钠丁烷-2-醇 | 7726-51-4

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 中文名称: 钠丁烷-2-醇
• 中文别名: 二茂钌-N-异丙基苯异丙胺
• 英文名称: sodium sec-butoxide
• 英文别名: sodium 2-butoxide；sodium secondary butoxide；Sodium butan-2-olate；sodium;butan-2-olate
• CAS: 7726-51-4
• 化学式: C₄H₉O*Na
• 分子量: 96.1046
• InChiKey: VSCLJRSWEGZJNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.85
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-((2,4-dichlorophenoxy)methyl)-5-(trichloromethyl)-1,2,4-oxadiazole 、 钠丁烷-2-醇 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以19%的产率得到5-(sec-butoxy)-3-((2,4-dichlorophenoxy)methyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  피부 미백용 조성물 및 이의 용도

  摘要：

  这项发明涉及皮肤美白用配方及其用途，通过抑制酶和转录因子的表达和活性，不会引起细胞毒性，诱导黑色素的产生，从而表现出皮肤美白效果。

  公开号：

  KR102188791B1
• 作为产物：
  描述：

  仲丁醇 在 sodium 作用下， 以 甲苯 为溶剂， 生成 钠丁烷-2-醇
  参考文献：
  名称：

  一种低残留颗粒状醇钠或醇钾的制备方法

  摘要：

  本发明提供了一种低残留颗粒状醇钠或醇钾的制备方法，该方法以钠或钾与醇为原料，与溶剂混合，在惰性气体保护下采用微波加热的方式进行反应，反应结束后在微波作用下脱除反应剩余的醇和溶剂，得到颗粒状醇钠、醇钾。所述的微波频率为2450±50MHz。本发明的方法能够实现低溶剂残留醇钠、醇钾生产，所生成的醇钠、醇钾是大颗粒状固体，实现了从现有的粉末状产品向颗粒化产品的跨越，从而同时解决长期困扰人们的溶剂残留问题和使用安全隐患问题。

  公开号：

  CN105254472A
• 作为试剂：
  描述：

  邻羧基苯甲醛 、 丙二腈 在 钠丁烷-2-醇 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 以73%的产率得到2-(2,2-dicyanovinyl)benzoic acid
  参考文献：
  名称：

  Ring-Chain Tautomerism in 2-(2,2-Dicyano-1-methylethenyl)benzoic Acid and Related Compounds.

  摘要：

  Ring-chain tautomerism with slow interconversion (compared with the NMR timescale) was observed in solutions of 2-(2,2-dicyano-1-methylethenyl)benzoic acid (3e), obtained by Knoevenagel condensation of 2-acetylbenzoic acid with malononitrile, forming the ring tautomer 3-dicyanomethyl-3-methylphthalide (4e) in admixture with 3e. Similar condensations of 2-formylbenzoic acid with methyl cyanoacetate or malononitrile give 2-(2-cyano-2-methoxycarbonyl-ethenyl)benzoic acid (3b) and 2-(2,2-dicyanoethenyl)benzoic acid (3d), respectively, which in solution also exhibit the same tautomerism to give the ring tautomers, 3-(cyanomethoxycarbonylmethyl)phthalide (4d) and 3-(dicyanomethyl)phthalide (4d), respectively. Condensation of 2-formylbenzoic acid with dimethyl malonate gave only the ring compound, 3-(dimethoxycarbonylmethyl)phthalide (4a). Attempts to synthezise 2-(2-cyano-2-methoxycarbonyl-1-methylethenyl)benzoic acid (3c) by methylation of the trimethyl silylester of 3b with diazomethane led to the ring form of 3c, viz. 3-cyanomethoxycarbonylmethyl-3-methylphthalide (4c) as an equimolar mixture of two diastereomers. No tautomerism was observed when the benzene ring was replaced by a thiophene ring (7a, 7b and 8) or an aliphatic double bond (9). Solid state spectra (IR and NMR) indicated that all compounds carrying two cyano groups at the double bond, except the aliphatic compound 9, were in the open-chain form, while all the others were in the ring form. Equilibrium studies for compound (3e reversible arrow 4e) indicated increased stability for the chain form 4e with increasing solvent polarity. Determination of the free energy change, Delta G degrees, and of the free energy of activation, Delta G(double dagger), for the tautomerization in deuteriochloroform (using H-1 NMR spectroscopy) indicated that, in this solvent, a concerted process from the starting material 3e to the anion of 4e is taking place. It is also postulated that a similar reaction path is followed in the other solvents used in this investigation, all belonging to the solvent class 'protophobic dipolar aprotic solvents'.

  DOI：

  10.3891/acta.chem.scand.52-0490

文献信息

• Hypervalent (<i>tert</i>-Butylperoxy)iodanes Generate Iodine-Centered Radicals at Room Temperature in Solution:  Oxidation and Deprotection of Benzyl and Allyl Ethers, and Evidence for Generation of α-Oxy Carbon Radicals
  作者：Masahito Ochiai、Takao Ito、Hideo Takahashi、Akinobu Nakanishi、Mika Toyonari、Takuya Sueda、Satoru Goto、Motoo Shiro

  DOI：10.1021/ja9610287

  日期：1996.1.1

  reductive deprotection. Oxidation with 1a occurs readily with C−H bonds activated by both enthalpic effects (benzylic, allylic, and propargylic C−H bonds) and/or polar effects (α-oxy C−H bonds), generating α-oxy carbon-centered radicals, which can be detected by nitroxyl radical trapping. Measurement of the relative rates of oxidation for a series of ring-substituted benzyl n-butyl ethers 2d and 2p−s

  1-(tert-Butylperoxy)-1,2-benziodoxol-3(1H)-one (1a) 在室温下，在苯或环己烷中，在碱金属碳酸盐存在下，将苄基和烯丙基醚氧化成酯。由于该反应与其他保护基团（例如 MOM、THP 和 TBDMS 醚以及乙酰氧基）相容，并且由于酯在碱性条件下容易水解，因此这种新方法为通常的还原性脱保护提供了一种方便有效的替代方法。与 1a 的氧化很容易发生，C-H 键被焓效应（苄基、烯丙基和炔丙基 C-H 键）和/或极性效应（α-氧 C-H 键）激活，生成 α-氧碳中心自由基，可以通过硝酰基自由基捕获来检测。
• Efficient and/or selective methylation by diazomethane of alcohols, halo alcohols, glycols, amino alcohols and mercapto alcohols with the use of a proton-exchanged X-type zeolite as an acid-base bifunctional catalyst
  作者：Hiroshi Takeuchi、Hiroaki Kishioka、Kunio Kitajima

  DOI：10.1002/poc.610080212

  日期：1995.2

  Reactions of diazomethane with butanol, allyl alcohol and β- and γ-halo alcohols led to efficient methylation (giving the corresponding methyl ethers) with the use of a proton-exchanged X-type zeolite compared with H2SO4. The reactions with propylene and isobutylene glycols using the zeolite provided regioselective methylation of the primary OH rather than the secondary or tertiary OH, whereas regioselectivity

  与H 2 SO 4相比，使用质子交换的X型沸石，重氮甲烷与丁醇，烯丙醇以及β-和γ-卤代醇的反应导致有效的甲基化（得到相应的甲基醚）。使用沸石与丙烯和异丁二醇的反应提供了伯羟基而不是仲或叔羟基的区域选择性甲基化，而在使用H 2 SO 4的反应中未观察到区域选择性。在沸石而不是H 2 SO 4的存在下，与2-氨基乙醇和2-巯基乙醇的反应分别显示出高化学选择性的S-甲基化和N-单甲基化。该反应机理涉及沸石的酸碱双功能催化，其中酸性位点与重氮甲烷反应形成其共轭酸，碱性位点与沸石的相互作用增强了OH和SH基的亲核性。组的质子。
• Studies on antitumor agents. V. Syntheses and antitumor activities of 5-fluorouracil derivatives.
  作者：JUNICHI YAMASHITA、ICHIRO YAMAWAKI、SHUICHI UEDA、MITSUGI YASUMOTO、NORIO UNEMI、SADAO HASHIMOTO

  DOI：10.1248/cpb.30.4258

  日期：——

  Six types of 5-fluorouracil (5-FU) derivatives were synthesized ; namely, 2, 4-di-O-substituted, 2-O-substituted, 4-O-substituted, 1, 3-disubstituted, 1-substituted and 3-substituted compounds. After oral administration of these compounds to rats, the blood levels of 5-FU were determined. Among O-substituted derivatives, a 4-O-substituted derivative was most easily activated to 5-FU and 2-O-substituted derivatives were next most easily activated. Among N-substituted derivatives, acyl and sulfonyl derivatives showed the highest 5-FU releasing abilities and 1-alkoxymethyl substituted derivatives showed low ability. N-Alkyl substituted derivatives were not activated to 5-FU. Several compounds which gave higher blood levels of 5-FU than that obtained with 1-(tetrahydro-2-furyl)-5-fluorouracil (Thf-FU), as well as same related compounds, were selected and their antitumor activities were examined. The 2-O-substituted derivatives, 2-butoxy-5-fluoro-4 (1H)-pyrimidone (11) and 2-benzyloxy-5-fluoro-4 (1H)-pyrimidone (19), were as effective as Thf-FU. The activities of 2, 4-di-O-substituted derivatives, 2, 4-dibutoxy-5-fluoropyrimidine (1) and 2, 4-dibenzyloxy-5-fluoropyrimidine (6), against Ehrlich carcinoma and against sarcoma 180, respectively, were the same as those of Thf-FU. The 1-substituted derivatives, 1-ethoxymethyl-5-fluorouracil (49) and 1-(1-ethoxy-1-phenylmethyl)-5-fluorouracil (50), were found to be as effective as Thf-FU.

  合成了六类氟尿嘧啶（5-FU）衍生物，即2,4-二-O-取代、2-O-取代、4-O-取代、1,3-二取代、1-取代和3-取代的化合物。在大鼠口服这些化合物后，测定了5-FU的血药浓度。在O-取代衍生物中，4-O-取代衍生物最容易被激活为5-FU，其次是2-O-取代衍生物。在N-取代衍生物中，酰基和磺酰基衍生物显示出最高的5-FU释放能力，1-烷氧甲基取代衍生物的释放能力较低。N-烷基取代衍生物未被激活为5-FU。选择了几种在血中5-FU水平高于1-(四氢-2-呋喃基)-5-氟尿嘧啶（Thf-FU）的化合物，以及一些相关化合物，并对其抗肿瘤活性进行了检测。2-O-取代衍生物，2-丁氧基-5-氟-4(1H)-嘧啶酮（11）和2-苄氧基-5-氟-4(1H)-嘧啶酮（19），与Thf-FU一样有效。2,4-二-O-取代衍生物，2,4-二丁氧基-5-氟嘧啶（1）和2,4-二苄氧基-5-氟嘧啶（6），对艾氏癌和肉瘤180的活性与Thf-FU相同。1-取代衍生物，1-乙氧甲基-5-氟尿嘧啶（49）和1-(1-乙氧基-1-苯甲基)-5-氟尿嘧啶（50），发现与Thf-FU一样有效。
• A novel and efficient strategy for the synthesis of various carbamates using carbamoyl chlorides under solvent-free and grinding conditions using microwave irradiation
  作者：Hassan Zare、Mohammad Mehdi Ghanbari、Marzieh Jamali、Abdollah Aboodi

  DOI：10.1016/j.cclet.2012.06.025

  日期：2012.8

  different alcohols, phenols, diols and this intermediate at room temperature with grinding and in solvent-free conditions under microwave irradiation. The presence of various safe bases is shown to be effective in reducing the reaction times, increasing the yields and easing purification. The present method does not involve any hazardous phosgene.

  我们提出了一种高效，快速，简单的策略，可在溶液中和无溶剂条件下，使用化学计量的碳酸二（三氯甲基）酯（BTC）从仲胺生成中间体氨基甲酰氯，并具有优异的收率。所获得的结果表明，无论是否使用碱，收率都有所提高。最后，通过与多种不同的醇，酚，二醇和该中间体在室温下经研磨和在无溶剂条件下于微波辐射下反应，开发了一种高效，快速合成各种氨基甲酸酯衍生物的方法。各种安全碱的存在被证明在减少反应时间，增加产率和简化纯化方面是有效的。本方法不涉及任何有害的光气。
• Synthesis and bronchodilating activity of 2,9-disubstituted adenine derivatives: BB-1502 (9-cyclohexy-2-n-propoxy-9H-adenine) and its analogs.
  作者：TAKAYUKI NAITO、SUSUMU NAKAGAWA、TAKAAKI OKITA、HARUHIRO YAMASHITA、TETSURO YAMASAKI、HIDEO KAMEI、KOZO TOMATSU、HIDEYO IMANISHI、HIROSHI KAWAGUCHI

  DOI：10.1248/cpb.30.2011

  日期：——

  A series of 2, 9-disubstituted adenine derivatives was prepared and evaluated for bronchodilating activity. 9-(2-Cyclohexenyl), 9-tetrahydropyranyl and 9-benzyl derivatives of 2, 6-dichloropurine were converted to the 2-chloroadenines. Subsequent nucleophilic substitution of the 2-chloro group with alkoxides, mercaptides and amines afforded the desired compounds. 9-Cyclohexyl derivatives were prepared by hydrogenation of the corresponding 9-cyclohexenyl compounds. Bronchodilating activities of the new adenine derivatives were evaluated in a number of biological systems. 9-(2-Cyclohexenyl)- and 9-cyclohexyladenines having an ethoxy, n-propoxy, n-butoxy or n-propylthio group at the 2-position showed potent bronchodilating activity. Reduced activity was observed with lower or higher alkoxy homologs and branched alkoxy congeners. 9-Cyclohexyl-2-n-propoxy-9H-adenine (designated as BB-1502) was selected for further studies in view of its high intrinsic activity and favorable pharmacological profile.

  一系列2,9-二取代的腺苷衍生物被制备并评估其支气管扩张活性。9-(2-环己烯基)、9-四氢吡喃基和9-苄基的2,6-二氯嘌呤衍生物被转化为2-氯腺嘌呤。随后用醇盐、硫醇盐和胺对2-氯基团进行亲核取代，得到目标化合物。通过还原相应的9-环己烯基化合物制备9-环己基衍生物。这些新的腺苷衍生物的支气管扩张活性在一系列生物系统中进行了评估。在2位具有乙氧基、正丙氧基、正丁氧基或正丙硫基的9-(2-环己烯基)-和9-环己基腺嘌呤显示出强效的支气管扩张活性。较低或较高的醇氧同系物以及支链醇氧类似物的活性降低。9-环己基-2-正丙氧基-9H-腺嘌呤（标记为BB-1502）因其高内在活性和良好的药理学特性被选中进行进一步研究。