Se-methyl 4-methylselenobenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Se-methyl 4-methylselenobenzoate
• 英文别名: Se-methyl 4-methylbenzeneselenocarboxylate；Se-methyl 4-methylbenzenecarboselenoate
• 化学式: C₉H₁₀OSe
• 分子量: 213.138
• InChiKey: HFBPOOHLQBEGKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  以93%的产率得到
  参考文献：
  名称：

  Kawahara Yasuyuki, Kato Shinzi, Kanda Takahiro, Murai Toshiaki, Bull. Chem. Soc. Jap, 67 (1994) N 7, S 1881-1885

  摘要：

  DOI：

文献信息

• A Facile Preparation of Lithium Selenocarboxylates
  作者：Yoshihiro Kojima、Kazumasa Ibi、Takahiro Kanda、Hideharu Ishihara、Toshiaki Murai、Shinzi Kato

  DOI：10.1246/bcsj.66.990

  日期：1993.3

  A series of lithium selenocarboxylates 2 were synthesized in good yields by the direct reaction of acyl chlorides with lithium selenide. The salts 2 were soluble in ether and tetrahydrofuran and readily reacted with alkyl iodides to give the corresponding Se-alkyl esters in quantitative yields.

  一系列锂硒羧酸盐2通过酰氯与锂硒化物的直接反应以良好的产率合成。盐类2可溶于醚和四氢呋喃，并且能与烷基碘化物迅速反应，产生相应的Se-烷基酯，产率为定量。
• Reactions of acyl chlorides with LiAlHSeH. Preparation of diacyl selenides, diacyl diselenides, selenocarboxylates and cyclic selenoanhydrides
  作者：Mamoru Koketsu、Futoshi Nada、Sohma Hiramatsu、Hideharu Ishihara

  DOI：10.1039/b200147k

  日期：2002.3.8

  Various diacyl selenides, diacyl diselenides and selenocarboxylates were synthesized by reaction of several acyl chlorides with LiAlHSeH. Reaction of diacyl chloride with LiAlHSeH afforded cyclic selenoanhydrides. In the 77Se NMR spectra, we found that the chemical shifts of the diacyl selenides and the diacyl diselenides could facilitate their distinction.

  几种酰基氯与 LiAlHSeH 反应合成了各种二酰基硒化物、二酰基二硒化物和硒羧酸盐。二酰氯与 LiAlHSeH 反应生成了环硒酸酐。在 77Se NMR 光谱中，我们发现二酰基硒化物和二酰基二硒化物的化学位移有助于区分它们。
• SYNTHESIS OF SELENOL ESTERS USING ACYL HALIDES AND A NOVEL SELENATING REAGENT, LiAlHSeH
  作者：Mamoru Koketsu、Hiroshi Asada、Hideharu Ishihara

  DOI：10.1080/10426500490422254

  日期：2004.3.1

  Several selenol esters were synthesized by the reaction of acyl chlorides with LiAlHSeH then with alkyl halides in moderate to good yields.

  通过酰氯与 LiAlHSeH 然后与烷基卤反应以中等至良好的收率合成了几种硒醇酯。
• Group 13 metal carbochalcogenoato complexes: Synthesis, X-ray structure analysis, and reactions
  作者：Norio Nakata、Shinzi Kato、Osamu Niyomura、Masahiro Ebihara

  DOI：10.1002/hc.21445

  日期：2018.12

  AbstractA series of alkali metal tetrakis(carbochalcogenoato)‐gallates and ‐indates M[M′(EOCR)4](solv.) (M = alkali metal; M′ = Ga, In; E = S, Se) and tris(carbodithioato)aluminum, ‐gallates and ‐indates M′ (SSCR)3 (M′ = Al, Ga, In) were prepared by the reactions of alkali metal carbochalcogenate with metal trihalogenides (M′X3; M′ = Al, Ga, In; X = Cl, Br) and by those of piperidinium carbodithioates or carbodithioic and carboselenoic acids with M′X3, respectively. An X‐ray molecular structure analysis revealed that they have an acetone molecule as a crystal solvent. The reactions of the potassium complexes K[M′ (EOCR)4](H2O) (E = S, Se) with methanol and primary and secondary amines gave the corresponding methyl ester and amides in good yields, while the reactions with iodomethane and iodine gave S‐ and Se‐methyl chalcogenoesters RCOEMe (E = S, Se) in good yields. Similar reactions of the tris(carbodithioato)gallates and ‐indates led to the corresponding O‐methyl thioesters, thioamides, and S‐methyl dithioesters in moderate to good yields. Oxidation of the tetrakis‐ and tris‐derivatives with iodine afforded the corresponding diacyl dichalcogenides (RCOE)2 (E = S, Se) and di(carbothioyl) disulfides in quantitative yields. These reactions appeared to occur on the carbonyl or selenium atom of the tetrakis compounds and on the sulfide sulfur or thiocarbonyl carbon atom of the tris‐compounds, respectively. A possible mechanism for these I2‐oxidation reactions is discussed.
• A New Synthesis of Selenol Esters via Carbophilic Addition of Organocopper Reagents to Carbonyl Selenide
  作者：Shin-ichi Fujiwara、Akira Asai、Tsutomu Shin-ike、Nobuaki Kambe、Noboru Sonoda

  DOI：10.1021/jo9717189

  日期：1998.3.1