n-丙氧基乙醛 | 67365-39-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: n-丙氧基乙醛
• 英文名称: monomethoxy(ethylene glycol) aldehyde
• 英文别名: propoxyethanal；n-propoxyacetaldehyde；2-propoxyacetaldehyde；propoxyacetaldehyde；Propyloxyacetaldehyd
• CAS: 67365-39-3
• 化学式: C₅H₁₀O₂
• 分子量: 102.133
• InChiKey: YFPMKTSZVUDZDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  7
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  n-丙氧基乙醛 、 1,4-二叠氮双环[2.2.2]辛烷 在 甲醇 、 溶剂黄146 作用下， 生成 1,3-diphenyl-2-propoxymethyl-imidazolidine
  参考文献：
  名称：

  Wanzlick; Loechel, Chemische Berichte, 1953, vol. 86, p. 1463,1465

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2,2-dimethoxyethoxy)propane 在 对甲苯磺酸 作用下， 以 水 为溶剂， 反应 14.5h， 生成 n-丙氧基乙醛
  参考文献：
  名称：

  Development of n-Type Semiconductor Based on Cyclopentene- or Cyclohexene-Fused [C₆₀]-Fullerene Derivatives

  摘要：

  Properties of cydopentene- or cyclohexene-fused [C-60]-fullerene derivatives as the acceptor in photovoltaic cells have been investigated by use of poly(3-hexylthiophene) (P3HT) as the model donor polymer. Several cyclopentene- or cyclohexene-fused [C-60]-fullerene derivatives show high power conversion efficiency (PCB). The highest PCE was obtained for 3',6'-dihydro-4'-phenoxycarbonyl-6'-methylbenzo[1,9][5,6] (C-60-I-h)fullerene (3.2%); this is superior to that of [C-60]-PCBM with the P3HT polymer under the same experimental conditions. PCE of the OPV devices with alkyl-substituted cydohexene-fused [C-60],fullerenes depended on the alkyl substituent on the cyclohexene ring; compounds with substituents of odd-number alkyl groups showed better PCE than those compounds possessing even-number alkyl groups.

  DOI：

  10.1021/acs.joc.5b00530

文献信息

• Interphenylene 11,12-secoprostaglandins
  申请人：Merck & Co., Inc.

  公开号：US04140861A1

  公开（公告）日：1979-02-20

  Novel interphenylene derivatives of 11,12-secoprostaglandins are prepared by the stepwise alkylation of the ethyl ester or the t-butyl ester of acetoacetic acid. One such method involves treatment of the t-butyl ester of acetoacetic acid with a strong base to form the anion followed by treatment with ethyl p-(3-bromopropyl)benzoate to produce ethyl 4-(4-tert-butoxycarbonyl-5-oxo-hexyl)benzoate, subsequently reacting the anion of the thus-formed benzoate with 1-chloro-4-acetoxynonane to produce ethyl 4-(4-acetyl-4-tert-butoxycarbonyl-8-acetoxytridecyl)benzoate followed by decarboxylation and alkaline hydrolysis to produce the desired product 4-(4-acetyl-8-hydroxytridecyl)benzoic acid which is useful as a pharmaceutical in the treatment of patients with renal failure and in the prevention of transplant rejection.

  11,12-secoprostaglandins的新型间苯二酚衍生物是通过乙酸乙酯或乙酸叔丁酯的逐步烷基化制备的。其中一种方法涉及将乙酸叔丁酯用强碱处理以形成阴离子，随后用乙基对-(3-溴丙基)苯甲酸酯处理以产生乙基 4-(4-叔丁氧羰基-5-氧代己基)苯甲酸酯，随后将所形成苯甲酸酯的阴离子与1-氯-4-乙酰氧基壬烷反应，产生乙基 4-(4-乙酰基-4-叔丁氧羰基-8-乙酰氧基十三烷基)苯甲酸酯，然后进行脱羧和碱性水解以产生所需的产物4-(4-乙酰基-8-羟基十三烷基)苯甲酸，该产物可用作药物治疗肾衰竭患者和预防移植排斥的药物。
• <i>O</i>-Substituted Alkyl Aldehydes for Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Utility of Methylthiomethyl Ethers
  作者：Scott R. Parsons、Joel F. Hooper、Michael C. Willis

  DOI：10.1021/ol1030662

  日期：2011.3.4

  Combining a-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]CIO(4) results in efficient intermolecular alkyne hydroacylation to deliver alpha-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.
• The hydroxyl radical reaction rate constant and atmospheric transformation products of 2-propoxyethanol
  作者：Stewart J. Markgraf、John Semples、J. R. Wells

  DOI：10.1002/(sici)1097-4601(1999)31:4<315::aid-kin9>3.0.co;2-7

  日期：——

  The relative rate technique has been used to measure the hydroxyl radical (OH) reaction rate constant of 2-propoxyethanol (2PEOH, CH3CH2CH2OCH2CH2(OH)). 2PEOH reacts with OH with a bimolecular rate constant of (21.4 +/- 6.0) X 10(-12) cm(3)molecule(-1)s(-1) at 297 +/-: 3 K and 1 atm total pressure, which is a little larger than previously reported [1]. Assuming an average OH concentration of 1 x 10(6) molecules cm(-3), an atmospheric lifetime of 13 h is calculated for 2PEOH. In order to more clearly define this hydroxy ether's atmospheric reaction mechanism, an investigation into the OH + 2PEOH reaction products was also conducted. The OH + 2PEOH reaction products and yields observed were: propyl formate (PF, 47 +/- 2%, CH3CH2CH2OC(=O)H), 2 propoxyethanal (CH3CH2CH2OCH2C(=O)H 15 +/- 1%), and 2-ethyl-1,3-dioxolane (5.4 +/- 0.4%). The 2PEOH reaction mechanism is discussed in light of current understanding of oxygenated hydrocarbon atmospheric chemistry. The Findings reported here can be related to other structurally similar alcohols and may impact regulatory tools such as ground-level ozone-forming potential calculations (incremental reactivity) [2]. (C) 1999 John Wiley & Sons, Inc.
• Extensions of the Tollens Condensation
  作者：O. C. Dermer、Paul W. Solomon

  DOI：10.1021/ja01635a073

  日期：1954.3
• Hatch; Nesbitt, Journal of the American Chemical Society, 1945, vol. 67, p. 40
  作者：Hatch、Nesbitt

  DOI：——

  日期：——