1-乙基-3-苯基-2-硫脲 | 2741-06-2

• 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: 1-乙基-3-苯基-2-硫脲
• 英文名称: 1-ethyl-3-phenylthiourea
• 英文别名: N'-ethyl-N-phenylthiourea；N-ethyl-N¹-phenylthiourea；1-ethyl-3-phenyl-thiourea；N-ethyl-N'-phenylthiourea；1-phenyl-3-ethylthiourea；phenylethylthiourea
• CAS: 2741-06-2
• 化学式: C₉H₁₂N₂S
• mdl: MFCD00022133
• 分子量: 180.274
• InChiKey: OROCFDLTBPBLFS-UHFFFAOYSA-N

物化性质

• 熔点：
  102-104°C
• 沸点：
  264.9±23.0 °C(Predicted)
• 密度：
  1.157±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2930909090
• 储存条件：
  室温

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1-Ethyl-3-phenyl-2-thiourea
CAS-No. : 2741-06-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Oral (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H301 Toxic if swallowed.
Precautionary statement(s)
P301 + P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/
physician.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
S-phrase(s) none
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : N-Ethyl-N'-phenylthiourea
Formula : C9H12N2S
Molecular Weight : 180,27 g/mol
Component Concentration
N-Ethyl-N'-phenylthiourea
CAS-No. 2741-06-2 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Take victim immediately to hospital. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Wear respiratory protection. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate
ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Air sensitive. Store under inert gas.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling
the product.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N99 (US) or type P2 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use
respirators and components tested and approved under appropriate government standards such
as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 1,42
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
Prolonged or repeated exposure may cause allergic reactions in certain sensitive individuals.
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Toxic if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 2811 IMDG: 2811 IATA: 2811
UN proper shipping name
ADR/RID: TOXIC SOLID, ORGANIC, N.O.S. (N-Ethyl-N'-phenylthiourea)
IMDG: TOXIC SOLID, ORGANIC, N.O.S. (N-Ethyl-N'-phenylthiourea)
IATA: Toxic solid, organic, n.o.s. (N-Ethyl-N'-phenylthiourea)
Transport hazard class(es)
ADR/RID: 6.1 IMDG: 6.1 IATA: 6.1
Packaging group
ADR/RID: III IMDG: III IATA: III
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-乙基-3-苯基-2-硫脲 在 potassium superoxide 、 4-nitrobenzene sulfonyl chloride 作用下， 以 乙腈 为溶剂， 反应 5.5h， 以91%的产率得到N-乙-N’-苯脲
  参考文献：
  名称：

  使用由2-硝基苯磺酰氯和超氧阴离子生成的过氧硫中间体，将硫代羰基化合物新型脱硫为其相应的氧代衍生物。

  摘要：

  发现硫代羰基化合物（例如取代的硫脲，-硫代酰胺和-硫代氨基甲酸酯）与过氧硫中间体（3）反应，该中间体是通过用过氧化钾对2-硝基苯磺酰氯进行处理而生成的，以定量收率转化为相应的羰基化合物- 30°C在乙腈中。

  DOI：

  10.1016/s0040-4039(00)98517-4
• 作为产物：
  描述：

  silicon tetranilide 以 苯 为溶剂， 生成 1-乙基-3-苯基-2-硫脲
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 148, page 405 - 407

  摘要：

  DOI：
• 作为试剂：
  描述：

  2,3-丁二烯酸乙酯 、 2-ethoxy-1,3-diphenyl-1,3,2-diazaphospholidine 在 1-乙基-3-苯基-2-硫脲 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 以31%的产率得到ethyl 3-(2-oxido-1,3-diphenyl-1,3,2-diazaphospholidin-2-yl)but-3-enoate
  参考文献：
  名称：

  N-Heterocyclic Phosphines

  摘要：

  本文提供了一种在无金属条件下进行磷-碳键形成反应中有用的N-杂环膦（NHPs）。还提供了使用NHPs制备乙烯磷酸酯的方法。本摘要旨在作为在特定领域搜索的扫描工具，不限制本发明。

  公开号：

  US20180118770A1

文献信息

• Electrogenerated base-promoted synthesis and antimicrobial activity of 2-imino-1,3-thiazolidin-4-one derivatives
  作者：Beya Haouas、Taieb Saied、Hanen Ayari、Youssef Arfaoui、Mohamed Lamine Benkhoud、Khaled Boujlel

  DOI：10.1080/17415993.2016.1155588

  日期：2016.7.3

  of dry acetonitrile at a steel grid cathode were used to promote the addition of ethyl bromoacetate to thiourea derivatives. The reaction yields the corresponding 2-imino-1,3-thiazolidin-4-one. The reaction pathway was discussed based on the kinetic and thermodynamic data obtained by computational methods. In addition, the biological activity of these new compounds was also investigated. GRAPHICAL ABSTRACT

  摘要 通过在钢栅阴极还原干乙腈获得的电生成的氰基甲基阴离子用于促进溴乙酸乙酯向硫脲衍生物的添加。该反应产生相应的 2-imino-1,3-thiazolidin-4-one。基于通过计算方法获得的动力学和热力学数据讨论了反应途径。此外，还研究了这些新化合物的生物活性。图形概要
• Tetrahydro-1,3,5-thiadiazin-4-one derivative
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：US04159328A1

  公开（公告）日：1979-06-26

  A tetrahydro-1,3,5-thiadiazin-4-one represented by the general formula, ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, which may be the same or different, represent each an alkyl group, allyl group, cycloalkyl group, alkoxyalkyl group, benzyl group, phenyl group or substituted phenyl group having as substituents alkyl groups, nitro group, halogen atoms, alkoxy groups, or trifluoromethyl group and R.sup.2 and R.sup.3 may also represent hydrogen atoms, is a new compound and useful for controlling insects and mites.

  由通用公式表示的1,3,5-噻二嗪-4-酮，其中R1、R2和R3相同或不同，每个代表一个烷基、烯丙基、环烷基、烷氧基烷基、苄基、苯基或取代的苯基，取代基可以是烷基、硝基、卤素原子、烷氧基或三氟甲基，R2和R3还可以代表氢原子，这是一个新化合物，用于控制昆虫和螨虫。
• Umpolung cyclization reaction of <i>N</i>-cinnamoylthioureas in the presence of DBU
  作者：Rei Saito、Naohiro Uemura、Hiroki Ishikawa、Akina Magara、Yasushi Yoshida、Takashi Mino、Yoshio Kasashima、Masami Sakamoto

  DOI：10.1039/c8ob02066c

  日期：——

  A novel regioselective cyclization reaction of N-cinnamoylthioureas leading to six- or five-membered heterocyclic compounds was developed. N-Cinnamoylthioureas in the presence of trifluoroacetic acid (TFA) underwent the well-established intramolecular cycloaddition reaction to give 2-imino-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones in good yields. On the other hand, the reaction with 1,8-diazabicyclo[5

  开发了导致六元或五元杂环化合物的N-肉桂酰基硫脲的新的区域选择性环化反应。在三氟乙酸（TFA）存在下对N-肉桂酰硫脲进行完善的分子内环加成反应，得到2-亚氨基-2,3,5,6-四氢-4 H -1,3-噻嗪-4-酮产量。另一方面，与1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）的反应以空前的“ umpolung”环化方式进行，得到了五元的2-亚氨基-1,3-噻唑烷酮- 4-酮和/或2-硫代氧杂咪唑烷-4-酮。该反应被认为是通过DBU与肉桂酰基部分的环加合物发生的，然后是硫脲基团的分子内攻击。
• Synthesis of thiazolidines via regioselective addition of unsymmetric thioureas to maleic acid derivatives
  作者：Alena S. Pankova、Mikhail A. Samartsev、Igor A. Shulgin、Pavel R. Golubev、Margarita S. Avdontceva、Mikhail A. Kuznetsov

  DOI：10.1039/c4ra07840c

  日期：——

  The regioselectivity of the reaction between unsymmetric thioureas and maleic acid derivatives has been studied, and general regularities have been established.

  未对称硫脲与马来酸衍生物之间反应的区域选择性已经被研究，并建立了一般规律。
• A convenient synthesis of alkyl-2-(2-imino-4-oxothiazolidin-5-ylidene)acetate derivatives involving an electrogenerated base of acetonitrile
  作者：Najoua Sbei、Baya Haouas、Monia Chebbi、Youssef Ben Smida、Youssef Arfaoui、Khaled Boujlel、Mohamed Lamine Benkhoud

  DOI：10.1080/17415993.2016.1259416

  日期：2017.3.4

  ABSTRACT We report a simple method for the synthesis of alkyl-2-(2-imino-4-oxothiazolidin-5-ylidene) acetate derivatives 3 in good yields under mild conditions. The electrogenerated cyanomethyl base (EGB), obtained from electroreduction of acetonitrile-0.1 M TBABF4, assists the reaction between thiourea derivatives 1 and dialkyl acetylene dicarboxylate 2. The expected products, 3/4, and the structure

  摘要 我们报告了一种在温和条件下以良好收率合成烷基-2-(2-imino-4-oxothiazolidin-5-ylidene) 乙酸酯衍生物 3 的简单方法。从乙腈-0.1 M TBABF4 的电还原获得的电生成的氰甲基碱 (EGB) 有助于硫脲衍生物 1 和乙炔二羧酸二烷基酯 2 之间的反应。预期的产物 3/4 和从 X 射线衍射获得的结构证实主要产物是五元杂环3。此外，基于从量子计算获得的热力学和动力学数据，提出了解释反应途径的机制。图形概要