乙酸甲酯-D3 | 21300-54-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 乙酸甲酯-D3
• 英文名称: methyl trideuteroacetate
• 英文别名: 2,2,2-trideuterioacetic acid methyl ester；<(2)H3>methyl acetate；Methyltrideuteroacetat；Trideuteroessigsaeuremethylester；<2,2,2-D3>Essigsaeure-methylester；-methylester；Essigsaeure-methylester-；<2,2,2-D3>Methylacetat；2,2,2-Trideuterio-methyl-acetat；Essigsaeure-d(3)-methylester；2,2,2-Trideuterio-essigsaeure-methylester；Methylacetat-2,2,2-d(3)；Methyl acetate-D3；methyl 2,2,2-trideuterioacetate
• CAS: 21300-54-9
• 化学式: C₃H₆O₂
• 分子量: 77.0556
• InChiKey: KXKVLQRXCPHEJC-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酸甲酯-D3 在 sodium bis(2-methoxyethoxy)aluminum hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以79%的产率得到乙醇-2,2,2-d3
  参考文献：
  名称：

  Laser-powered decomposition of spiro[2.n]alkanes (n = 2-5)

  摘要：

  The laser heating of spiro[2.n]alkanes (n = 2-5) and of their 1,1,2,2-tetradeuterated isotopomers reveals dissimilar modes of their thermal decomposition. Spiropentane decomposes into ethene and propadiene via two competing routes: the direct cleavage and the more important cleavage via intermediary methylenecyclobutane. Spirohexane decomposes through two important concurrent pathways which are the expulsions of ethene from the three-membered ring and a more feasible expulsion of ethene from the four-membered ring. Spiroheptane and spirooctane decompose by a radical-chain mechanism and afford complex mixtures of products; upon addition of propene both compounds rearrange into two cycloalkanes wherein the larger ring of the spiroalkane is preserved and substituted with ethylidene and a vinyl group.

  DOI：

  10.1021/jo00079a015
• 作为产物：
  描述：

  乙酰氯-d3 生成 乙酸甲酯-D3
  参考文献：
  名称：

  GOSWAMI, R., J. ORG. CHEM., 1985, 50, N 26, 5907-5909

  摘要：

  DOI：

文献信息

• Uncommon oxidative transformations of acetic and propionic acids
  作者：E. G. Chepaikin、A. P. Bezruchenko、G. N. Menchikova、N. I. Moiseeva、A. E. Gekhman、I. I. Moiseev

  DOI：10.1007/s11172-011-0007-0

  日期：2011.1

  decarbonylation of acetic and propionic acids with the formation of the corresponding alcohol and alkyl carboxylate is observed in the RhIII/CuI,II/Cl− catalytic system in the presence of O2 and CO. The decarbonylation of propionic acid in a deuterated solvent results in the substitution of hydrogen atoms by deuterium in the alkyl part of the products to form CH2DCOOD (CHD2COOH) and CHD2COOD (CD3COOH). The subsequent

  在 O2 和 CO 存在下，在 RhIII/CuI,II/Cl− 催化体系中观察到乙酸和丙酸的氧化脱羰并形成相应的醇和羧酸烷基酯。丙酸在氘代溶剂中脱羰在产物的烷基部分被氘取代氢原子形成CH2DCOOD(CHD2COOH)和CHD2COOD(CD3COOH)。随后氘代乙酸的脱羰得到相应的氘代甲醇，检测为丙酸和氘代乙酸的酯。当反应在氘代溶剂中进行时，丙酸氧化脱羰产物分子的烷基部分中的氢原子被氘取代，表明丙酸表现为饱和烃并阻止难溶性甲烷的氧化。与丙酸不同，乙酸只进入氧化脱羰反应，不会阻止甲烷氧化。
• SYNTHESIS OF ORGANIC DEUTERIUM COMPOUNDS: X. METHYL-<i>d</i>₃ IODIDE AND DEUTERIUM SUBSTITUTION PRODUCTS OF METHYL ACETATE
  作者：B. Nolin

  DOI：10.1139/v54-001

  日期：1954.1.1

  Methyl-d₃ bromide was easily converted by treatment with calcium iodide into methyl-d₃ iodide in 94% yield. The latter was reacted on the 50-millimole scale with silver acetate or silver acetate-d₃ to yield methyl-d₃ acetate or methyl-d₃ acetate-d₃. Methyl iodide and silver acetate-d₃ gave methyl acetate-d₃.

  甲基-d3溴化物经过与碘化钙处理，以94%的产率转化为甲基-d3碘化物。后者在50毫摩尔的规模上与乙酸银或乙酸银-d3反应，得到甲基-d3醋酸酯或甲基-d3醋酸酯-d3。甲基碘化物和乙酸银-d3生成甲基醋酸酯-d3。
• Divergent access to fused <i>N</i>-heterocycle-thiazolines by solvent-dependent reaction of isoquinolinium thiolates with silylketene acetals
  作者：Lukas Schifferer、Leon Hoppmann、Robin Groeters、Christian Mück-Lichtenfeld、Constantin G. Daniliuc、Olga García Mancheño

  DOI：10.1039/d3cc00781b

  日期：——

  A solvent-dependent, divergent synthesis of highly functionalized N,S-heterocycles presenting a thiazoline and an isoquinuclidine (DCE as solvent) or tetrahydroisoquinoline (DMF as solvent) scaffolds by cyclization reactions of isoquinolinium 1,4-zwitterionic thiolates is reported. The robustness and applicability of the method are also demonstrated by an efficient 6-times upscaling of the reaction

  报道了通过异喹啉 1,4-两性离子硫醇盐的环化反应，呈递噻唑啉和异奎宁环（DCE 作为溶剂）或四氢异喹啉（DMF 作为溶剂）支架的高功能化 N、S 杂环的溶剂依赖性发散合成。该方法的稳健性和适用性也通过噻唑啉-异奎宁环衍生物的反应和衍生化的有效 6 倍放大得到证明。
• Currie, Graeme J.; Bowie, John H.; Downard, Kevin M., Journal of the Chemical Society. Perkin transactions II, 1989, p. 1973 - 1980
  作者：Currie, Graeme J.、Bowie, John H.、Downard, Kevin M.、Sheldon, John C.

  DOI：——

  日期：——
• Oxidative functionalization of methane in the presence of a homogeneous rhodium-copper-chloride catalytic system: Transformation of acetic and propionic acids as solvent components
  作者：E. G. Chepaikin、A. P. Bezruchenko、G. N. Menchikova、N. I. Moiseeva、A. E. Gekhman、I. I. Moiseev

  DOI：10.1134/s0965544111020022

  日期：2011.3

  The oxidative functionalization of methane (O2, CO, 95A degrees C, Rh-III/Cu-I, (II)/Cl- catalytic system) was studied in an aqueous acetic or propionic acid medium. It was shown that oxidative decarbonylation of carboxylic acids takes place along with methanol and methyl carboxylate formation.