4-(sec-butyl)benzaldehyde | 28293-43-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-(sec-butyl)benzaldehyde
• 英文别名: 4-(s-butyl)benzaldehyde；p-sec-butyl-benzaldehyde；Benzaldehyde, 4-(1-methylpropyl)-；4-butan-2-ylbenzaldehyde
• CAS: 28293-43-8
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: IWOPTUDRCTVKBD-UHFFFAOYSA-N

物化性质

• 沸点：
  254.3±9.0 °C(Predicted)
• 密度：
  0.967±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(sec-butyl)benzaldehyde 在 Ra-Ni ammonium hydroxide 、 氢气 、 sodium hydrogensulfite 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 25.0~60.0 ℃ 、344.73 kPa 条件下， 反应 1.0h， 生成 1-(4-butan-2-ylphenyl)-N-(4-propan-2-ylphenyl)ethane-1,2-diamine
  参考文献：
  名称：

  Design, Synthesis, and Pharmacological Evaluation of Conformationally Constrained Analogues of N,N‘-Diaryl- and N-Aryl-N-aralkylguanidines as Potent Inhibitors of Neuronal Na⁺ Channels

  摘要：

  In the present investigation, the rationale for the design, synthesis, and biological evaluation of potent inhibitors of neuronal Nai channels is described. N,N'-Diaryl- and N-aryl-N-aralkylguanidine templates were locked in conformations mimicking the permissible conformations of the flexible diarylguanidinium ion (AS(+), AA(+), SS+). The resulting set of constrained guanidines termed "lockamers" (cyclophane, quinazoline, aminopyrimidazolines, aminoimidazolines azocino- and tetrahydroquinolinocarboximidamides) was examined for neuronal Na+ channel blockade properties. Inhibition of [C-14]guanidinium ion influx in CHO cells expressing type IIA Na+ channels showed that the aminopyrimidazoline 9b and aminoimidazoline 9d, compounds proposed to lock the N,N'-diarylguanidinium in an SS+ conformation, were the most potent Na+ channel blockers with IC50's of 0.06 mu M, a value 17 times lower than that of the parent flexible compound 18d. The rest of the restricted analogues with 4-p-alkyl substituents retained potency with IC50 values ranging between 0.46 and 2.9 mu M. Evaluation in a synaptosomal Ca-45(2+) influx assay showed that 9b did not exhibit high selectivity for neuronal Na+ vs Ca2+ channels. The retention of significant neuronal Na+ blockade in all types of semirigid conformers gives evidence for a multiple mode of binding in this class of compounds and can possibly be attributed to a poor structural specificity of the site(s) of action. Compound 9b was also found to be the most active compound in vivo based on the high level of inhibition of seizures exhibited in the DBA/2 mouse model. The pK(a) value of 9b indicates that 9b binds to the channel in its protonated form, and log D vs pH measurements suggest that ion-pair partitioning contributes to membrane transport. This compound stands out as an interesting lead for further development of neurotherapeutic agents.

  DOI：

  10.1021/jm980124a
• 作为产物：
  描述：

  仲丁基苯 在 碘 、 异丙基氯化镁 、 Selectfluor 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 6.17h， 生成 4-(sec-butyl)benzaldehyde
  参考文献：
  名称：

  ORGANOMETALLIC COMPOUND, ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME, AND DIAGNOSTIC COMPOSITION INCLUDING THE ORGANOMETALLIC COMPOUND

  摘要：

  一种由化学式1表示的有机金属化合物，包括该化合物的有机发光器件，以及包括该有机金属化合物的诊断组合物：其中，化学式1中，R1至R12和R21至R23分别独立地与专利说明书中所描述的相同。

  公开号：

  US20200071346A1

文献信息

• METHOD FOR PROMOTING PLANT GROWTH
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150282482A1

  公开（公告）日：2015-10-08

  The present invention provides a method for promoting plant growth, which comprises treating a plant with a compound represented by the following Formula (1): provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (8) is excluded: (1) Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (2) Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (3) Methyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (4) Methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (5) Ethyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (6) Ethyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (7) Ethyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, and (8) Ethyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate.

  本发明提供了一种促进植物生长的方法，包括用下式表示的化合物处理植物： 只要排除用与以下任一化合物相对应的化合物处理植物的促进植物生长方法：(1) 甲基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(2) 甲基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(3) 甲基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(4) 甲基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(5) 乙基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(6) 乙基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(7) 乙基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，以及(8) 乙基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯。
• Process of manufacturing aldehydes and the products
  申请人：WINTHROP CHEM CO INC

  公开号：US01899340A1

  公开（公告）日：1933-02-28

  Substituted glycidic acid esters, of the formula <;FORM:0372013/IV/1>; where R1 is hydrogen or alkyl, R2 is a cyclic residue when R1 is hydrogen or any organic residue when R1 is alkyl, and X represents a saturated chain, are manufactured by condensing a halogen-acetic acid ester with a cyclic aldehyde or with a ketone in which the carbon atom of the oxo-group is bound to alkyl and to any organic residue or is a member of a saturated ring, by means of an alkali metal, an alkali metal amide or an alkali metal alcoholate, in a medium in which during the condensation process alkali metal halide does not separate on the condensing agent, viz. a liquid hydrocarbon or a liquid halogenated hydrocarbon. The products are converted into substituted acetaldehydes by saponifying with an alkali, acidifying the solution and steam distilling. In examples: (1) benzaldehyde is condensed with chloracetic acid ethyl ester by means of sodium in the presence of xylene yielding phenylglycidic acid ethyl ester, which is converted into phenylacetaldehyde; (2) 4-methoxybenzaldehyde is similarly treated; (3) 4-chlorobenzaldehyde is similarly converted into 4-chlorophenylglycidic acid ethyl ester and 4-chlorophenylacetaldehyde; (4) acetophenone is condensed with chloracetic acid ethyl ester by means of sodium amide in the presence of benzene or xylene, producing b -phenyl-b -methylglycidic acid ethyl ester, which is converted into 1-oxo-2-phenyl-2-methylethane (hydratropa aldehyde); (5) 2-oxo-6 : 10-dimethylundecane (hexahydropseudoionone) and chloracetic acid ethyl ester are condensed by means of sodium in xylene, yielding the corresponding glycidic ester, which is transformed into 1-oxo-2 : 6 : 10-trimethylundecane; (6) decahydro-2-oxonaphthalene (b -decalone) similarly yields the corresponding glycidic acid ester which is converted into decahydro-2-naphthaldehyde; (7) 1 : 1 : 3-trimethyl-2- (23 - oxobutyl)-cyclohexane (tetrahydroionone) is similarly condensed to produce the corresponding glycidic acid ester, which is converted into 1 : 1 : 3-trimethyl-2-(2<;4>; - oxo - 2<;3>; - methobutyl) - cyclohexane. The properties are also given of the substituted glycidic acid esters and substituted acetaldehydes obtained from: 4-methyl- and 4-ethyl-benzaldehyde, 2 : 4-dimethylbenzaldehyde, 4-isopropylbenzaldehyde, 4-(1<;1>;-methopropyl)-benzaldehyde (obtainable by the action of carbon monoxide on 2-phenylbutane in the presence of aluminium chloride), 2 : 4-diisopropylbenzaldehyde, 5 : 6 : 7 : 8-tetrahydro-1-naphthaldehyde (obtainable by the action of carbon monoxide on tetrahydronaphthalene in the presence of aluminium chloride); 2-oxodecane (methyloctylketone), 2-oxoundecane (methylnonylketone), 2-oxo-2-(p-isopropylphenyl)-ethane (p-isopropylacetophenone), 2-oxo-2-(p-methoxyphenyl)-ethane (methyl - p - methoxyphenylketone), 2 - oxo - 4-phenylbutane, 2 - oxo- 4 - (p-isopropylphenyl)-butane, and 1 : 1 : 3-trimethyl-2-(2<;3>;-oxopentyl)-cyclohexane (obtainable by hydrogenating the corresponding a -methylionone). Other starting materials specified are naphthaldehyde and furfural on the one hand and bromacetic acid esters on the other. Specifications 21047/04, [Class 2, Acids and salts, Organic &;c.], and 293,703, [Class 2 (iii), Dyes &;c.], are referred to.

  替代甘油酸酯，化学式为 <;FORM:0372013/IV/1>; 其中 R1 为氢或烷基，R2 在 R1 为氢时为环残基，在 R1 为烷基时为任何有机残基，X 代表饱和链，通过将卤代乙酸酯与环状醛或酮（其中羟基团的碳原子与烷基和任何有机残基结合，或者是饱和环的成员）与碱金属、碱金属酰胺或碱金属醇酸盐在不分离碱金属卤化物的介质中缩合而制造，该介质在缩合过程中不会使碱金属卤化物分离于缩合剂，即液态烃或液态卤代烃。 通过与碱水解、酸化溶液并蒸馏，将产品转化为替代乙醛。 例如：（1）苯甲醛与氯乙酸乙酯在二甲苯存在下通过钠缩合，生成苯基甘油酸乙酯，进而转化为苯乙醛；（2）4-甲氧基苯甲醛类似处理；（3）4-氯苯甲醛类似转化为4-氯苯基甘油酸乙酯和4-氯苯乙醛；（4）苯乙酮与氯乙酸乙酯在苯或二甲苯存在下通过钠酰胺缩合，产生 b -苯基-b -甲基甘油酸乙酯，进而转化为1-氧代-2-苯基-2-甲基乙烷（水合戊醛）；（5）2-氧代-6 : 10-二甲基十一烷（六氢伪离子酮）与氯乙酸乙酯在二甲苯中通过钠缩合，生成相应的甘油酸酯，转化为1-氧代-2 : 6 : 10-三甲基十一烷；（6）去氢-2-氧代萘烷（b -去氢基酮）类似产生相应的甘油酸酯，转化为去氢-2-萘甲醛；（7）1 : 1 : 3-三甲基-2-（23 - 氧代丁基）-环己烷（四氢伊酮）类似缩合以产生相应的甘油酸酯，转化为1 : 1 : 3-三甲基-2-(2<;4>; - 氧代 - 2<;3>; - 甲基丁基) - 环己烷。 还给出了从以下物质获得的替代甘油酸酯和替代乙醛的性质：4-甲基和4-乙基苯甲醛，2 : 4-二甲基苯甲醛，4-异丙基苯甲醛，4-(1<;1>;-甲基丙基)-苯甲醛（通过一氧化碳在氯化铝存在下作用于2-苯基丁烷获得），2 : 4-二异丙基苯甲醛，5 : 6 : 7 : 8-四氢-1-萘甲醛（通过一氧化碳在氯化铝存在下作用于四氢萘烷获得）；2-氧代癸烷（甲基辛酮），2-氧代十一烷（甲基壬酮），2-氧代-2-(对异丙基苯基)-乙烷（对异丙基苯乙酮），2-氧代-2-(对甲氧基苯基)-乙烷（甲基 - 对 - 甲氧基苯基酮），2 - 氧代 - 4-苯基丁烷，2 - 氧代- 4 - (对异丙基苯基)-丁烷，和1 : 1 : 3-三甲基-2-(2<;3>;-氧代戊基)-环己烷（通过氢化相应的 a -甲基伊酮获得）。 另一方面指定的起始材料是萘甲醛和糠醛，另一方面是溴乙酸酯。 参考规范 21047/04，[2类，酸和盐，有机等]，和 293,703，[2类（iii），染料等]。
• Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles
  作者：Ping Fang、Tian-Sheng Mei、Bin Shuai

  DOI：10.1055/s-0039-1690872

  日期：2021.10

  A nickel-catalyzed base-promoted rearrangement of cyclo­butanone oxime esters to cyclopropanecarbonitriles was developed. The ring opening of cyclobutanone oxime esters occurs at the sterically less hindered side. A base-promoted nickelacyclobutane intermediate, formed in situ, is assumed to be involved in the formation of the product.

  开发了镍催化碱促进环丁酮肟酯重排为环丙烷甲腈的方法。环丁酮肟酯的开环发生在空间位阻较小的一侧。原位形成的碱促进的镍基环丁烷中间体被认为参与了产物的形成。
• 有机金属化合物和包括其的有机发光器件
  申请人：三星电子株式会社

  公开号：CN111004287A

  公开（公告）日：2020-04-14

  公开有机金属化合物和包括其的有机发光器件。所述有机金属化合物包括过渡金属和至少一种有机配体，其中所述有机金属化合物满足说明书中描述的预定条件。
• Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands
  作者：Giuseppe Dilauro、Claudia S. Azzollini、Paola Vitale、Antonio Salomone、Filippo M. Perna、Vito Capriati

  DOI：10.1002/anie.202101571

  日期：2021.5.3

  Pd‐catalyzed Negishi cross‐coupling reactions between organozinc compounds and (hetero)aryl bromides have been reported when using bulk water as the reaction medium in the presence of NaCl or the biodegradable choline chloride/urea eutectic mixture. Both C(sp3)‐C(sp2) and C(sp2)‐C(sp2) couplings have been found to proceed smoothly, with high chemoselectivity, under mild conditions (room temperature

  当在NaCl或可生物降解的氯化胆碱/尿素低共熔混合物存在下使用大量水作为反应介质时，有机锌化合物与（杂）芳基溴化物之间的钯催化Negishi交叉偶联反应已有报道。C（sp 3）‐C（sp 2）和C（sp 2）‐C（sp 2）已经发现，在空气中的温和条件下（室温或60°C），并与质子分解竞争时，偶联能以高化学选择性平稳地进行。其他好处包括非常短的反应时间（20 s），良好至优异的产率（高达98％），广泛的底物范围以及对各种官能团的耐受性。所提出的新颖协议是可扩展的，并且该方法的实用性通过催化剂和低共熔混合物或水的容易再循环而进一步突出。