3,3,5,5-四甲基吗啉 | 19412-12-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 3,3,5,5-四甲基吗啉
• 英文名称: 3,3,5,5-tetramethylmorpholine
• 英文别名: 3,3,5,5-tetramethyl-morpholine
• CAS: 19412-12-5
• 化学式: C₈H₁₇NO
• mdl: MFCD01874351
• 分子量: 143.229
• InChiKey: YCSHCQUVDDBCFR-UHFFFAOYSA-N

物化性质

• 沸点：
  47-49 °C(Press: 9 Torr)
• 密度：
  0.840±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3,3,5,5-四甲基吗啉 生成 1,2-bis(3,3,5,5-tetramethylmorpholino)diazene
  参考文献：
  名称：

  Rademacher, Paul; Heymanns, Peter; Muenzenberg, Ralf, Chemische Berichte, 1994, vol. 127, # 10, p. 2073 - 2080

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3,5,5-四甲基-2-吗啉酮 在 lithium aluminium tetrahydride 、 甲烷磺酸 作用下， 以30%的产率得到3,3,5,5-四甲基吗啉
  参考文献：
  名称：

  用于不饱和含氮化合物加氢的高活性无金属催化剂

  摘要：

  通过调节胺部分的碱度和空间体积，制备了用于亚胺直接无金属加氢的新型高活性ansa-硼酸铵催化剂。在先前报道的有机催化体系中，对于各种含氮底物显示出最高的催化活性。演示了基于ansa-硼酸铵概念的不对称亚胺加氢的第一个例子。此外，还阐述了通过用有机溶剂萃取酸性溶液，然后用TMSBr脱水来有效回收催化剂的方法。最初的发现强调了对映选择性氢化更有效的手性ansa-硼酸铵的开发。因此，在Ansa-硼酸铵的概念使其有希望进一步精加工，以期获得工业上适用的催化剂。

  DOI：

  10.1002/adsc.201100206

文献信息

• Use of Rylene Derivatives as Photosensitizers in Solar Cells
  申请人：Pschirer Neil Gregory

  公开号：US20080269482A1

  公开（公告）日：2008-10-30

  Use of rylene derivatives I with the following definition of the variables: X together both —COOM; Y a radical -L-NR 1 R 2 (y1) -L-Z-R 3 (y2) the other radical hydrogen; together both hydrogen; R is optionally substituted (het)aryloxy, (het)arylthio; P is —NR 1 R 2 ; B is alkylene; optionally substituted phenylene; combinations thereof; A is —COOM; —SO 3 M; —PO 3 M 2 ; D is optionally substituted phenylene, naphthylene, pyridylene; M is hydrogen; alkali metal cation; [NR 5 ] 4 + ; L is a chemical bond; optionally indirectly bonded, optionally substituted (het)arylene radical; R 1 , R 2 are optionally substituted (cyclo)alkyl, (het)aryl; together optionally substituted ring comprising the nitrogen atom; Z is —O—; —S—; R 3 is optionally substituted alkyl, (het)aryl; R′ is hydrogen; optionally substituted (cyclo)alkyl, (het)aryl; R 5 is hydrogen; optionally substituted alkyl (het)aryl; m is 0, 1, 2; n, p m=0: 0, 2, 4 where: n+p=2, 4, if appropriate 0; m=1: 0, 2, 4 where: n+p=0, 2, 4; m=2: 0, 4, 6 where: n+p=0, 4, 6, or of mixtures thereof as photosensitizers in solar cells.

  使用以下变量定义的莱伦衍生物I的用途： X一起 两者都是-COOM; Y是一个基团 -L-NR 1 R 2 (y1) -L-Z-R 3 (y2) 另一个基团是氢; 一起 两者都是氢; R可选择地被取代为(het)芳氧基，(het)芳基硫基; P是-NR 1 R 2 ; B是烷基; 可选择地被取代的苯基; 它们的组合; A是-COOM; -SO 3 M; -PO 3 M 2 ; D可选择地被取代为苯基，萘基，吡啶基; M是氢; 碱金属阳离子; [NR 5 ] 4 + ; L是化学键; 可选择地间接键合，可选择地被取代的(het)芳基基团; R 1 ，R 2 可选择地被取代的(环)烷基，(het)芳基; 一起可选择地被取代的环，其中包括氮原子; Z是-O-; -S-; R 3 可选择地被取代的烷基，(het)芳基; R′是氢; 可选择地被取代的(环)烷基，(het)芳基; R 5 是氢; 可选择地被取代的烷基(het)芳基; m为0, 1, 2; n, p, m=0: 0, 2, 4其中：n+p=2, 4，如果适用为0; m=1: 0, 2, 4其中：n+p=0, 2, 4; m=2: 0, 4, 6其中：n+p=0, 4, 6， 或者作为太阳能电池中的光敏剂的混合物。
• PROCESSES FOR THE PREPARATION OF 3,4-SUBSTITUTED-1,2,5-THIADIAZOLES AND INTERMEDIATES THEREOF
  申请人：Borghese Alfio

  公开号：US20090156808A1

  公开（公告）日：2009-06-18

  The present invention relates to intermediate compounds useful for the preparation of 1,2,5-thiadiazole compounds, including unsymmetrically substituted compounds such as 4-(3-secondary amino-2-hydroxy-propoxy)-1,2,5-thiadiazole compounds and azacyclic or azabicyclic 1,2,5-thiadiazole compounds and to processes for making the same.

  本发明涉及用于制备1,2,5-噻二唑化合物的中间化合物，包括非对称取代化合物，如4-(3-次级氨基-2-羟基-丙氧基)-1,2,5-噻二唑化合物以及氮杂环或氮杂双环的1,2,5-噻二唑化合物，以及制造这些化合物的方法。
• The ring opening of 3,4-dichloro-1,2,5-thiadiazole with metal amides. A new synthesis of 3,4-disubstituted-1,2,5-thiadiazoles
  作者：Alain Merschaert、Pascal Boquel、Hugo Gorissen、Jean-Pierre Van Hoeck、Alfio Borghese、Luc Antoine、Vincent Mancuso、Anne Mockel、Michel Vanmarsenille

  DOI：10.1016/j.tetlet.2006.09.102

  日期：2006.11

  We have developed a new synthesis of 3,4-disubstituted-1,2,5-thiadiazoles. The methodology is based on the ring opening of readily available 3,4-dichloro-1,2,5-thiadiazole with metal amides to afford a stable synthon, which is then transformed into the 3,4-disubstituted-1,2,5-thiadiazole derivatives via two consecutive reactions with O-, S-, N- or C-nucleophiles.

  我们开发了3,4-二取代-1,2,5-噻二唑的新合成方法。该方法基于容易获得的3,4-二氯-1,2,5-噻二唑与金属酰胺的开环以提供稳定的合成子，然后将其转化为3,4-二取代的1,2,5 -噻二唑衍生物通过与O-，S-，N-或C-亲核试剂的两个连续反应而形成。
• Polysubstituted 2-morpholones, related compounds, processes for their
  申请人：The B. F. Goodrich Company

  公开号：US04914232A1

  公开（公告）日：1990-04-03

  An essentially single stage reaction has been discovered in which a disubstituted ethanolamine, that is, a 2,2'-substituted-2-aminoethanol, may be reacted with a haloform and a carbonyl containing compound selected from the group consisting of monoketones and benzaldehyde, in the presence of an alkali metal hydroxide, and optionally in the presence of a phase transfer catalyst, to produce an alkali metal hydroxyethylaminoacetate ("HEAA") which has N-adjacent C atoms on which there are a total of at least three substituents (hence "polysubstituted"), and one or both pairs of substituents on each N-adjacent C atom may be cyclized. The HEAA may be cyclized by the action of a mineral acid to produce a 2-morpholone hydrochloride which is characterized by having a total of at least three substituents on the N-adjacent C atoms of the ring. The 2-morpholone so produced may be reduced to a polysubstituted aminodiol. The aminodiol so produced may be cyclized with an alkane sulfonic acid to yield a polysubstituted morpholine which could not otherwise have been made. The aminodiol may also be alkylated to produce diethers with polysubstituted N-adjacent C atoms. If the aminodiol is tosylated, a polysubstituted crown ether is produced with plural polyalkylene groups. The foregoing HEAA and related compounds are used as u-v light stabilizers in novel compositions in which a small but effective amount of one or more of the HEAA and related compounds is incorporated, in an amount sufficient to produce desirable stabilization against degradation by u-v light in a wide variety of organic materials.

  发现了一种基本上的单步反应，其中二取代的乙醇胺，即2,2'-取代的-2-氨基乙醇，可以与卤仿和选自单酮和苯甲醛的含羰基化合物在碱金属氢氧化物存在下反应，并可选择性地在相转移催化剂存在下反应，以产生具有N-相邻C原子上的至少三个取代基（因此称为“多取代”）的碱金属羟乙基氨基乙酸酯（“HEAA”），并且每个N-相邻C原子上的一个或两个取代基对可以环化。HEAA可以通过无机酸的作用环化，产生具有环的N-相邻C原子上的至少三个取代基的2-吗啉酮盐酸盐。产生的2-吗啉酮可以被还原为多取代的氨基二醇。产生的氨基二醇可以通过与烷基磺酸反应环化，产生不能通过其他方式制备的多取代吗啉。氨基二醇也可以被烷基化，产生具有多取代N-相邻C原子的二醚。如果氨基二醇被对甲苯磺酰化，会产生具有多个聚亚烷基基团的多取代冠醚。上述HEAA及其相关化合物被用作新型组合物中的紫外线稳定剂，其中包含一种或多种HEAA及其相关化合物的小而有效的量，足以在各种有机材料中产生对抗紫外线降解的理想稳定性。
• Polysubstituted 2-morpholones
  申请人：——

  公开号：US04528370A1

  公开（公告）日：1985-07-09

  An essentially single stage reaction has been discovered in which a disubstituted ethanolamine, that is, a 2,2'-substituted-2-aminoethanol, may be reacted with a haloform and a carbonyl containing compound selected from the group consisting of monoketones and benzaldehyde, in the presence of an alkali metal hydroxide, and optionally in the presence of a phase transfer catalyst, to produce an alkali metal hydroxyethylaminoacetate ("HEAA") which has N-adjacent C atoms on which there are a total of at least three substituents (hence "polysubstituted"), and one or both pairs of substituents on each N-adjacent C atom may be cyclized. The HEAA may be cyclized by the action of a mineral acid to produce a 2-morpholone hydrochloride which is characterized by having a total of at least three substituents on the N-adjacent C atoms of the ring. The 2-morpholone so produced may be reduced to a polysubstituted aminodiol. The aminodiol so produced may be cyclized with an alkane sulfonic acid to yield a polysubstituted morpholine which could not otherwise have been made. The aminodiol may also be alkylated to produce diethers with polysubstituted N-adjacent C atoms. If the aminodiol is tosylated, a polysubstituted crown ether is produced with plural polyalkylene groups. The foregoing HEAA and related compounds are used as u-v light stabilizers in novel compositions in which a small but effective amount of one or more of the HEAA and related compounds is incorporated, in an amount sufficient to produce desirable stabilization against degradation by u-v light in a wide variety of organic materials.

  发现了一种实质上的单级反应，其中二取代乙醇胺，即2,2'-取代-2-氨基乙醇，可以在碱金属氢氧化物存在下，并可选择性地在相转移催化剂存在下，与卤仿和选自单酮和苯甲醛的含羰基化合物反应，生成碱金属羟乙基氨基乙酸酯("HEAA")，其在N-相邻的C原子上具有总数至少三个取代基(因此称为"多取代")，并且每个N-相邻C原子上的一个或两个取代基对可以环化。HEAA可以通过无机酸的作用环化生成2-吗啉酮盐酸盐，其特征在于环的N-相邻C原子上具有总数至少三个取代基。由此产生的2-吗啉酮可以被还原成多取代氨基二醇。由此产生的氨基二醇可以通过与烷烃磺酸反应环化生成原本无法制备的多取代吗啉。氨基二醇也可以被烷基化以产生具有多取代N-相邻C原子的二醚。如果氨基二醇被对甲苯磺酰化，会产生具有多个聚亚烷基的多取代冠醚。上述HEAA及其相关化合物被用作新颖组合物中的紫外线稳定剂，其中包含少量但有效的HEAA及其相关化合物，足以在各种有机材料中产生对紫外线降解的理想稳定作用。