1-乙基-3-(3-甲基苯基)硫脲 | 87043-38-7

• 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-(3-甲基苯基)硫脲
• 英文名称: N¹-ethyl-N²-(3-methylphenyl)thiourea
• 英文别名: 1-Ethyl-3-(3-methylphenyl)thiourea
• CAS: 87043-38-7
• 化学式: C₁₀H₁₄N₂S
• mdl: MFCD00087411
• 分子量: 194.301
• InChiKey: YDUGLSQPIVEIMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为产物：
  描述：

  异硫氰酸乙酯 、 3-甲基苯胺 生成 1-乙基-3-(3-甲基苯基)硫脲
  参考文献：
  名称：

  SolidN1-烷基-N2-芳基硫脲的结构和氢键。13C CP/MAS、IR和半经验AM1研究

  摘要：

  通过 13C CP/MAS NMR 和红外光谱研究了七种结晶 N1-烷基-N2-芳基硫脲。13C CP/MAS 光谱中的双组信号表明 N1-乙基-N2-(3-甲基苯基)硫脲和 N1-乙基-N2-(4-甲基苯基)硫脲分子在晶体学上是不等价的。最近通过 X 射线衍射证实，N1-丙烯-N2-苯基硫脲形成具有两个 N2νH…S 氢键的环状二聚体。IR 光谱中 3175-3295 cm-1 处的宽 νNH 最大值表明，在其他硫脲中，N1-H 和 N2-H 质子都参与氢键，而 N1- 环状二聚体中的非键合 N1-H 质子丙烯硫脲可能是个例外。半经验AM1计算表明，N2-H质子比N1-H质子带更多正电荷，因此应该优先参与N2νH…S氢键。

  DOI：

  10.1002/(sici)1097-458x(199603)34:3<207::aid-omr858>3.0.co;2-0

文献信息

• Synthesis, Characterization and Structural Study of New Ethyl Thiourea Compounds and the Preliminary Naked-eye Sensors for Mercury and Argentum Metal Ions
  作者：Siti Aishah Hasbullah、Syahidatul Munirah Raffi、Nurnadzirah Mat Noh、Emma Izzati Zakariah、Fatimatul Akma Awang Ngah、Hamza Milad Abosadiya、Bohari Yamin

  DOI：10.13005/ojc/330227

  日期：2017.4.28

  Novel ethyl thiourea compounds 1a – 1f have been synthesized in good to high yields. The structure of all compounds was identified using FT-IR, 1H NMR, 13C NMR, and ESI-Mass. The compound 1-ethyl-3-(3-methoxyphenyl) thiourea 1d was obtained in crystalline form by recrystallization from DMSO. However, single crystal X-ray analysis revealed that the 1d molecule crystallized in a monoclinic crystal system with space group of P21/n and the unit cell dimensions are a = 11.0797(7) Å, b = 8.6081(6) Å, c = 11.9698(7) Å, α = 90°, β =104.543(2)°, γ = 90°, Z = 4 and V = 1105.04(12) Å3. The preliminary optical sensor properties for metal ions of 1a – 1f were investigated using naked-eye. The results determined that all compounds have the ability as naked eye sensors for mercury (Hg) and argentum (Ag) metal ions.

  新颖的乙基硫脲化合物 1a - 1f 以良好至高产率合成。利用傅立叶变换红外光谱、1H NMR、13C NMR 和 ESI-质谱鉴定了所有化合物的结构。化合物 1-乙基-3-（3-甲氧基苯基）硫脲 1d 是通过从 DMSO 中重结晶得到的晶体。然而，单晶 X 射线分析表明，1d 分子在单斜晶系中结晶，空间群为 P21/n，单胞尺寸为 a = 11.0797(7)埃，b = 8.6081(6)埃，c = 11.9698(7)埃，α = 90°，β = 104.543(2)°，γ = 90°，Z = 4，V = 1105.04(12)埃3。用肉眼初步研究了 1a - 1f 金属离子的光学传感器特性。结果表明，所有化合物都具有作为汞（Hg）和银（Ag）金属离子裸眼传感器的能力。
• Atmosphere-controlled selective synthesis of ureas and thioureas from isothiocyanates
  作者：Pinyong Zhong、Junran Wu、Jin-Biao Liu、Nianhua Luo

  DOI：10.1016/j.tetlet.2022.154143

  日期：2022.10

  An atmosphere-controlled selective synthesis of ureas and thioureas from isothiocyanates in the presence of 4-dimethylaminopyridine is described. A series of disubstituted ureas and thioureas were prepared in air and nitrogen atmosphere, respectively. This protocol employs benign reagents and exhibits good chemoselectivity and practicality.

  描述了在 4-二甲氨基吡啶存在下由异硫氰酸酯在气氛控制下选择性合成脲和硫脲。分别在空气和氮气气氛中制备了一系列二取代脲和硫脲。该协议采用良性试剂，具有良好的化学选择性和实用性。
• Solvent-controlled selective synthesis of amides and thioureas from isothiocyanates
  作者：Pinyong Zhong、Jiajia Wu、Junran Wu、Kunming Liu、Changfeng Wan、Jin-Biao Liu

  DOI：10.1016/j.tetlet.2022.154099

  日期：2022.9

  A solvent-controlled selective synthesis of amides and thioureas from isothiocyanates in the presence of base is described. Amides were obtained via the base-promoted reaction of isothiocyanates and nitrile solvent. Interestingly, the use of water instead of a nitrile solvent provided symmetrical and unsymmetrical disubstituted thioureas. This protocol exhibits excellent chemoselectivity and practicality

  描述了在碱存在下由异硫氰酸酯选择性合成酰胺和硫脲的溶剂控制。通过异硫氰酸酯和腈溶剂的碱促进反应获得酰胺。有趣的是，使用水代替腈溶剂提供了对称和不对称的二取代硫脲。该协议具有出色的化学选择性和实用性。
• 一种水相中合成1,3-二取代硫脲的方法
  申请人：吉安宏达秋科技有限公司

  公开号：CN115368282A

  公开（公告）日：2022-11-22

  本发明提供一种1,3‑二取代硫脲的合成方法，以异硫氰酸酯作为反应底物，在碱性条件下经溶剂溶解，生成胺中间体，胺中间体和异硫氰酸酯在碱性条件下，发生缩合反应，反应时间为8‑10小时，制得1,3‑二取代硫脲；通过本发明方法，使用异硫氰酸酯作为反应底物，以水为溶剂，避免了剧毒的原料和多步反应，反应底物适用性广、操作简便、成本较低、产率较高、绿色环保。
• Two-component initiator system (amine-free) with very good storage stability and particular suitability for acid systems
  申请人：Utterodt Andreas

  公开号：US20070040151A1

  公开（公告）日：2007-02-22

  A two-component initiator system having accelerators for curing polymerizable materials comprising the following components: (a) a hydroperoxide compound containing one or more hydroperoxide groups that are bound to a tertiary carbon; (b) a thiourea derivative; and (c) as accelerator, a copper compound which is soluble in the preparation is preferably free of amine and is particularly suited for polymerizable dental compositions.