2-异丙基-4,4-二甲基-4,5-二氢-1,3-噁唑 | 34575-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 2-异丙基-4,4-二甲基-4,5-二氢-1,3-噁唑
• 英文名称: 2-isopropyl-4,4-dimethyl-2-oxazoline
• 英文别名: 2-Isopropyl-4,4-dimethyl-4,5-dihydro-1,3-oxazole；4,4-dimethyl-2-propan-2-yl-5H-1,3-oxazole
• CAS: 34575-25-2
• 化学式: C₈H₁₅NO
• mdl: MFCD03844717
• 分子量: 141.213
• InChiKey: MWZIWAHRZFZLPI-UHFFFAOYSA-N

物化性质

• 沸点：
  56 °C(Press: 35 Torr)
• 密度：
  0.8797 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-异丙基-4,4-二甲基-4,5-二氢-1,3-噁唑 在 硝酸丙酯 、 氨 、 氢化钾 、 溶剂黄146 、 ferric nitrate 作用下， 生成 2,3-dimethyl-2,3-bis<2-(4,4-dimethyl-2-oxazolinyl)>butane
  参考文献：
  名称：

  Feuer, Henry; Bevinakatti, Hanamanthsa S.; Luo, Xuan-Gan, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 825 - 832

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Isopropenyl-4,4-dimethyl-oxazolin 在 铂 作用下， 生成 2-异丙基-4,4-二甲基-4,5-二氢-1,3-噁唑
  参考文献：
  名称：

  Transesterification of Methyl Methacrylate with Amino Alcohols. Preparation of a Primary Aminoalkyl Methacrylate and 2-Isopropenyl-4,4-dimethyloxazoline¹

  摘要：

  DOI：

  10.1021/jo01103a033

文献信息

• CROSSED CLAISEN CONDENSATION OF 2-ALKYL-4,4-DIMETHYL-2-OXAZOLINES WITH ACID ANHYDRIDES BY ALUMINUM CHLORIDE AND TRIETHYLAMINE
  作者：Yasuo Tohda、Masayoshi Morikawa、Toshihide Kawashima、Masahiro Ariga、Yutaka Mori

  DOI：10.1246/cl.1986.273

  日期：1986.3.5

  Reactions of 2-prim-alkyl-4,4-dimethyl-2-oxazolines with alkanoic acid anhydrides having alpha hydrogens in the presence of aluminum chloride and triethylamine gave an oxazoline derivative of β-keto acids in moderate yields.

  在氯化铝和三乙胺的存在下，2-伯基-烷基-4,4-二甲基-2-恶唑啉与具有α氢的链烷酸酐的反应以中等产率得到β-酮酸的恶唑啉衍生物。
• Synthese de cetones aliphatiques encombrees
  作者：C. Lion、J.E. Dubois

  DOI：10.1016/s0040-4020(01)93497-0

  日期：1973.1

  4-dimethyl-2-oxazolines, 4, after hydrolysis of the intermediate enamine. Alkylation of the latter also permits the synthesis of α,α,α-trisubstituted ketones. α,α-Disubstituted ketones have been prepared by addition of organometallic reagents to 4,4-dimethyl-2-oxazolinium salts, 6. The efficiency of this method has been compared to that of other currently used methods.

  α，α-二取代的酮由中间体烯胺水解后有机锂化合物与取代的4,4-二甲基-2-恶唑啉4反应生成。后者的烷基化还允许合成α，α，α-三取代的酮。通过将有机金属试剂添加到4,4-二甲基-2-恶唑啉鎓盐6中，可以制备出α，α-二取代的酮。已将该方法的效率与其他当前使用的方法进行了比较。
• Site-Selective Aliphatic C−H Silylation of 2-Alkyloxazolines Catalyzed by Ruthenium Complexes
  作者：Kazumasa Kon、Hiroyuki Suzuki、Kosuke Takada、Yoshihito Kohari、Takeshi Namikoshi、Shinji Watanabe、Miki Murata

  DOI：10.1002/cctc.201600312

  日期：2016.7.6

  The Ru‐catalyzed dehydrogenative silylation of 2‐alkyloxazolines with 1,1,1,3,5,5,5‐heptamethyltrisiloxane took place site‐selectively at methyl C(sp3)−H bonds located γ to the nitrogen atom of the oxazolyl groups. Pyridine and pyrazole rings could also be used as a directing group. A catalytic mechanism based upon successive σ‐bond metathesis is proposed.

  1,1,1,1,3,5,5,5,5-庚甲基三硅氧烷的Ru催化2-烷基恶唑啉的脱氢甲硅烷基化反应选择性地发生在位于恶唑基氮原子γ处的甲基C（sp 3）-H键上组。吡啶和吡唑环也可以用作指导基团。提出了基于连续σ键复分解的催化机理。
• Cell Permeable, Fluorescent Dye
  申请人：Ecole Polytechnique Federale de Lausanne (EPFL)

  公开号：US20140349282A1

  公开（公告）日：2014-11-27

  The invention pertains to a near-infrared fluorescent dye that is cell permeable and can be attached to selected proteins in living cells. The dye has the general formula or its corresponding spirolactone wherein Y is chosen from the group consisting of Si, Ge and Sn; R 0 is —COO − or COOH; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are substituents, including hydrogen, independently from each other. The dye (i) absorbs and emits light at wavelengths above 600 nm; (ii) possesses high photostability; (iii) has high extinction coefficients and high quantum yields; (iv) can be derivatized with different molecules; and (v) is membrane-permeable and shows minimal background binding to biomolecules and biomolecular structures.

  该发明涉及一种近红外荧光染料，该染料可穿透细胞，并可连接到活细胞中的特定蛋白质。 该染料具有一般化学式，或其相应的螺内酯化合物，其中Y选择自Si、Ge和Sn组成的组; R0为—COO−或COOH; R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13、R14、R15和R16为取代基，包括氢，彼此独立。 该染料(i)在600纳米以上吸收和发射光线; (ii)具有高光稳定性; (iii)具有高消光系数和高量子产率; (iv)可与不同分子衍生化; (v)具有膜渗透性，并对生物分子和生物分子结构显示最小的背景结合。
• A Convenient Synthesis of 2-Acylmethyl-4,4-dimethyl-2-oxazolines. Useful Reagents for β-Keto Ester Synthesis
  作者：Yasuo Tohda、Toshihide Kawashima、Masahiro Ariga、Ryohei Akiyama、Hiroshi Shudoh、Yutaka Mori

  DOI：10.1246/bcsj.57.2329

  日期：1984.8

  Acylation of 2,4,4-trimethyl-2-oxazoline with acid chlorides having no α-proton and triethylamine gave C,N-diacylated products. Hydrolysis of the products with potassium hydroxide gave the enols of 2-acylmethyl-oxazolines, which were selectively C-monoalkylated by alkyl halides.

  2,4,4-三甲基-2-恶唑啉与无α-质子的酸氯化物和三乙胺发生酰化反应，得到 C,N-二酰化产物。用氢氧化钾对产物进行水解，可得到 2-酰甲基恶唑啉的烯醇，这些烯醇可被烷基卤化物选择性地进行 C- 单烷基化。

表征谱图