Dihydro-3-hydroxy-5,5-dimethyl-2(3H)-furanone | 13416-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: Dihydro-3-hydroxy-5,5-dimethyl-2(3H)-furanone
• 英文别名: α-Hydroxy-γ,γ-dimethyl-γ-butyrolactone；2-hydroxy-4,4-dimethyl-γ-butyrolactone；3-hydroxy-5,5-dimethyldihydrofuran-2(3H)-one；2-Hydroxy-4-methyl-γ-valerolacton；3-hydroxy-5,5-dimethyl-dihydro-furan-2-one；2-Hydroxy4,4-dimethyl-gamma-butyrolactone；3-hydroxy-5,5-dimethyloxolan-2-one
• CAS: 13416-69-8
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: FQQIPIVZYKEWGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dihydro-3-hydroxy-5,5-dimethyl-2(3H)-furanone 在 硫酸 作用下， 以 水 、 乙腈 为溶剂， 生成 5,5-二甲基-2(5H)-呋喃酮 、 4-hydroxy-5,5-dimethyl-2(3H)-dihydrofuranone
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF ORGANIC COMPOUNDS WITH IMIDE CATALYSTS

  摘要：

  公开号：

  EP1055654B1
• 作为产物：
  描述：

  tert-butyl 2-diazo-3-oxobutanoate 在 Rh₂(esp)₂ 、 sodium azide 、 3-氯磺酰基苯甲酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以38%的产率得到Dihydro-3-hydroxy-5,5-dimethyl-2(3H)-furanone
  参考文献：
  名称：

  用于平行和多样性导向合成的“无磺酰叠氮”（SAFE）水相重氮转移反应†

  摘要：

  众所周知，重氮转移反应与潜在爆炸性磺酰叠氮化物的使用有关。研发了第一个通过Regitz重氮转移反应从其活性亚甲基前体生产重氮化合物的“无磺酰叠氮”（SAFE）方案，该方案已显示出显着的底物范围。它可用于产生重氮化合物的阵列，以通过组合化学和一系列支架产生的转化进一步进化。

  DOI：

  10.1039/c9cc02042j

文献信息

• Catalytic α-hydroxy carbon radical generation and addition. Synthesis of α-hydroxy-γ-lactones from alcohols, α,β-unsaturated esters and dioxygen
  作者：Takahiro Iwahama、Satoshi Sakaguchi、Yasutaka Ishii

  DOI：10.1039/b000707m

  日期：——

  A catalytic method for α-hydroxy carbon radical generation from alcohols has been developed and a convenient and synthetically useful approach to α-hydroxy-γ-lactones constructed.

  开发了一种从醇生成α-羟基碳自由基的催化方法，并构建了一种方便且在合成上有用的制备α-羟基-γ-内酯的途径。
• Anthrone-derived NHPI analogues as catalysts in reactions using oxygen as an oxidant
  作者：Juan Shen、Choon-Hong Tan

  DOI：10.1039/b812351a

  日期：——

  An enantioselective synthesis of anthrone-derived NHPI analogues has been developed. One of these analogues, in combination with Co salts, was employed to catalyse the aerobic oxidation of benzylic compounds and diols. Exploratory studies using a racemic version of the catalyst were also conducted. Radical addition of dioxolanes or alcohols to activated alkenes with molecular oxygen as the terminal oxidant was also shown to be catalysed with NHPI analogues.

  已开发出一种对映选择性的合成龙脑衍生的NHPI类似物。其中一种类似物与钴盐结合，应用于催化苄基化合物和二醇的好氧氧化。还进行了使用催化剂的外消旋版本进行的探索性研究。还证明了用分子氧作为终端氧化剂，二氧六烷或醇对活化烯烃的自由基加成也可由NHPI类似物催化。
• Kinetic Resolution of Racemic 2-Hydroxy-γ-butyrolactones by Asymmetric Esterification Using Diphenylacetic Acid with Pivalic Anhydride and a Chiral Acyl-Transfer Catalyst
  作者：Kenya Nakata、Kouya Gotoh、Keisuke Ono、Kengo Futami、Isamu Shiina

  DOI：10.1021/ol303453j

  日期：2013.3.15

  Various optically active 2-hydroxy-γ-butyrolactone derivatives are produced via the kinetic resolution of racemic 2-hydroxy-γ-butyrolactones with diphenylacetic acid using pivalic anhydride and (R)-benzotetramisole ((R)-BTM), a chiral acyl-transfer catalyst. Importantly, the substrate scope of this novel protocol is fairly broad (12 examples, s-value; up to over 1000). In addition, we succeeded in

  使用新戊酸酐和（R）-苯并四咪唑（（R）-BTM），手性酰基-转移催化剂。重要的是，该新颖方案的底物范围相当广泛（12个例子，s值；最大超过1000）。此外，我们通过理论计算成功地揭示了提供高对映选择性的反应机理，并阐述了2-羟基内酯在C-3位置的取代基效应。
• Polymeric compound and resin composition for photoresist
  申请人：——

  公开号：US20020169266A1

  公开（公告）日：2002-11-14

  A photoresist polymeric compound includes a monomer unit represented by following Formula (I): 1 The polymeric compound may further include at least one of monomer units represented by following Formulae (IIa) to 2 wherein R 1 , R 13 , R 14 and R 15 are each a hydrogen atom or methyl group; R 2 and R 3 are each a hydrocarbon group having from 1 to 8 carbon atoms; R 4 , R 5 and R 6 are each a hydrogen atom, hydroxyl group or a methyl group; R 7 and R 8 are each a hydrogen atom, hydroxyl group or —COOR 9 group, where R 9 is a t-butyl group, 2-tetrahydropyranyl group, etc.; R 10 and R 11 are each a hydrogen atom, hydroxyl group or oxo group; R 12 is a hydrocarbon group having a tertiary carbon atom at a bonding site with an oxygen atom indicated in the formula; R 16 is a t-butyl group, 2-tetrahydropyranyl group, etc.; and n denotes an integer from 1 to 3. The photoresist polymeric compound can exhibit high adhesion to substrates and can highly precisely form fine patterns.

  一种光阻聚合物化合物包括以下式(I)所表示的单体单元：1该聚合物化合物还可以包括以下式(IIa)至(IIb)所表示的至少一种单体单元中的至少一种：其中，R1、R13、R14和R15均为氢原子或甲基基团；R2和R3均为具有1至8个碳原子的碳氢基团；R4、R5和R6均为氢原子、羟基或甲基基团；R7和R8均为氢原子、羟基或-COOR9基团，其中R9为叔丁基基团、2-四氢呋喃基团等；R10和R11均为氢原子、羟基或酮基；R12为具有在公式中指示的氧原子与三级碳原子成键位的碳氢基团；R16为叔丁基基团、2-四氢呋喃基团等；n表示1至3的整数。该光阻聚合物化合物可以表现出对基材的高粘附性，并可以高精度地形成细小图案。
• Polymerizable monomer polymeric compound resin compositions for photoresist and method for producing semiconductor
  申请人：Koyama Hiroshi

  公开号：US20060058480A1

  公开（公告）日：2006-03-16

  A polymerizable monomer of the present invention is represented by the following formula (1); R 1 , R 2 and R 3 are each a hydrogen atom, a fluorine atom, an alkyl group or a fluoroalkyl group, W is a single bond or a linkage group and n is 0 or 1, where at least one of R 1 , R 2 and R 3 is a fluorine atom or a fluoroalkyl group when n= 1; and the ring in the formula may have a substituent. The polymerizable monomer of the present invention can provide an appropriate hydrophilicity or hydrophilicity and transparency to a photoresist polymer.

  本发明的可聚合单体由以下公式（1）表示；其中，R1、R2和R3分别为氢原子、氟原子、烷基或氟烷基，W为单键或连接基，n为0或1，当n=1时，R1、R2和R3中至少有一个为氟原子或氟烷基；公式中的环可能具有取代基。本发明的可聚合单体能够为光刻胶聚合物提供适当的亲水性或亲疏水性和透明度。