辛-4,6-二烯-1-炔-3-醇 | 106950-03-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 辛-4,6-二烯-1-炔-3-醇
• 英文名称: Octa-4,6-dien-1-in-3-ol
• 英文别名: 1-penta-1,3-dienyl propyn-1-ol；octa-4,6-dien-1-yn-3-ol；Octa-4,6-dien-1-YN-3-OL
• CAS: 106950-03-2
• 化学式: C₈H₁₀O
• 分子量: 122.167
• InChiKey: RLLKIJNPVVBTQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  71-74 °C(Press: 0.5 Torr)
• 密度：
  0.943±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  辛-4,6-二烯-1-炔-3-醇 在 乙醚 、 硫酸 作用下， 生成 Ocat-3.5-dien-1-in-7-ol
  参考文献：
  名称：

  49.多烯系列研究。第十三部分。多烯醛制的乙炔二醇及其与酸的重排

  摘要：

  DOI：

  10.1039/jr9440000136
• 作为产物：
  描述：

  (E,E)-2,4-己二烯醛 、 乙炔钠 在 乙醚 、 氨 作用下， 生成 辛-4,6-二烯-1-炔-3-醇
  参考文献：
  名称：

  49.多烯系列研究。第十三部分。多烯醛制的乙炔二醇及其与酸的重排

  摘要：

  DOI：

  10.1039/jr9440000136

文献信息

• One-step synthesis of alkenyloxy–alkenylcarbene complexes and the unprecedented formation of an η⁵-allyl-alkene ruthenium complex
  作者：Didier Pilette、Hubert Le Bozec、Antonio Romero、Pierre H. Dixneuf

  DOI：10.1039/c39920001220

  日期：——

  Tetramethylbenzene alkenyloxy-alkenylcarbene ruthenium(II) derivatives [(C6Me4H2)RuC[O(CH2)mCHCH2]CHCH–(CHCH)n-R}Cl(PMe3)]PF6(m= 1,2; n = 0, 1, 2)are produced in a one-step reaction from (C6Me4H2)RuCl2(PMe3) in the presence of propynylic alcohol derivatives HCC–C(H)(OH)[(CHCH)n-R] and ethylenic alcohols, whereas a similar reaction with HCC–C(OH)Me2 affords a novel η5-allyl–alkene ruthenium complex, which is characterised by X-ray crystal structural analysis.

  四甲基苯烯氧基烯基羰基钌(II)衍生物[(C6Me4H2)RuC[O(CH2)mCHCH2]CHCHâ(CHCH)n-R}Cl(PMe3)]PF6(m= 1,2；n=0、1、2)在丙炔醇衍生物 HCCâC(H)(OH)[(CHCH)n-R] 和乙烯醇的存在下通过 (C6Me4H2)RuCl2(PMe3) 一步反应生成，而与 HCCâC(OH)Me2 的类似反应则生成了一种新型的 Î-5- 烯丙基烯烃钌配合物，并通过 X 射线晶体结构分析对其进行了表征。
• Activation of Prop-2-yn-1-ols by Metal Carbonyls: Synthesis of (Alkoxyalkenylcarbene)- and (Aminoalkenylcarbene)chromium and -tungsten Complexes
  作者：Christophe Cosset、Ignacio Del Rio、Hubert Le Bozec

  DOI：10.1021/om00004a054

  日期：1995.4

  Fischer type methoxyalkenylcarbene complexes (CO)(5)M=C(OMe)(C H=CRR') have been prepared in one step by photolysis of M(CO)(6) [M = Cr, W] in tetrahydrofuran-methanol, in the presence of prop-2-yn-1-ol derivatives HC=CC(OH)(R)(R') [R, R' = Me; R = H, R' = Me, Ph, C6H4-p-NMe(2)]. Photolysis of a tetrahydrofuran-methanol solution of M(CO)(6) with HC=CC(OH)(H)(CH=CH)(n)CH=CRR'} [n = 0 R, R' = Me; R = H, R' = H, Me, Ph, C6H4-p-NMe(2), C5H11; n = 1 R = H, R' = Me] provides the new dienyl- and trienylcarbene complexes (Co)(5)W=C(OMe)(CH=CHCH=CRR') and (CO)(5)M=C(OMe)(CH=CHCH=CHCH=CHMe) in 30-70% yields. Alkoxyalkenylcarbene complexes (CO)(5)M=C(OCH(2)Z)(CH=CRR') are prepared analogously by using other primary alcohols ZCH(2)OH [Z = CH2CH(Me)(Et), CH2-CH2C=CMe, CH2CH2CH=CH2, CH2CH2C(Me)=CH2. [(Alkenyloxy)alkenylcarbene]tungsten complexes undergo smooth thermal intramolecular cyclopropanation reactions leading to 1-alkenyl-2-oxabicyclo[3.1.0]hexane compounds. Finally, a series of aminodienylcarbene complexes (CO)(5)W=C(NHR')(CH=CHCH=CHR) [R = Ph, C5H11; R' = CHMe(2), CMe(3), CH2CH=CH2, CH(2)CHMe(2)] have been synthesized by aminolysis of the corresponding methoxydienyl carbenes.
• Activation of 2-propyn-1-ol derivatives by (arene)ruthenium(II) complexes: new route to (alkenylcarbene)- and (polyenylcarbene)-metal complexes
  作者：Didier Pilette、Khalid Ouzzine、Hubert Le Bozec、Pierre H. Dixneuf、Clifton E. F. Rickard、Warren R. Roper

  DOI：10.1021/om00038a046

  日期：1992.2

  Reactions of the (arene)ruthenium(II) complexes (eta(6)-arene)(PMe3)RuCl2 (arene = C6Me6 (1), C6Me4H2 (1')) with disubstituted HC = CC(R)(R')OH (R,R' = Me, Me (a), cyclohexyl (b), Ph, Ph (c)) or mono-substituted 2-propyn-1-ols HC = CC(R)(H)OH (R = Me (d), Ph (e), 2-thienyl (f)), in methanol containing NaPF6, lead to the cationic methoxyalkenylcarbene complexes [(eta(6)-arene)(PMe3)(Cl)Ru = C(OMe)(CH = CRR')]PF6 (2,2',R' not-equal H; 3, 3', R' = H) in ca. 70% yield. Difference H-1 NOE experiments establish an s-cis conformation for ((monosubstituted alkenyl)carbene)ruthenium moieties (3, 3') and an s-trans conformation in (disubstituted alkenyl)carbene complexes 2 and 2'. A crystal structure of [(eta(6)-C6Me6)-(PMe3)(Cl)Ru = C(OMe)(CH = CPh2)]PF6 (2c) has been determined by X-ray diffraction. It shows an s-trans conformation for the methoxy(diphenylalkenyl)carbene moiety. Crystal data are as follows: monoclinic, P2(1)/n, with a = 9.826 (2) angstrom, b = 15.659 (1) angstrom, c = 21.552 (2) angstrom, beta = 92.89 (1)-degrees, V = 3312.0 (6) angstrom 3, Z = 4, R = 6.9%, R(w) = 7.2%. Treatments of 1 and 1' with HC = CC(CH = CHR)(H)OH (R = Ph (g), Me (h)) and HC = CC(CH = CHCH = CHMe)(H)OH (i) produce dienylcarbene (4g,4'h) and trienylcarbene (5i, 5'i) ruthenium complexes in 70-90% yield. Reaction of 1 with HC = CCH2OH in methanol gives a double addition of MeOH and generates [(eta(6)-C6Me6)(PMe3)(Cl)Ru = C(OMe)(CH2CH2OMe)]PF6 (7). Methoxyalkenylcarbene complexes 2-5 and 2'-5' are formed via allenylidene intermediates [(eta(6)-C6Me6)(L)(Cl)-Ru = C = C = CPh2]PF6 that have been trapped during the reaction of (eta(6)-C6Me6)(L)RuCl2 (L = PMe3 (1), PPh3 (8)) with HC = CCPh2OH (c) in methanol (9c, 10c). The (allenylidene)ruthenium intermediate can be stabilized by the introduction of a ferrocenyl group at C3: reaction between HC = CC(Ph)(Fc)OH (j) and 1 in methanol only leads to the stable complex [(eta(6)-C6Me6)(PMe3)(Cl)Ru = C = C = C(Ph)(Fc)]PF6 (11j).
• A one-step synthesis of alkenyl-, dienyl- and trienyl-idene complexes of chromium and tungsten carbonyl
  作者：Hubert Le Bozec、Christophe Cosset、Pierre H. Dixneuf

  DOI：10.1039/c39910000881

  日期：——

  Alkenyl-, dienyl- and trienylidene-chromium and tungsten complexes (CO)5M = [C(OMe)CH = CH-(CH = CH)n-R}] [n = 0, 1,2] are produced in one step by photolysis of M(CO)6 [M = Cr, W] in the presence of 2-propyn-1-ol derivatives H-C = CC(H)(OH)[CH = CH)n-R] and methanol.
• FR2226383
  申请人：——

  公开号：——

  公开（公告）日：——