4-甲基苄基硫氰酸盐 | 18991-39-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硫氰酸盐/异硫氰酸酯
• 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: 4-甲基苄基硫氰酸盐
• 中文别名: 4-甲基硫代苄基氰化物
• 英文名称: p-methylbenzyl thiocyanate
• 英文别名: 4-methylbenzyl thiocyanate；(4-methylphenyl)methyl thiocyanate
• CAS: 18991-39-4
• 化学式: C₉H₉NS
• mdl: MFCD09025707
• 分子量: 163.243
• InChiKey: DFKZGPBKYUQGAY-UHFFFAOYSA-N

物化性质

• 熔点：
  21.5-22.5 °C
• 沸点：
  110-112 °C(Press: 6 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 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：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

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

反应信息

• 作为反应物：
  描述：

  4-甲基苄基硫氰酸盐 在 盐酸 作用下， 以 乙腈 为溶剂， 生成 4-甲基氯苄
  参考文献：
  名称：

  Maartmann-Moe, Knut; Sanderud, Knut A.; Songstad, Jon, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1982, vol. 36, # 4, p. 211 - 224

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[(4-methylphenyl)methyl]-2-methylsulfanyl-4,6-diphenylpyridin-1-ium;thiocyanate 以65%的产率得到4-甲基苄基硫氰酸盐
  参考文献：
  名称：

  Transformation of Primary Amines to Thiols, Sulfides, or Arylmethyl Thiocyanates via Pyridinium Salts

  摘要：

  DOI：

  10.1055/s-1982-29842

文献信息

• PEG‐DIL‐based MnCl₄²⁻: A novel phase transfer catalyst for nucleophilic substitution reactions of benzyl halides
  作者：Bijan Mombeni Goodajdar、Farideh Akbari、Jamal Davarpanah

  DOI：10.1002/aoc.4647

  日期：——

  Poly(ethylene glycol) dicationic ionic liquid‐based MnCl42− was prepared by nucleophilic substitution of poly(ethylene glycol) dichloride with methylimidazole followed by reaction with MnCl2. The structural properties of the catalyst were systematically investigated using Fourier transform infrared, UV–visible and Raman spectra and thermogravimetric analysis. The application of this catalyst allows

  聚乙二醇二元离子液体基的MnCl 4 2-是通过甲基咪唑对聚二氯乙二醇的亲核取代，然后与MnCl 2反应制备的。使用傅立叶变换红外光谱，紫外可见光谱和拉曼光谱以及热重分析系统地研究了催化剂的结构性质。该催化剂的应用允许在水中在回流条件下高收率地合成多种苄基硫氰酸酯和叠氮化物。该方法的主要优点是它的简便性，快速性，环境友好性和高产率。
• AIBN-initiated direct thiocyanation of benzylic sp³ C–H with <i>N</i>-thiocyanatosaccharin
  作者：Di Wu、Yongjie Duan、Kun Liang、Hongquan Yin、Fu-Xue Chen

  DOI：10.1039/d1cc04302a

  日期：——

  Direct thiocyanations of benzylic compounds have been implemented. Here, a new strategy, involving a free radical reaction pathway initiated by AIBN, was used to construct the benzylic sp3 C–SCN bond. In this way, the disadvantage of other strategies involving introducing leaving groups in advance to synthesize benzyl thiocyanate compounds was overcome. The currently developed protocol also involved

  已经实施了苄类化合物的直接硫氰化。在这里，涉及由 AIBN 引发的自由基反应途径的新策略用于构建苄型 sp 3 C-SCN 键。通过这种方式，克服了其他涉及提前引入离去基团以合成硫氰酸苄酯化合物的策略的缺点。目前开发的协议还涉及使用现成的原材料，并导致高产率（高达 100%），这两者都是合成硫氰酸苄酯的巨大优势。
• Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates
  作者：Chengrong Ding、Guofu Zhang、Lidi Xuan、Yiyong Zhao

  DOI：10.1055/s-0040-1707151

  日期：2020.9

  one-step synthesis of thiocyanates through C–O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative

  开发了一种新的 SO2F2 促进的硫氰化方法，通过以硫氰酸铵为硫氰化剂的容易获得的醇的 C-O 键裂解，一步合成硫氰酸盐。该方法避免使用额外的催化剂，并且各种（杂）芳烃、烯烃和脂肪醇在温和条件下在乙酸乙酯中高效反应，以优异的定量收率提供相应的硫氰酸酯，并具有广泛的官能团兼容性。
• One-pot synthesis of (ethoxycarbonyl)difluoromethylthioethers from thiocyanate sodium and ethyl 2-(trimethylsilyl)-2,2-difluoroacetate (TMS-CF 2 CO 2 Et)
  作者：Lijun Xu、Hongyu Wang、Changwu Zheng、Gang Zhao

  DOI：10.1016/j.tet.2017.08.048

  日期：2017.10

  An efficient one-pot cascade methodology for the synthesis of (ethoxycarbonyl)difluoromethyl thioethers is described. Benzyl, allyl, alkyl halides or diazonium salts as the starting materials together with thiocyanate sodium and TMS-CF2CO2Et in the presence of CsF or NaOAc afford a variety of the fluoroalkylthiolated products in moderate to good yields.

  描述了一种用于合成（乙氧基羰基）二氟甲基硫醚的有效的一锅级联方法。在CsF或NaOAc的存在下，以苄基，烯丙基，烷基卤化物或重氮盐为起始原料，与硫氰酸钠和TMS-CF 2 CO 2 Et一起，以中等至良好的收率提供了多种氟代烷基硫代产物。
• Process for generating electrophiles from anions by reaction with electrophilic fluorinating agent
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP1138657A1

  公开（公告）日：2001-10-04

  A process includes substituting a substituent on a substrate. The process includes reacting a salt of an anionic form of the substituent with an electrophilic fluorination agent to provide an electrophile containing a cationic form of the substituent. The electrophile is then electrophilically substituted on the substrate. In some aspects of the process, the substrate can be an aromatic or a non-aromatic. The process can be used for a variety of reactions having electrophilic mechanisms, including halogenation, thiocyanation and nitration.

  一个过程包括在底物上替换一个取代基。该过程包括将取代基的阴离子形式的盐与亲电氟化剂反应，以提供含有取代基阳离子形式的亲电体。然后，将亲电体在底物上进行亲电取代。在该过程的某些方面，底物可以是芳香族或非芳香族。该过程可用于具有亲电机制的各种反应，包括卤代反应、硫氰化反应和硝化反应。