3-癸烷硫醇 | 56009-26-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 中文名称: 3-癸烷硫醇
• 英文名称: decane-3-thiol
• 英文别名: 3-Mercapto-decan；3-Decanethiol
• CAS: 56009-26-8
• 化学式: C₁₀H₂₂S
• 分子量: 174.351
• InChiKey: UPCYJFLLXDWUOE-UHFFFAOYSA-N

物化性质

• 熔点：
  -33.79°C (estimate)
• 沸点：
  235.37°C (estimate)
• 密度：
  0.8479 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-癸烷硫醇 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 3-(甲硫基)癸烷
  参考文献：
  名称：

  Structure–Odor Correlations in Homologous Series of Alkanethiols and Attempts To Predict Odor Thresholds by 3D-QSAR Studies

  摘要：

  Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,?-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structureactivity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.

  DOI：

  10.1021/jf506135c
• 作为产物：
  描述：

  3-正癸醇 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3-癸烷硫醇
  参考文献：
  名称：

  Structure–Odor Correlations in Homologous Series of Alkanethiols and Attempts To Predict Odor Thresholds by 3D-QSAR Studies

  摘要：

  Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,?-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structureactivity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.

  DOI：

  10.1021/jf506135c

文献信息

• Preparation of alkoxysulfates
  申请人：Shell Internationale Research Maatschappij B.V.

  公开号：EP2236493A1

  公开（公告）日：2010-10-06

  The present invention relates to the use of an alkylene sulfate for reducing the level of at least one undesirable by-product in the formation of alkoxysulfates from one or more nucleophile.

  本发明涉及使用烷基磺酸盐来降低在从一个或多个亲核试剂形成烷氧基磺酸盐时至少一种不良副产物的水平。
• [EN] PREPARATION OF AN ALKOXYLATE COMPOSITION<br/>[FR] PREPARATION D'UNE COMPOSITION D'ALCOXYLATE
  申请人：SHELL INT RESEARCH

  公开号：WO2005005360A1

  公开（公告）日：2005-01-20

  Use of a double metal cyanide complex catalyst for reducing the level of free active hydrogen containing organic compound and/or 1,4-dioxane in an alkoxylate composition prepared by the reaction of a starting alcohol with an alkylene oxide.

  使用双金属氰化物络合物催化剂来降低含有自由活性氢的有机化合物和/或1,4-二噁烷在由起始醇与烷基氧化物反应制备的烷氧基化合物中的含量。
• METHOD FOR PRODUCING 3-SUBSTITUTED-4-FLUOROPYRROLIDINE DERIVATIVE
  申请人：Suzuki Masashi

  公开号：US20130085282A1

  公开（公告）日：2013-04-04

  An inexpensive and industrially advantageous method for producing optically active syn-3-(N-substituted-aminomethyl)-4-fluoropyrrolidine which may be an intermediate for producing pharmaceuticals is provided. The present invention relates a method for producing a syn-1-protected-4-fluoro-3-(N-substituted-N-nitrobenzenesulfonyl)pyrrolidine derivative or it's enantiomer, or their salts comprising the process of fluorinating a compound represented by the general formula (6) (in the formula, PG 1 represents a protecting group for an amino group, R 1 represents a C1 to C6 alkyl group which may be substituted or a C3 to C8 cycloalkyl group which may be substituted, and Ns represents a 2-nitrobenzenesulfonyl group or a 4-nitrobenzenesulfonyl group) or it's enantiomer using a nucleophilic fluorinating agent and an organic base having an amidine or guanidine structure.

  提供了一种廉价且工业上优势的方法，用于生产光学活性的syn-3-(N-取代氨甲基)-4-氟吡咯烷，该化合物可能是生产药物的中间体。本发明涉及一种生产syn-1-保护的-4-氟-3-(N-取代-N-硝基苯磺酰基)吡咯烷衍生物或其对映体或其盐的方法，包括将通式（6）所代表的化合物（其中，PG1代表氨基的保护基，R1代表可取代的C1到C6烷基或可取代的C3到C8环烷基，Ns代表2-硝基苯磺酰基或4-硝基苯磺酰基）或其对映体使用亲核氟化试剂和具有酰胺或鸟嘌呤结构的有机碱进行氟化的过程。
• PREPARATION OF ALKOXYSULFATES
  申请人：MEURS Jan Hermen Hendrik

  公开号：US20100010251A1

  公开（公告）日：2010-01-14

  A process for the preparation of alkoxysulfates from organic compounds containing one or more nucleophilic groups by reacting said organic compound, in a water-miscible solvent selected from the group consisting of sulfur-containing solvents such as dimethylsulfoxide (DMSO) or sulfolane, or polar solvents such as tetrahydrofuran (THF), dimethylformamide (DMF), dimethylacetamide (DMA) and hexamethylphosphoric triamide (HMPT), with an alkylene sulfate, in a non-water-miscible solvent selected from the group consisting of chlorinated solvents such as methylene chloride, chloroform, carbon tetrachloride, trichloroethane or chlorinated aromatics, such as chlorobenzene or dichlorobenzene, and non-chlorinated aromatics, such as toluene or xylenes, in the presence of a base selected from the group consisting of hydroxides, carbonates and hydrogen carbonates of alkali metals or alkaline earth metals.

  一种制备烷氧基硫酸盐的方法，包括将含有一个或多个亲核基团的有机化合物与烷基硫酸盐在非水溶性溶剂中反应，所述非水溶性溶剂选自包括含硫溶剂（如二甲基亚砜（DMSO）或硫代乙酮）或极性溶剂（如四氢呋喃（THF）、二甲基甲酰胺（DMF）、二甲基乙酰胺（DMA）和六甲基膦酰胺（HMPT））的溶剂组，所述有机化合物在水亲和性溶剂中反应。所述非水溶性溶剂选自包括氯化溶剂，如二氯甲烷、氯仿、四氯化碳、三氯乙烷或氯化芳烃，如氯化苯或二氯苯，以及非氯化芳烃，如甲苯或二甲苯，存在碱金属或碱土金属的氢氧化物、碳酸盐和氢碳酸盐中的一种。
• Preparation of efficient REPO and LAPO catalysts
  申请人：Edwards Lee Charles

  公开号：US20050154238A1

  公开（公告）日：2005-07-14

  A method of ensuring the production of efficient lanthanum phosphate catalysts (LAPO's) and rare earth phosphate catalysts (REPO's), and methods of alkoxylation using said efficient catalysts.

  确保高效生产镧磷酸盐催化剂（LAPO）和稀土磷酸盐催化剂（REPO）的方法以及使用该高效催化剂的烷氧基化方法。