2-氯丙烷-1,1,1,3,3,3-D6 | 23197-02-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 中文名称: 2-氯丙烷-1,1,1,3,3,3-D6
• 中文别名: 氯代异丙烷-D6
• 英文名称: 2-chloro[1,1,1,3,3,3-2H6]propane
• 英文别名: 2-Chloro[1,1,1,3,3,3-2H6]propan；2-Chlor-propan-d6；d6-Isopropylchlorid；1,1,1,3,3,3-Hexadeuterio-isopropylchlorid；2-chloro-1,1,1,3,3,3-hexadeuterio-propane；2-Chlor-1,1,1,3,3,3-hexadeuterio-propan；2-Chloropropane-1,1,1,3,3,3-D6；2-chloro-1,1,1,3,3,3-hexadeuteriopropane
• CAS: 23197-02-6
• 化学式: C₃H₇Cl
• 分子量: 84.4939
• InChiKey: ULYZAYCEDJDHCC-WFGJKAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-氯丙烷-1,1,1,3,3,3-D6 在 lithium 、 四氯化硅 作用下， 以 正戊烷 为溶剂， 反应 17.0h， 以35%的产率得到tri(isopropyl-1,1,1,3,3,3-d6)silyl chloride
  参考文献：
  名称：

  Structure and Properties of Small Molecule−Polymer Blend Semiconductors for Organic Thin Film Transistors

  摘要：

  A comprehensive structural and electrical characterization of solution-processed blend films of 6,13-bis(triisopropylsilylethynyl) pentacene (TIPS-pentacene) semiconductor and poly(alpha-methylstyrene) (P alpha MS) insulator was performed to understand and optimize the blend semiconductor films, which are very attractive as the active layer in solution-processed organic thin-film transistors (OTFTs). Our study, based on careful measurements of specular neutron reflectivity and grazing-incidence X-ray diffraction, showed that the blends with a low molecular-mass P alpha MS exhibited a strong segregation of TIPS-pentacene only at the air interface, but surprisingly the blends with a high molecular-mass P alpha MS showed a strong segregation of TIPS-pentacene at both air and bottom substrate interfaces with high crystallinity and desired orientation. This finding led to the preparation of a TIPS-pentacene/P alpha MS blend active layer with superior performance characteristics (field-effect mobility, on/off ratio, and threshold voltage) over those of neat TIPS-pentacene, as well as the solution-processability of technologically attractive bottom-gate/bottom-contact OTFT devices.

  DOI：

  10.1021/ja804013n
• 作为产物：
  描述：

  2-丙醇-1,1,1,3,3,3-d6 在 吡啶 、 氯化亚砜 作用下， 反应 1.0h， 以67%的产率得到2-氯丙烷-1,1,1,3,3,3-D6
  参考文献：
  名称：

  关于芳基戊醇环烷基化为 2,3-二氢-1H-茚衍生物的重排，第 2 部分

  摘要：

  芳基戊醇环烷基化重排为 2,3-二氢-1H-茚衍生物。第 2 部分。 2,4-二甲基-2-苯基戊-3-醇在反式-2,3-二氢-1,1,2,3-四甲基-1H-茚的酸催化环烷基化反应下的意外重排4-(2-氯-苯基)-2,4-二甲基戊-2-醇(1)的酸催化环烷基化产生两种产物：4-氯-2,3-二氢-1,1,3,3-四甲基-1H-茚 (2) 以及反式-4-氯-2,3-二氢-1,1,2,3-四甲基-1H-茚 (3)。在第 1 部分（参见方案 1）中提出了一种用于这种意外重排的机制。该机制主要得到 2,4-二甲基-2-苯基戊-3-醇 (4) 环烷基化结果的支持，关于方案 1 中离子 II 和方案 2 中离子 V 的相似性，应该只给出产品 5。这确实是这种环烷基化的实验结果。但是 4 的 1,1,1,2',2',2'-六氘化异构体 [2H6]-4 的环烷基化结果（参见方案 3）需要与 1 的环烷基化不同的机制。机理在方案

  DOI：

  10.1002/1522-2675(200206)85:6<1841::aid-hlca1841>3.0.co;2-e

文献信息

• Synthesis and Mass Spectra of Some Hexa-, Hepta- and Octadeuterated Derivatives of Propane
  作者：Francis E. Condon

  DOI：10.1021/ja01154a054

  日期：1951.10
• Über Umlagerungen bei der Cyclialkylierung von Arylpentanolen zu 2,3-Dihydro-1H-inden-Derivaten, 5. Mitteilung
  作者：Behrouz Fathi、Edgardo Giovannini、Pierre Pasquier

  DOI：10.1002/1522-2675(200207)85:7<2089::aid-hlca2089>3.0.co;2-0

  日期：2002.7

  The mechanism proposed in [1] to explain the surprising result of the cyclialkylation of 4-(2-chlorophenyl)-2,4-dimethylpentan-2-ol (3, R = Me), which gives not only the 'normal' product, i.e., the 4-chloro-2,3-dihydro-1,1,3,3-tetramethyl- (4), but also the isomer trans-4-chloro-2,3-dihydro-1,1,2,3-tetramethyl-1H-inden (5), could be differentiated in two sections (cf. Scheme 2): the first from 3 to the intermediary ion IIareversible arrowIIb, and the second from the latter ions to the final product 5. For the first section, a sufficiently satisfactory explanation has been given in [1]; the second section has received important support from the mechanisms of the cyclialkylation of 2,4-dimethyl-2-phenylpentan-3-ol (6), the precursor of II'a, the ion IIa without the o-Cl substituent (cf. Schemes 2, 3 and 5 and [4]). The present communication gives an explanation of the influence of the o-Cl substituent: a mechanism is proposed for the very complex cyclialkylation of 2-(2-chlorophenyl)-2,4-dimethylpentan-3-ol (11; cf Scheme 9). Both mechanism may be considered as definitive. It is very surprising that, by the cyclialkylation of the compounds 1, 3, 8, 11, 15, and 17, only compound 1 gives the 'normal' product; the cyclialkylation of all other phenylpentanols follows complex pathways including Et, i-Pr, and Ph migrations, which could not be expected. In addition, it has been established that the transformation of 21 to 22 (cf Scheme 12) and that of 23 to 24 (cf Scheme 13) occur through two consecutive 1,2- and not through a single 1,3-hydride migration or through an elimination-addition process (cf Scheme 13). It can be assumed that the transformation of ion IV (the 2-(2-chlorophenyl)-3,4-dimethylpent-2-ylium ion) to the ion V (the 4-(2-chlorophenyl)-3,4-dimethylpent-2-ylium ion (both shown in Scheme 9 as D-isomers) occurs through the same pathway.