2-hydroxy-1-(2-methylphenyl)-1-propanone | 5061-81-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-1-(2-methylphenyl)-1-propanone
• 英文别名: 2-Hydroxy-1-<2>tolyl-propan-1-on；2-Hydroxy-1-(2-methylphenyl)propan-1-one
• CAS: 5061-81-4
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: JKWDUWGSBORZAT-UHFFFAOYSA-N

物化性质

• 沸点：
  270.7±15.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914400090

反应信息

• 作为反应物：
  描述：

  2-hydroxy-1-(2-methylphenyl)-1-propanone 在 氨基磺酰氯 、 对甲苯磺酸 作用下， 以 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 反应 3.0h， 以40%的产率得到5-methyl-4-(o-tolyl)-5H-1,2,3-oxathiazole 2,2-dioxide
  参考文献：
  名称：

  DBU促进的Rh催化的5-烷基环氨基磺酸亚胺亚胺的Rh催化不对称转移加氢中的动态动力学拆分：官能化的1,2-氨基醇的立体选择性合成。

  摘要：

  通过动态动力学拆分（DKR）驱动的5-烷基环氨基磺酸亚胺的不对称转移氢化反应，通过在Noyori-存在下使用HCO 2 H / DBU混合物作为氢源，产生具有极佳非对映选择性和对映选择性的相应氨基磺酸盐型手性Rh催化剂在室温下放置1 h。在此过程中，DKR是由DBU促进的底物快速消旋作用诱导的。还描述了所得环状氨基磺酸盐向官能化对映体富集的1，2-氨基醇和手性胺物质的立体选择性转化。

  DOI：

  10.1021/acs.joc.8b01892
• 作为产物：
  描述：

  2-甲基苯甲醛 在 正丁基锂 、 Montmorillonite-K 10 、 二异丙胺 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 78.75h， 生成 2-hydroxy-1-(2-methylphenyl)-1-propanone
  参考文献：
  名称：

  Photochemical Preparation of Highly Functionalized 1-Indanones

  摘要：

  A series of o-alkylphenyl alkyl ketones I were synthesized by different methods. The presence of a leaving group X adjacent to the carbonyl group is the special peculiarity of these ketones. Upon irradiation the keto carbonyl group of these compounds undergoes an n-pi* excitation followed by a 1,5-hydrogen migration from the o-alkyl substituent to the carbonyl oxygen atom. The thus formed 1,4-diradicals are subject to a very rapid elimination of acid HX, giving 1,5-diradicals. We called this process spin center shift. After intersystem crossing these diradicals cyclize to 1-indanones 20 in good yields. Depending on the solvent and on substituents, o-alkoxyalkyl ketones 22 or benzo[c]furanes 21 are obtained as byproducts. The mechanism of the cyclization was elucidated by quantum chemical calculations and kinetic measurements.

  DOI：

  10.1021/jo040173x

文献信息

• Enantioselective Synthesis of (S)-2-Hydroxypropanone Derivatives by Benzoylformate Decarboxylase Catalyzed C−C Bond Formation
  作者：Thomas Dünnwald、Ayhan S. Demir、Petra Siegert、Martina Pohl、Michael Müller

  DOI：10.1002/1099-0690(200006)2000:11<2161::aid-ejoc2161>3.0.co;2-6

  日期：2000.6

  Chiral 2-hydroxypropanone derivatives 5a−v, 8a−d, and 10a, b were formed by benzoylformate decarboxylase (BFD) catalyzed C−C bond formation. A donor aldehyde and acetaldehyde as an acceptor were carboligated in aqueous buffer solution with remarkable ease in high chemical yield and good to high optical purity. The substrate range of this thiamin diphosphate dependent enzyme was examined to employ this

  手性 2-羟基丙酮衍生物 5a-v、8a-d 和 10a、b 是由苯甲酰甲酸脱羧酶 (BFD) 催化的 C-C 键形成形成的。供体醛和作为受体的乙醛在缓冲水溶液中以高化学产率和良好至高光学纯度的显着容易的碳键连接。检查这种硫胺二磷酸依赖性酶的底物范围以在立体选择性合成中使用这种安息香缩合型反应。观察到的对映体过量对取代模式的依赖性可用于设计导致高选择性的底物。关于光学纯度的最佳底物是间位取代的苯甲醛衍生物。为了使 BFD 催化的 C-C 键形成具有普遍而方便的适用性，分析批量实验按比例放大，以在制备规模上以良好至高产率获得 (S)-2-羟基酮。此外，一些有机底物在水溶液中的溶解度通过使用环糊精或缓冲液/DMSO 混合物而增加。
• POLYMERIZABLE YELLOW DYE FOR MANUFACTURING OPHTHALMIC LENS
  申请人：BenQ Materials Corporation

  公开号：US20140378672A1

  公开（公告）日：2014-12-25

  A polymerizable yellow dye which is used to block or lower the intensity of blue light transmitted through ophthalmic lenses and is represented by the following formula (I): wherein R 1 is hydrogen or —NHCOCH 3 ; R 2 is hydrogen or C 1 -C 3 alkyl groups; R 3 and R 4 are independently hydrogen or —OCO—R 5 , wherein R 5 is isopropenyl group or a substituted isopropenyl group represented as —R 6 —(R 7 O) n —COC(CH 3 )CH 2 , R 6 is NH or R 7 is C 1 -C 5 alkylene groups and n is an integer of 1-40.

  一种可聚合的黄色染料，用于阻挡或降低透过眼镜的蓝光强度，其化学式如下（I）：其中R1是氢或—NHCO ；R2是氢或C1-C3烷基基团；R3和R4独立地是氢或—OCO—R5，其中R5是异丙烯基或表示为—R6—（R7O）n—COC(CH3)CH2的取代异丙烯基，R6是NH或R7是C1-C5烷基基团，n为1-40的整数。
• Compound for optical materials and methods of fabrication
  申请人：Erben Georg Christoph

  公开号：US20050214479A1

  公开（公告）日：2005-09-29

  A polycyclic or monocyclic perfluorovinyl compound comprising at least one structural unit selected from the group consisting of formula I and formula II wherein M is independently at each occurrence a metal selected from group 14 of the periodic table of the elements; and R is independently at each occurrence a bond, a hydrogen, an aliphatic group, a cycloaliphatic group, or an aromatic group. The polycyclic or monocyclic compound comprises at least two perfluorovinyl groups. A method for making an optical film of the disclosed compound, an electro-optical device comprising a polymer fabricated from the disclosed compound and a polymer fabricated from the disclosed compound are also provided.

  一种多环或单环的全氟乙烯化合物，包括至少一种结构单元，所述结构单元选自公式I和公式II所示的组，其中M在每次出现时是周期表元素14族中选取的金属；R在每次出现时是键，氢，脂肪基，环脂肪基或芳香基中选取的。该多环或单环化合物包括至少两个全氟乙烯基团。还提供了一种制备所述化合物的光学薄膜的方法，包括由所述化合物制备的聚合物制成的电光学器件，以及由所述化合物制备的聚合物。
• STABLE EMULSION COMPOSITION
  申请人：Asakawa Naoki

  公开号：US20100016381A1

  公开（公告）日：2010-01-21

  The present invention provides an emulsion composition comprising (A) a compound stable in an acidic range, and (B) a buffer, wherein the pH is adjusted from about 3.7 to about 5.5.

  本发明提供了一种乳液组合物，包括(A)在酸性范围内稳定的化合物和(B)缓冲剂，其中pH值调节在大约3.7到5.5之间。
• The cyclization/rearrangement of α-hydroxy ketones with trifluoromethyl <i>N</i>-acylhydrazones to synthesize multi-substituted trifluoromethyloxazolines
  作者：Junjiao Wang、Yongwei Shang、Xiujuan Zhao、Zhenli Cui、Yang Li、Ke-Hu Wang、Danfeng Huang、Yulai Hu、Na Wang、Lei Feng

  DOI：10.1039/d3cc03854h

  日期：——

  A highly efficient and metal-free [3+2] cyclization/rearrangement reaction toward the synthesis of multisubstituted trifluoromethyloxazolines from α-hydroxyketones and trifluoromethyl N-acylhydrazones has been developed. The unprecedented rearrangement of the amide fragment under acidic conditions after cleavage of the N–N bond of acylhydrazones has opened up new avenues for the development of reactions

  开发了一种高效且无金属的[3+2]环化/重排反应，用于从α-羟基酮和三氟甲基N-酰腙合成多取代三氟甲基恶唑啉。酰腙的 N-N 键断裂后，酰胺片段在酸性条件下发生前所未有的重排，为涉及三氟甲基N-酰腙的反应的发展开辟了新的途径。DFT计算表明该机制涉及多个质子转移过程。