1,2-hexadiene-5-yne | 33142-15-3

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 1,2-hexadiene-5-yne
• 英文别名: 1,2-hexadien-5-yne；1,2-Hexadien-5-in；propargylallene；hexa-1,2-dien-5-yne；Hexadien-(1,2)-in-(5)；Propargylallen
• CAS: 33142-15-3
• 化学式: C₆H₆
• 分子量: 78.1136
• InChiKey: BIFVSVOAVBNUKC-UHFFFAOYSA-N

物化性质

• 沸点：
  89-90 °C
• 密度：
  0.743±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2901299090

反应信息

• 作为反应物：
  描述：

  1,2-hexadiene-5-yne 以49%的产率得到2-ethynyl-1,3-butadiene
  参考文献：
  名称：

  Priebe, Hanno; Hopf, Henning, Angewandte Chemie, 1982, vol. 94, # 4, p. 299 - 300

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴丙炔 在 magnesium 、 copper(l) chloride 作用下， 以 乙醚 为溶剂， 以60%的产率得到1,2-hexadiene-5-yne
  参考文献：
  名称：

  Priebe, Hanno; Hopf, Henning, Angewandte Chemie, 1982, vol. 94, # 4, p. 299 - 300

  摘要：

  DOI：

文献信息

• Kinetics and products of propargyl (C3H3) radical self-reactions and propargyl-methyl cross-combination reactions
  作者：Askar Fahr、Akshaya Nayak

  DOI：10.1002/(sici)1097-4601(2000)32:2<118::aid-kin8>3.0.co;2-f

  日期：——

  products of the propargyl radical combination reaction, at room temperature and total pressure of about 6.7 kPa (50 Torr) consisted of three C6H6 isomers with 1,5-hexadiyne(CHCCH2CH2CCH, about 60%); 1,2-hexadiene-5yne (CH2CCCH2CCH, about 25%); and a third isomer of C6H6 (∼15%), which has not yet been, with certainty, identified as being the major products. The rate constant determination in the propargyl-methyl

  炔丙基 (HCCCH2) 和甲基自由基分别通过 193 nm 准分子激光光解 C3H3Cl/He 和 CH3N2CH3/He 的混合物产生。采用气相色谱和质谱 (GC/MS) 产品分析来表征和量化主要反应产物。通过动力学建模和比较速率测定方法确定了炔丙基自由基自反应和炔丙基-甲基交叉结合反应的速率常数。在室温和约 6.7 kPa (50 Torr) 的总压力下，炔丙基自由基结合反应的主要产物由三种 C6H6 异构体与 1,5-己二炔 (CHCCH2CH2CCH，约 60%) 组成；1,2-己二烯-5炔（CH2CCCH2CCH，约25%）；和 的第三种异构体（~15%），它还没有被确定为主要产品。炔丙基-甲基混合自由基体系中的速率常数测定得到（4.0 ± 0.4）× 10-11 cm3 分子-1 s-1 的炔丙基自由基结合反应和 (1.5 ± 0.3) × 10- 的速率常数10 cm3
• DIELS-ALDER REACTION OF 1,2,4,5-HEXATETRAENE: TETRAMETHYL[2.2]PARACYCLOPHANE-4,5,12,13-TETRACARBOXYLATE
  作者：Hopf, Henning、Böhm, Ingrid、Kleinschroth, Jürgen

  DOI：10.15227/orgsyn.060.0041

  日期：——
• Pressure and Temperature Effects on Product Channels of the Propargyl (HC⋮CCH₂) Combination Reaction and the Formation of the “First Ring”
  作者：Pui-Teng Howe、Askar Fahr

  DOI：10.1021/jp0307497

  日期：2003.11.1

  The propargyl (HCequivalent toC-CH2) radical is among the critical intermediates in hydrocarbon reaction systems pertinent to both the high temperatures of combustion systems and the low temperatures of planetary atmospheres. This work reports experimental results on the nature and the relative yields of the final products of the propargyl combination reaction, C3H3 + C3H3 --> C6H6 (1). Propargyl radicals, for most experiments, were generated by the 248 nm excimer laser photolysis of propargyl bromide. The 193 nm photolysis of propargyl chloride and of allene were also used in a number of experiments, particularly at higher temperatures. Product studies were performed at a pressure range of 27 mbar (20 Torr) to 933 mbar (700 Torr) and at a temperature range of 295-623 K. Final reaction products were separated, identified, and quantified using an on-line gas chromatograph/mass spectrometer system. Five isomeric C6H6 final products were detected including 1,5-hexadiyne, fulvene, dimethylenecyclobutene, and benzene. The relative yields of the major reaction products showed significant pressure and temperature dependencies. Under high-pressure conditions 1,5-hexadiyne is a major product with a relative yield of 51 % at P = 933 mbar and T = 295 K. However, its yield decreases to 27 % at P = 933 mbar and T = 623 K and to 1 % at P = 27 mbar, T = 623 K. Dimethylenecyclobutene, has a relative yield of 6% at 295 K and 933 mbar. It becomes the most abundant product with a relative yield of nearly 90% at 623 K and 133 mbar. Fulvene appears to be a minor product at all conditions of this study and its relative yield (similar to1.5% or less) is significantly lower than the reported computational predictions. Interestingly, an appreciable amount of benzene is also formed, particularly at lower pressures with relative yields considerably higher (43% at 27 mbar and 623 K) than those predicted computationally (similar to3% at P = 27 mbar T = 650 K). The results of this work suggest that the formation of dimethylenecyclobutene and benzene from the propargyl combination reaction is significantly more efficient than previously predicted. Implications of these results on modeling of combustion processes as well as planetary atmospheric processes are discussed.
• Alkemade, U.; Homann, K. H., Zeitschrift fur physikalische Chemie (Neue Folge), 1989, vol. 161, p. 19 - 34
  作者：Alkemade, U.、Homann, K. H.

  DOI：——

  日期：——
• EISENHUTH, L.;SIEGEL, H.;HOPF, H., CHEM. BER., 1981, 114, N 12, 3772-3788
  作者：EISENHUTH, L.、SIEGEL, H.、HOPF, H.

  DOI：——

  日期：——