1-乙基-3-(4-甲基苯基)硫脲 | 2827-18-1

• 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-(4-甲基苯基)硫脲
• 英文名称: N¹-ethyl-N²-(4-methylphenyl)thiourea
• 英文别名: 1-(p-tolyl)-3-ethylthiourea；1-ethyl-3-p-tolylthiourea；1-ethyl-3-p-tolyl-thiourea；N-ethyl-N'-p-tolyl-thiourea；N-Aethyl-N'-p-tolyl-thioharnstoff；N-ethyl-N'-(4-methylphenyl)thiourea；1-Ethyl-3-(4-methylphenyl)thiourea
• CAS: 2827-18-1
• 化学式: C₁₀H₁₄N₂S
• mdl: MFCD00087412
• 分子量: 194.301
• InChiKey: FNGYBATZKHIECN-UHFFFAOYSA-N

物化性质

• 熔点：
  97 °C
• 沸点：
  283.0±33.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 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

• 作为反应物：
  描述：

  1-乙基-3-(4-甲基苯基)硫脲 在 氯仿 、 溴 作用下， 生成 N-乙基-6-甲基-1,3-苯并噻唑-2-胺
  参考文献：
  名称：

  Studies on the Thiazoles Obtained by Direct Thiocyanogenation¹

  摘要：

  DOI：

  10.1021/ja01299a018
• 作为产物：
  描述：

  N,N'-Diethyl-thiuramdisulfid 、 乙烷,三氯氟- 以 乙醇 为溶剂， 生成 1-乙基-3-(4-甲基苯基)硫脲
  参考文献：
  名称：

  Nair,G.V., Journal of the Indian Chemical Society, 1965, vol. 42, p. 359 - 366

  摘要：

  DOI：

文献信息

• 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。
• Structure and Hydrogen Bonding of SolidN1-Alkyl-N2-arylthioureas.13C CP/MAS, IR and Semi-Empirical AM1 Studies
  作者：Iwona Wawer、Vera Koleva

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

  日期：1996.3

  thioureas both N1‐H and N2‐H protons are involved in hydrogen bonding and that the non‐bonded N1‐H proton in cyclic dimers of N1‐propenethioureas is probably an exception. Semi‐empirical AM1 calculations showed that the N2‐H proton is more positively charged than the N1‐H proton and therefore should be preferentially involved in N2νH···S hydrogen bonds.

  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。
• Anion transport across varying lipid membranes – the effect of lipophilicity
  作者：Michael J. Spooner、Philip A. Gale

  DOI：10.1039/c5cc00823a

  日期：——

  The anion transport properties of a range of alkyl-substituted phenylthioureas were tested in vesicles of different lipid composition.

  一系列烷基取代的苯基硫脲化合物在不同脂质组成的囊泡中被测试其阴离子传输特性。
• 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。