2,2'-Dinitrodiphenylmethanol | 36661-36-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-Dinitrodiphenylmethanol
• 英文别名: 2,2'-dinitrodiphenylcarbinol；Bis--methanol；2,2'-Dinitrodiphenyl-carbinol；bis(2-nitrophenyl)methanol
• CAS: 36661-36-6
• 化学式: C₁₃H₁₀N₂O₅
• 分子量: 274.233
• InChiKey: GRMFMOUMYNBEHU-UHFFFAOYSA-N

物化性质

• 熔点：
  126 °C(Solv: ethanol (64-17-5))
• 沸点：
  508.3±40.0 °C(Predicted)
• 密度：
  1.437±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2'-Dinitrodiphenylmethanol 在 吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 53.0h， 生成 Carbonic acid bis-(2-nitro-phenyl)-methyl ester (2R,3S,5R)-3-hydroxy-5-(4-hydroxy-5-methyl-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Photolabile protecting groups for nucleosides: Synthesis and photodeprotection rates

  摘要：

  o-Nitrobenzyloxycarbonyl and a number of related groups have been tested for the photolabile protection of nucleoside 5'-hydroxyls. The rates of photodeprotection were found to vary by approximately 17 fold in a series of 5'-O-protected thymidine derivatives irradiated at 365 nm under identical conditions. The homologous 2-(o-nitrophenyl)ethoxycarbonyl group and its derivatives were found to be removed approximately 2-fold faster than the corresponding o-nitrobenzyloxycarbonyl group, possibly due to an increased rare of alpha-hydrogen abstraction by the photo-excited nitro group. Photolysis rates were affected by substitutions on both the phenyl ring and alpha-carbon, with the strongest rate enhancements caused by the presence of a methyl or second o-nitrophenyl group in the alpha-position. Among the ring-substituted derivatives studied, o-nitro and o-iodo had the strongest enhancement effects on photodeprotection, while an o-fluoro group reduced the rate of photodeprotection. In general, substitutions at other positions on the phenyl ring had less effect on photolysis rates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00154-3
• 作为产物：
  描述：

  4,4'-二氨基-2,2'-二硝基二苯基甲烷 在 chromium(VI) oxide 、 copper(I) oxide 、 sodium tetrahydroborate 、 亚膦酸 作用下， 以 溶剂黄146 为溶剂， 生成 2,2'-Dinitrodiphenylmethanol
  参考文献：
  名称：

  Joshua,C.P.; Ramdas,P.K., Australian Journal of Chemistry, 1976, vol. 29, p. 865 - 876

  摘要：

  DOI：

文献信息

• Topical compositions comprising protected functional thiols
  申请人：——

  公开号：US20020012639A1

  公开（公告）日：2002-01-31

  This invention relates to a topical composition for treating amino acid based substrates comprising a protected thiol compound having the formula R—(S—Pr) m where R is a functional group, S is sulfur, and Pr is a heterocyclic protecting group, and m is an integer between 1 and 100. The invention further relates to systems which comprise this protected thiol compound and an activating mechanism. The protected thiol compounds of the present invention may be used in hair care compositions, textile care compositions, cosmetic compositions, oral care compositions, skin care, nail care, laundry care, acne care and animal care compositions. Preferred embodiments of the present invention provide a modified UV absorber and a modified antioxidant, methods for making them and compositions conprising them.

  这项发明涉及一种用于处理氨基酸基底的局部组合物，包括具有以下结构的受保护硫化合物R—(S—Pr)m，其中R是功能基团，S是硫，Pr是一个杂环保护基团，m是介于1和100之间的整数。该发明还涉及包含该受保护硫化合物和一个活化机制的系统。本发明的受保护硫化合物可用于头发护理组合物、纺织品护理组合物、化妆品组合物、口腔护理组合物、皮肤护理、指甲护理、洗涤护理、痤疮护理和动物护理组合物。本发明的优选实施例提供了一种改性紫外线吸收剂和一种改性抗氧化剂，以及制备它们和包含它们的组合物的方法。
• Photogeneration of organic bases from o-nitrobenzyl-derived carbamates
  作者：James F. Cameron、Jean M. J. Frechet

  DOI：10.1021/ja00011a038

  日期：1991.5

  that control their quantum-efficient transformation into free amines or diamines have been investigated. The basic design involves the protection of amines with photolabile [(o-nitrobenzyl)oxy]carbonyl groups or α-substituted analogues. The resulting protected amines owe their light sensitivity to the classical o-nitrobenzyl photorearrangement and cleanly liberate free amine in both the solid state

  已经研究了有机碱的新型光前体的设计以及控制其量子效率转化为游离胺或二胺的空间和电子因素。基本设计涉及用光不稳定 [(o-nitrobenzyl)oxy] 羰基或 α-取代类似物保护胺。所得受保护的胺的光敏感性归功于经典的邻硝基苄基光重排，并且在用低于 400 nm 的紫外光照射时，可以在固态和溶液中干净地释放游离胺。探索了几种设计，其中光活性中心的结构有系统地变化，以研究各种空间和电子效应的影响。在所有情况下，
• New photolabile phosphate protecting group
  作者：Jack E. Baldwin、Adrian W. McConnaughie、Mark G. Moloney、Andrew J. Pratt、Sung Bo Shin

  DOI：10.1016/s0040-4020(01)87875-3

  日期：1990.1

  The synthesis of phosphate, protected with various photolabile protecting groups, is described. Upon laser photolysis at 355 nm, inorganic phosphate is released, in yields of up to 85%.

  描述了用各种光不稳定保护基保护的磷酸酯的合成。在355 nm处进行激光光解后，会释放出无机磷酸盐，产率最高可达85％。
• [EN] NOVEL PHOSPHORYLATION REAGENTS AND USES THEREOF<br/>[FR] NOUVEAUX RÉACTIFS DE PHOSPHORYLATION ET LEURS UTILISATIONS
  申请人：ETH ZUERICH

  公开号：WO2018162610A1

  公开（公告）日：2018-09-13

  The present invention relates to compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, R7, and R8 are independently of each other hydrogen, halogen, nitro, cyano, C1-C6alkyl, C3-C6cycloalkyl, C1-C4alkoxy, C1-C4haloalkyl, C1-C4haloalkoxy, each independently of each other optionally substituted with cyano, nitro, halogen; or independently thereof R1 and R5 represent together a bond or form together -CH2-; or independently thereof R1 and R2, R2 and R3, R3 and R4, R5 and R6, R6 and R7, R7 and R8 form together independently of each other a bivalent residue –R12R13–, wherein each of said bivalent residue –R12R13– independently at each occurrence is C3-C5alkylene, C3-C5alkenylene or C3-C5alkdienylene, each independently optionally substituted with halogen, nitro, cyano, C1-C2alkyl C1-C2alkoxy, C1-C2haloalkyl; or independently thereof wherein each of said bivalent residue –R12R13– independently at each occurrence together with the vicinal C atoms to which they are attached independently of each other form a heterocyclic ring or a hetero-aromatic ring, each independently optionally substituted with halogen, nitro, cyano, C1-C2alkyl C1-C2alkoxy, C1-C2haloalkyl; Rz is H, C1-C6alkyl optionally substituted with halogen, C1-C3alkoxy, or Rz is phenyl optionally substituted with halogen, C1-C3alkyl, C1-C3alkoxy, wherein preferably Rz is H; R9 is C1-C9alkyl optionally substituted with cyano, nitro, halogen, -NHC(O)C1-C3alkyl, - NHC(O)C1-C3haloalkyl, C1-C3alkylsulfonyl; aryl, C1-C6alkylenearyl, C1-C6alkylenediaryl independently of each other optionally substituted with cyano, nitro, halogen, C1-C4alkoxy, C1-C4haloalkyl, C1-C4haloalkoxy, -NHC(O)C1-C3alkyl, NHC(O)C1-C3haloalkyl, C1- C3alkylsulfonyl; R10 and R11 are independently of each other C1-C9alkyl optionally substituted with cyano, nitro, halogen, C2-C6alkenyl, C3-C6cycloalkyl, C1-C3alkoxy, phenyl optionally substituted with cyano, nitro, halogen, C1-C3 alkyl, C1-C3alkoxy; or together with the nitrogen atom to which they are attached form a heterocyclic ring, wherein preferably said heterocyclic ring is selected from pyrollidinyl, piperidinyl, morpholinyl, piperazinyl and homopiperazine, wherein said heterocyclic ring is optionally substituted with C1-C3 alkyl; and the use of the compounds in a method of converting terminal hydroxyl groups of oligonucleotides into phosphate monoesters.

  本发明涉及以下式（I）的化合物，其中R1、R2、R3、R4、R5、R6、R7和R8彼此独立地为氢、卤素、硝基、氰基、C1-C6烷基、C3-C6环烷基、C1-C4烷氧基、C1-C4卤代烷基、C1-C4卤代烷氧基，它们各自独立地可以选择地被氰基、硝基、卤素取代；或者独立地R1和R5共同表示键或共同形成-CH2-；或者独立地R1和R2、R2和R3、R3和R4、R5和R6、R6和R7、R7和R8独立地形成一个双价残基-R12R13-，其中每个所述双价残基-R12R13-在每次出现时独立地是C3-C5烷基、C3-C5烯基或C3-C5烯二烯基，它们各自可以选择地被卤素、硝基、氰基、C1-C2烷基C1-C2烷氧基、C1-C2卤代烷基取代；或者独立地每个所述双价残基-R12R13-在每次出现时与其附着的邻接C原子共同形成一个杂环或杂芳环，它们各自可以选择地被卤素、硝基、氰基、C1-C2烷基C1-C2烷氧基、C1-C2卤代烷基取代；Rz为H、C1-C6烷基，可以选择地被卤素、C1-C3烷氧基取代，或者Rz为苯基，可以选择地被卤素、C1-C3烷基、C1-C3烷氧基取代，其中Rz最好为H；R9为C1-C9烷基，可以选择地被氰基、硝基、卤素、-NHC(O)C1-C3烷基、-NHC(O)C1-C3卤代烷基、C1-C3烷基磺酰取代；芳基、C1-C6烷基芳基、C1-C6烷基二芳基，它们各自可以选择地被氰基、硝基、卤素、C1-C4烷氧基、C1-C4卤代烷基、C1-C4卤代烷氧基、-NHC(O)C1-C3烷基、NHC(O)C1-C3卤代烷基、C1-C3烷基磺酰取代；R10和R11彼此独立地为C1-C9烷基，可以选择地被氰基、硝基、卤素、C2-C6烯基、C3-C6环烷基、C1-C3烷氧基、芳基，可以选择地被氰基、硝基、卤素、C1-C3烷基、C1-C3烷氧基取代；或者与其附着的氮原子共同形成一个杂环，其中最好所述的杂环被选择为吡咯啉基、哌啶基、吗啉基、哌嗪基和同哌嗪基，其中所述的杂环可以选择地被C1-C3烷基取代；以及该化合物在将寡核苷酸的末端羟基转化为磷酸单酯的方法中的用途。
• Chemical synthesis of long RNAs with terminal 5′-phosphate groups
  作者：Ugo Pradère、François Halloy、Jonathan Hall

  DOI：10.1002/chem.201700514

  日期：2017.4.19

  incorporation of the phosphate group into long RNAs by solid-phase synthesis. Here we describe an easy-to-prepare phosphoramidite reagent suitable for the chemical introduction of 5'-terminal phosphate groups into long RNAs. The phosphate is protected by a dinitrobenzhydryl group that serves as an essential lipophilic group for the separation of oligonucleotide by-products. The phosphate is unmasked quantitatively

  长结构RNA是有用的生化和生物学工具。它们通常以酶法制备，但这排除了它们在化学生物学研究中对官能团进行位点特异性修饰的可能性。一种解决方案是对装载有5'-末端磷酸基团的多个RNA进行固相合成，以便可以使用模板连接反应将RNA连接起来。但是，目前尚没有适合通过固相合成将磷酸基团掺入长RNA中的容易获得的试剂。在这里，我们描述了一种易于制备的亚磷酰胺试剂，适用于将5'-末端磷酸基团化学引入长RNA中。磷酸酯由二硝基苯甲酰基保护，该二硝基苯甲酰基作为用于分离寡核苷酸副产物的必不可少的亲脂性基团。通过短暂的紫外线照射可定量地掩蔽磷酸盐。我们证明了该试剂在制备长结构的RNA库中的价值，该结构库经功能组进行了位点特异性修饰。