2-methyl-1-(p-tolyl)butane-1,3-dione | 1031900-64-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-1-(p-tolyl)butane-1,3-dione
• 英文别名: 2-methyl-1-p-tolylbutane-1,3-dione；2-Methyl-1-(4-methylphenyl)butane-1,3-dione
• CAS: 1031900-64-7
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: BWLWSLLKZMFJEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-1-(p-tolyl)butane-1,3-dione 在 吡啶 、 三乙烯二胺 、 盐酸羟胺 、 potassium tert-butylate 、 甲基磺酰氯 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.08h， 生成 2,4-Dimethyl-5-(4-methylphenyl)-1,3-oxazole
  参考文献：
  名称：

  碱诱导的2-酰基-3-烷基-2 H-叠氮基向恶唑的转化：涉及去质子化引发的途径

  摘要：

  碱诱导的2-酰基-3-烷基-2 H-叠氮基向恶唑的转化反应的实验研究表明，除了亚胺官能团的亲核加成外，还涉及去质子化引发的机理。计算表明，由2 H-叠氮基的α-去质子化形成的碳负离子中间体的叠氮基开环生成了一个酮亚胺（乙炔亚胺）中间体。在C（3）处具有甲基取代基的酮亚胺中间体看来比互变异构腈更稳定，后者被认为与2-酰基-3-烷基-2 H的光诱导和热解反应有关。-azirines生成恶唑。因此，至少在强碱性反应条件下，酮亚胺的中间性与实验和计算结果均一致。

  DOI：

  10.1021/acs.joc.7b00904
• 作为产物：
  描述：

  对甲基苯甲酸甲酯 在 lithium hydroxide monohydrate 、 sodium hydride 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 正己烷 、 甲苯 为溶剂， 反应 8.92h， 生成 2-methyl-1-(p-tolyl)butane-1,3-dione
  参考文献：
  名称：

  [EN] ARYL BETA DIKETONES AND THEIR USE A ODORANTS
  [FR] BÊTA-DICÉTONES D'ARYLE ET LEUR UTILISATION COMME MATIÈRES ODORANTES

  摘要：

  本发明涉及式(I)中的芳基β-二酮，其中Y、R1、R2和R3的含义与描述中给出的相同。本发明还涉及包含这些化合物的香精组合物和香精制品。

  公开号：

  WO2017186846A1

文献信息

• Direct Synthesis of 1,3-Diketones by Rh-Catalyzed Reductive α-Acylation of Enones
  作者：Kazuyuki Sato、Satoshi Yamazoe、Rie Yamamoto、Shizuka Ohata、Atsushi Tarui、Masaaki Omote、Itsumaro Kumadaki、Akira Ando

  DOI：10.1021/ol800660y

  日期：2008.6.1

  1,3-Diketones were synthesized from alpha,beta-unsaturated ketones by treatment with acid chlorides and Et(2)Zn in the presence of RhCl(PPh(3))3. This is a very simple and extremely chemoselective reaction to give the adduct at the alpha-position of alpha,beta-unsaturated ketones.

  1,3-二酮是由α，β-不饱和酮通过在RhCl（PPh（3））3存在下用酰氯和Et（2）Zn处理而合成的。这是一个非常简单且极具化学选择性的反应，可在α，β-不饱和酮的α-位上产生加合物。
• Aryl beta diketones and their use as odorants
  申请人：Givaudan SA

  公开号：US10577298B2

  公开（公告）日：2020-03-03

  The present invention refers to aryl beta diketones of the formula (I) wherein Y, R1, R2 and R3 have the meaning R1 is selected from the group consisting of hydrogen, C1-C4 alkyl, hydroxyl, methoxy, CF3 and F; R2 is selected from the group consisting of methyl and ethyl; R3 is selected from the group consisting of methyl and ethyl; and Y is a bivalent residue selected from the group consisting of —C(O)—; —CH2═CH2—C(O)—; —CRIRII—C(O)—, wherein RI and RII are independently selected from hydrogen and methyl; and —CHRIII—CHRIV—C(O)—, wherein RIII and RIV are independently selected from hydrogen and methyl with the proviso, that RIII═RIV are hydrogen or either RIII or RIV is methyl. The invention further refers to fragrance compositions and fragranced articles comprising them.

  本发明涉及式 (I) 的芳基 beta 二酮 其中 Y、R1、R2 和 R3 具有如下含义 R1 选自由氢、C1-C4 烷基、羟基、甲氧基、CF3 和 F 组成的组； R2 选自由甲基和乙基组成的组； R3 选自甲基和乙基组成的组；以及 Y 是二价残基，选自由以下组成的组 -C(O)-；-CH2═CH2-C(O)-；-CRIRII-C(O)-，其中RI和RII独立地选自氢和甲基；和-CHRIII-CHRIV-C(O)-，其中RIII和RIV独立地选自氢和甲基，但RIII═RIV为氢或RIII或RIV为甲基。本发明还涉及香料组合物和由其组成的芳香物品。
• ARYL BETA DIKETONES AND THEIR USE A ODORANTS
  申请人：Givaudan S.A.

  公开号：EP3448843B1

  公开（公告）日：2021-02-24
• ARYL BETA DIKETONES AND THEIR USE AS ODORANTS
  申请人：Givaudan SA

  公开号：US20190127305A1

  公开（公告）日：2019-05-02

  The present invention refers to aryl beta diketones of the formula (I) wherein Y, R 1 , R 2 and R 3 have the meaning R 1 is selected from the group consisting of hydrogen, C 1 -C 4 alkyl, hydroxyl, methoxy, CF 3 and F; R 2 is selected from the group consisting of methyl and ethyl; R 3 is selected from the group consisting of methyl and ethyl; and Y is a bivalent residue selected from the group consisting of —C(O)—; —CH 2 ═CH 2 —C(O)—; —CR I R II —C(O)—, wherein R I and R II are independently selected from hydrogen and methyl; and —CHR III —CHR IV —C(O)—, wherein R III and R IV are independently selected from hydrogen and methyl with the proviso, that R III ═R IV are hydrogen or either R III or R IV is methyl. The invention further refers to fragrance compositions and fragranced articles comprising them.
• [EN] FLAVOR COMPOSITION<br/>[FR] COMPOSITION D'ARÔME
  申请人：FIRMENICH & CIE

  公开号：WO2021198199A1

  公开（公告）日：2021-10-07

  The present invention relates to the field of flavor. More particularly, it concerns a flavor composition comprising 2-hydroxy-4-methoxybenzaldehyde and a flavored consumer product comprising the invention's composition. Moreover, the present invention concerns a method to confer, enhance, improve or modify the flavor properties of a flavored article and a method to reduce, limit, inhibit or suppress off-flavor in flavored article which methods comprise adding to said article an effective amount of composition as defined above.