2H-6-butylpyranone | 5247-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2H-6-butylpyranone
• 英文别名: 2H-Pyran-2-one, 6-butyl-；6-butylpyran-2-one
• CAS: 5247-94-9
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: RIUOGGHOXPPJGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2H-5-(trimethylsilyl)-6-butylpyranone 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以71%的产率得到2H-6-butylpyranone
  参考文献：
  名称：

  Halogen-dependent coupling reaction of alkynes with (Z)-3-halopropenoates catalyzed by nickel

  摘要：

  Ni-catalyzed coupling reaction of alkynes with (Z)-3-halopropenoates depended on the halogen of halopropenoates. The reaction with (Z)-3-bromopropenoate afforded cyclopentadienes and the reaction with Q-3-iodopropenoates gave pyrones. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00182-9

文献信息

• Catalytic and selective conversion of (Z)-2-en-4-ynoic acids to either 2H-pyran-2-ones in the presence of ZnBr2 or (Z)-5-alkylidenefuran-2(5H)-ones in the presence of Ag2CO3
  作者：Luigi Anastasia、Caiding Xu、Ei-ichi Negishi

  DOI：10.1016/s0040-4039(02)01128-0

  日期：2002.8

  Treatment of (Z)-5-alkyl-2-en-4-ynoic acids (1), prepared by the Pd-catalyzed alkynylzinc-beta-haloacrylic acid coupling, with 5 10 mol% of ZnBr2 can produce 6-alkyl-2H-pyran-2-ones (2) along with minor amounts of (Z)-5-alkylidenefuran-2(5H)ones (3) in >90% combined yields, with often very high (approximate to95/5) pyranone/furanone ratios. On the other hand, lactonization of 1 catalyzed by Ag2CO3 provides a selective synthesis of (Z)-5-alkylidenefuran-2(5H)-ones (3) in >90% yields along with minor amounts (less than or equal to5%) of 2. (C) 2002 Published by Elsevier Science Ltd.
• Palladium-catalyzed synthesis of stereodefined 3-[(1,1-unsymmetrically disubstituted)methylidene]isobenzofuran-1(3H)-ones and stereodefined 5-[(1,1-unsymmetrically disubstituted)methylidene]furan-2(5H)-ones
  作者：Renzo Rossi、Fabio Bellina、Matteo Biagetti、Antonella Catanese、Luisa Mannina

  DOI：10.1016/s0040-4039(00)00806-6

  日期：2000.7

  Treatment of (hetero)aryl halides with 2-(1-alkynyl)benzoic acids or (Z)-2-en-4-ynoic acids in the presence of K2CO3 and a catalytic amount of Pd(PPh3)(4) provides reaction mixtures in which stereodefined 3-[(1,1-unsymetrically disubstituted)methylidene]isobenzofuran-1(3H)-ones and stereodefined 5-[(1,1-unsymmetrically disubstituted)methylidene]furan-2(5H)-ones respectively, are the major products. (C) 2000 Elsevier Science Ltd. All rights reserved.
• PITTET A. O.; KLAIBER E. M., J. AGR. AND FOOD CHEM. <JAFC-AU>, 1975, 23, NO 6, 1189-1195
  作者：PITTET A. O.、 KLAIBER E. M.

  DOI：——

  日期：——
• US3946054A
  申请人：——

  公开号：US3946054A

  公开（公告）日：1976-03-23
• US3977418A
  申请人：——

  公开号：US3977418A

  公开（公告）日：1976-08-31