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Ethyl 3-methoxybutanoate | 30378-88-2

中文名称
——
中文别名
——
英文名称
Ethyl 3-methoxybutanoate
英文别名
——
Ethyl 3-methoxybutanoate化学式
CAS
30378-88-2
化学式
C7H14O3
mdl
——
分子量
146.186
InChiKey
OKVHMCVJTGMHIZ-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    0.7
  • 重原子数:
    10
  • 可旋转键数:
    5
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.86
  • 拓扑面积:
    35.5
  • 氢给体数:
    0
  • 氢受体数:
    3

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    参考文献:
    名称:
    烯醇阴离子质子化的非对映选择性。乙醇-d 中 β-取代的丁酸乙酯的 H/D 交换
    摘要:
    研究了乙醇-d 中 13 β-取代丁酸乙酯的碱催化 H/D 交换的立体化学,以分析控制亲电攻击烯醇阴离子的非对映选择性的空间和电子因素。烯醇阴离子的亲电氘化也决定了 1,4-共轭加成乙醇-d 到 α,β-不饱和酯的立体选择性。选择严格排除离子配对和聚集影响的实验条件。研究表明,立体电子因素通常比立体效应产生更高的立体选择。C-3 处带负电的杂原子取代基产生 10:1 的 2R*,3R*/2R*,3S*2-氘代丁酸酯。在最稳定的亲电攻击过渡态中,这些带负电的取代基占据形成 C-D 键的反面位置。只有用 β-叔丁基取代基才能产生高立体选择性,并且它随着递减速度的降低而迅速下降。
    DOI:
    10.1021/ja962631s
  • 作为产物:
    参考文献:
    名称:
    Cure,J.; Gaudemar,M., Bulletin de la Societe Chimique de France, 1970, p. 2962 - 2967
    摘要:
    DOI:
点击查看最新优质反应信息

文献信息

  • P(RNCH<sub>2</sub>CH<sub>2</sub>)<sub>3</sub>N:  Efficient 1,4-Addition Catalysts
    作者:Philip B. Kisanga、Palanichamy Ilankumaran、Brandon M. Fetterly、John G. Verkade
    DOI:10.1021/jo010228k
    日期:2002.5.1
    The 1,4-addition of primary alcohols, higher nitroalkanes, and a Schiff's base of an alpha-amino ester to alpha,beta-unsaturated substrates produces the corresponding products in moderate to excellent yields when carried out at -63 to 70 degreesC in the presence of catalytic amounts of the nonionic strong bases P(RNCH2CH2)(3)N (R = Me, i-Pr, i-Bu) in isobutyronitrile. Diastereoselectivity for the anti form of the product is high in the case of the Schiff's base in the absence of lithium ion. These catalysts are easily removed from the product by either column filtration through silica gel or via aqueous workup.
  • Diastereoselectivity in the Protonation of Ester Enolates. The Importance of Aggregation with LDA
    作者:Jerry R. Mohrig、Peter K. Lee、Karin A. Stein、Mark J. Mitton、Robert E. Rosenberg
    DOI:10.1021/jo00116a046
    日期:1995.6
    The effect of aggregation on the stereochemistry of electrophilic attack on ester enolate anions has been studied by comparing the diastereoselectivity of protonation of the LDA-generated dianion bf I 1 in THF/DMPU with the H/D exchange of 3 under non-ion-pairing conditions. The LDA results are consistent with proton transfer to the:enolate occurring preferentially from the tightly complexed secondary amine. Proton sources of varying steric requirements produced the same diastereomeric ratio, 63:37 2R*,3R*/2R*,3S* of 2. Added BuLi and the omission of DMPU gave the same diastereomeric mixture. In contrast to the LDA results, ethyl beta-hydroxy- and beta-alkoxybutyrates undergo base-catalyzed H/D exchange largely through antiperiplanar transition states, with diastereoselectivity opposite of that found in-the LDA-enolate protonation. Thus, the geometry of the LDA-enolate aggregate, rather than steric and electronic factors in the monomer, is responsible for the stereochemistry of enolate anion protonation. The lower diastereoselectivity in the H/D exchange of 6 in THF is accounted forby ion-pairing effects, as the use of Me(4)NOD produced 92% of the 2R*,3R* diastereomer; Use of polar solvents in the H/D exchange also raised the diastereoselectivity to a 10:1 ratio or higher.
  • KETAL ESTERS OF ANHYDROPENTITOLS AND USES THEREOF
    申请人:Selifonov Sergey
    公开号:US20120136070A1
    公开(公告)日:2012-05-31
    The present disclosure relates to the preparation of ketal compounds from anhydropentitols and oxocarboxylates; derivatives, homopolymers, and copolymers thereof; and various compositions, formulations, and articles derived therefrom.
  • [EN] POLYMERIZABLE COMPOSITION, OPTICALLY ANISOTROPIC LAYER AND METHOD FOR MANUFACTURING THEREOF, OPTICAL COMPENSATORY ELEMENT, LIQUID CRYSTAL DISPLAY AND LIQUID CRYSTAL PROJECTOR<br/>[FR] COMPOSITION POLYMERISABLE, COUCHE ANISOTROPE DU POINT DE VUE OPTIQUE ET SON PROCEDE DE FABRICATION, ELEMENT COMPENSATEUR OPTIQUE, AFFICHAGE A CRISTAUX LIQUIDES ET PROJECTEUR A CRISTAUX LIQUIDES
    申请人:FUJI PHOTO FILM CO LTD
    公开号:WO2006011647A1
    公开(公告)日:2006-02-02
    The object of the invention is to provide a polymerizable composition which can optically compensate a liquid crystal layer under a condition for displaying black more precisely and prevent light leakage at a wide viewing angle and is suitably used for optical compensatory elements; an optically anisotropic layer containing the polymerizable composition; a method for manufacturing the optically anisotropic layer; and a liquid crystal display and a liquid crystal projector both capable of producing a high-quality image at a wide viewing angle, a high contrast, high quality images and being longer-lasting, using an optical compensatory element comprising the optically anisotropic layer. To meet the object, the polymerizable composition comprises a liquid crystal compound and a solvent comprising any one of compounds selected from an alkyl acetyl compound whose boiling point is 100 C or more, a hydroxy carboxylic acid alkyl ester compound, and an alkoxy-substituted alkyl carboxylic acid alkyl ester compound.
  • Diastereoselectivity of Enolate Anion Protonation. H/D Exchange of β-Substituted Ethyl Butanoates in Ethanol-<i>d</i>
    作者:Jerry R. Mohrig、Robert E. Rosenberg、John W. Apostol、Mark Bastienaansen、Jordan W. Evans、Sonya J. Franklin、C. Daniel Frisbie、Sabrina S. Fu、Michelle L. Hamm、Christopher B. Hirose、David A. Hunstad、Thomas L. James、Randall W. King、Christopher J. Larson、Hallie A. Latham、David A. Owen、Karin A. Stein、Ronald Warnet
    DOI:10.1021/ja962631s
    日期:1997.1.1
    The stereochemistry of base-catalyzed H/D exchange on 13 β-substituted ethyl butanoates in ethanol-d has been studied in order to analyze the steric and electronic factors which control the diastereoselectivity of electrophilic attack on enolate anions. Electrophilic deuteration of the enolate anion also determines the stereoselectivity of 1,4-conjugate addition of ethanol-d to α,β-unsaturated esters
    研究了乙醇-d 中 13 β-取代丁酸乙酯的碱催化 H/D 交换的立体化学,以分析控制亲电攻击烯醇阴离子的非对映选择性的空间和电子因素。烯醇阴离子的亲电氘化也决定了 1,4-共轭加成乙醇-d 到 α,β-不饱和酯的立体选择性。选择严格排除离子配对和聚集影响的实验条件。研究表明,立体电子因素通常比立体效应产生更高的立体选择。C-3 处带负电的杂原子取代基产生 10:1 的 2R*,3R*/2R*,3S*2-氘代丁酸酯。在最稳定的亲电攻击过渡态中,这些带负电的取代基占据形成 C-D 键的反面位置。只有用 β-叔丁基取代基才能产生高立体选择性,并且它随着递减速度的降低而迅速下降。
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