方法在大规模合成所需产物方面表现出非常好的性能。
• Reactions of thiocarbamoylaminophosphonium salts obtained from amines and the combined reagent, triphenylphosphine-thiocyanogen (TPPT): Preparation of thioureas, acylthioureas and amides.
  作者：YASUMITSU TAMURA、TOMOMI KAWASAKI、MASAHIRO ADACHI、YASUYUKI KITA

  DOI：10.1248/cpb.27.1636

  日期：——

  The thiocarbamoylaminophosphonium salt (3) obtained from an amine (1) and TPPT (2) has been shown to be a useful synthetic intermediate for the preparation of thioureas (4), amides (10) and acylthioureas (11) by treatment with water and a carboxylic acid (9). The reaction mechanism is discussed.

  从胺（1）和TPPT（2）获得的硫代氨基甲基膦盐（3）已被证明是制备硫脲（4）、酰胺（10）和酰基硫脲（11）的有用合成中间体，方法是用水和羧酸（9）进行处理。讨论了反应机制。
• Excited state electronic structures and photochemistry of different oxidation states of 2,2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS)
  作者：Feixiang Ji、Yurong Guo、Mengqi Wang、Zibo Wu、Yanan Shi、Xiaoying Zhao、Haiyuan Wang、Xia Feng、Guangjiu Zhao

  DOI：10.1016/j.saa.2021.119503

  日期：2021.5

  the molecular ground state, excited stated properties and the electronic absorption spectra of different oxidation states. We studied the energy levels of LUMO and HOMO of ABTS in different oxidation states. Frontier molecular orbital analysis can provide insight into the nature of excited states. ABTS was synthesized from N-ethylamine by total synthesis. Then, we measured the UV–Vis spectra of ABTS

  使用M062X方法和时间依赖性密度泛函理论（TDDFT）模型，以6-311G（d，2,2-叠氮基-双-（3-乙基苯并噻唑啉-6-磺酸）（ABTS）的分子结构进行计算。 p）基础集。在这项工作中，从几何结构，最低未占据分子轨道（LUMO）和最高占据分子轨道（HOMO）的能级，分子基态的能级间隙ΔE HOMO-LUMO的角度对ABTS进行了理论研究，激发态性质和不同氧化态的电子吸收光谱。我们研究了不同氧化态下ABTS的LUMO和HOMO的能级。前沿分子轨道分析可以洞悉激发态的性质。ABTS由N合成-乙胺全合成。然后，我们测量了ABTS被K 2 S 2 O 8氧化前后的UV-Vis光谱。计算得到的ABTS不同氧化态的电子结构和光化学性质与实验结果吻合。这项工作证明了不同氧化态ABTS的电子结构与光化学之间的关系，从而为合理合成和加深对ABTS材料的光物理性质的铺平了道路。
• Efficient synthesis of 5-(2-hydroxyethyl)-2-phenylimino- 1,3-thiazolidin-4-ones and 5-(2-hydroxyethyl)-2-phenylamino-4,5-dihydro-1,3-thiazol-4-ones
  作者：Jiří Váňa、Jiří Hanusek、Aleš Růžička、Miloš Sedlák

  DOI：10.1002/jhet.118

  日期：2009.7

  A new method for the synthesis of substituted 5-(2-hydroxyethyl)-2-phenylimino-1,3-thiazolidin-4-ones and 5-(2-hydroxyethyl)-2-phenylamino-4,5-dihydro-1,3-thiazol-4-ones is described, starting from phenylthioureas and 3-bromotetrahydrofuran-2-one. The reaction proceeds under mild conditions, is very simple to perform, and is applicable to a relatively wide range of substituents in benzene nucleus.

  一种合成取代的5-（2-羟乙基）-2-苯基亚氨基-1,3-噻唑烷酮-4-酮和5-（2-羟乙基）-2-苯基氨基-4,5-二氢-1的新方法，描述了3-噻唑-4-酮，其起始于苯硫脲和 3-溴四氢呋喃-2-酮。该反应在温和的条件下进行，非常容易进行，并且适用于苯核中相对广泛的取代基。由于质子互变异构和E- / Z-立体异构，一些1,3-噻唑烷-4-酮在溶液中表现出动态NMR行为。J.杂环化​​学，（2009）。

表征谱图