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9,10-二氫-10-氮蒽 | 92-81-9

9,10-二氫-10-氮蒽
9,10-Dihydroacridine
92-81-9
C13H11N
181.233143091202
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:9,10-二氫-10-氮蒽结构式
354333378
9,10-二氫-10-氮蒽价格
名称和标识符
MDL MFCD00022256
InChIKey HJCUTNIGJHJGCF-UHFFFAOYSA-N
Inchi 1S/C13H11N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-8,14H,9H2
SMILES C1C=C2NC3C(CC2=CC=1)=CC=CC=3
别名信息
- 中文别名 -
  • 9,10-二氢吖啶
  • 9,10-二氫吖啶
  • 9,10-二氫-10-氮蒽
- 英文别名 -
  • Acridine, 9,10-dihydro-
  • 9,10-DIHYDROACRIDINE
  • 9,10-Dihydro-acridine
  • ACRIDAN
  • acridan acid
  • Acridane
  • Acridine,9,10-dihydro
  • Carbazine
  • EINECS 202-192-3
  • 9-Aza-9,10-dihydroanthracene
  • NSC 41239
  • ITV7RA4Y9P
  • HJCUTNIGJHJGCF-UHFFFAOYSA-N
  • Q63408668
  • 9,10-dihydroacridin
  • 9,10 dihydroacridine
  • Acridine,10-dihydro-
  • 9,10-Dihydroacridine #
  • WLN: T C666 BM IHJ
  • 9,10-Dihydroacridine, AldrichCPR
  • NSC41239
  • Acridine, 9,10-dihydro- (9CI)
  • BDBM50012868
  • 9,10-Dihydroacridine (ACI)
  • Acridan (6CI, 7CI, 8CI)
物化性质
实验特性
LogP 3.47240
PSA 12.03000
折射率 1.6118 (estimate)
沸点 348°C(lit.)
熔点 168.0 to 172.0 deg-C
溶解度 几乎不溶 (0.012 g/L) (25 ºC),
最大波长(λmax) 280(lit.)
密度 1.117±0.06 g/cm3 (20 ºC 760 Torr),
计算特性
精确分子量 181.08900
氢键供体数量 1
氢键受体数量 1
可旋转化学键数量 0
重原子数量 14
复杂度 181
拓扑分子极性表面积 12
国际标准相关数据
EINECS 41239
合成路线

合成路线:1 步

反应条件:
参考文献:
A Practical and Chemoselective Ammonia-Free Birch Reduction
Lei, Peng ; Ding, Yuxuan; Zhang, Xiaohe; Adijiang, Adila; Li, Hengzhao; et al, Organic Letters, 2018, 20(12), 3439-3442

合成路线:1 步

反应条件:
参考文献:
Microwave-assisted FLP-catalyzed hydrogenations
Tussing, S.; Paradies, J., Dalton Transactions, 2016, 45(14), 6124-6128

合成路线:1 步

反应条件:
参考文献:
An Unusual Chemoselective Hydrogenation of Quinoline Compounds Using Supported Gold Catalysts
Ren, Dong; He, Lin; Yu, Lei; Ding, Ran-Sheng; Liu, Yong-Mei; et al, Journal of the American Chemical Society, 2012, 134(42), 17592-17598

合成路线:1 步

反应条件:
参考文献:
Homogeneous hydrogenation with a cobalt/tetraphosphine catalyst: a superior hydride donor for polar double bonds and N-heteroarenes
Duan, Ya-Nan; Du, Xiaoyong; Cui, Zhikai; Zeng, Yiqun; Liu, Yufeng; et al, Journal of the American Chemical Society, 2019, 141(51), 20424-20433

合成路线:1 步

反应条件:
参考文献:
Boric acid catalyzed chemoselective reduction of quinolines
Bhattacharyya, Dipanjan; Nandi, Sekhar; Adhikari, Priyanka; Sarmah, Bikash Kumar; Konwar, Monuranjan; et al, Organic & Biomolecular Chemistry, 2020, 18(6), 1214-1220

合成路线:1 步

反应条件:
参考文献:
Reduction of Acridine and 9-Chloroacridine with Red Phosphorus in the KOH/DMSO System
Kuimov, V. A.; Gusarova, N. K.; Malysheva, S. F.; Kon'kova, T. V.; Trofimov, B. A., Doklady Chemistry, 2019, 487(1), 177-179

合成路线:1 步

反应条件:
参考文献:
Robust cyclometallated Ir(III) catalysts for the homogeneous hydrogenation of N-heterocycles under mild conditions
Wu, Jianjun; Barnard, Jonathan H.; Zhang, Yi; Talwar, Dinesh; Robertson, Craig M.; et al, Chemical Communications (Cambridge, 2013, 49(63), 7052-7054

合成路线:1 步

反应条件:
参考文献:
Cobalt Encapsulated in N-Doped Graphene Layers: An Efficient and Stable Catalyst for Hydrogenation of Quinoline Compounds
Wei, Zhongzhe; Chen, Yiqing; Wang, Jing; Su, Diefeng; Tang, Minghui; et al, ACS Catalysis, 2016, 6(9), 5816-5822

合成路线:1 步

反应条件:
参考文献:
Taking the F out of FLP: Simple Lewis Acid-Base Pairs for Mild Reductions with Neutral Boranes via Borenium Ion Catalysis
Eisenberger, Patrick; Bailey, Adrian M.; Crudden, Cathleen M., Journal of the American Chemical Society, 2012, 134(42), 17384-17387

合成路线:1 步

反应条件:
参考文献:
Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru-S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates
Lefranc, Alice; Qu, Zheng-Wang; Grimme, Stefan; Oestreich, Martin, Chemistry - A European Journal, 2016, 22(29), 10009-10016

合成路线:1 步

反应条件:
参考文献:
Electronic Effect in a Ruthenium Catalyst Designed in Nanoporous N-Functionalized Carbon for Efficient Hydrogenation of Heteroarenes
Chandra, Debraj ; Saini, Shikha; Bhattacharya, Saswata ; Bhaumik, Asim; Kamata, Keigo ; et al, ACS Applied Materials & Interfaces, 2020, 12(47), 52668-52677

合成路线:1 步

反应条件:
参考文献:
The Remarkable Effect of a Simple Ion: Iodide-Promoted Transfer Hydrogenation of Heteroaromatics
Wu, Jianjun; Wang, Chao; Tang, Weijun; Pettman, Alan; Xiao, Jianliang, Chemistry - A European Journal, 2012, 18(31), 9525-9529

合成路线:1 步

反应条件:
参考文献:
Reduction of quinolines to 1,2,3,4-tetrahydro derivatives employing a combination of NaCNBH3 and BF3.OEt2
Srikrishna, Adusumilli; Reddy, T. Jagadeeswar; Viswajanani, Ranganathan, Tetrahedron, 1996, 52(5), 1631-6

合成路线:1 步

反应条件:
参考文献:
Birch Reduction of Arenes Using Sodium Dispersion and DMI under Mild Conditions
Asako, Sobi; Takahashi, Ikko; Kurogi, Takashi; Murakami, Yoshiaki; Ilies, Laurean; et al, Chemistry Letters, 2022, 51(1), 38-40

合成路线:1 步

反应条件:
参考文献:
Cu nanoparticles embedded on reticular chitosan-derived N-doped carbon: Application to the catalytic hydrogenation of alkenes, alkynes and N-heteroarenes
Hammi, Nisrine; Chen, Shuo; Michon, Christophe; Royer, Sebastien; El Kadib, Abdelkrim, Molecular Catalysis, 2022, 519,

合成路线:1 步

反应条件:
参考文献:
Catalytic Hydrogenation with Frustrated Lewis Pairs: Selectivity Achieved by Size-Exclusion Design of Lewis Acids
Eros, Gabor; Nagy, Krisztina; Mehdi, Hasan; Papai, Imre; Nagy, Peter; et al, Chemistry - A European Journal, 2012, 18(2), 574-585

合成路线:1 步

反应条件:
参考文献:
Hydrogenation/dehydrogenation of N-heterocycles catalyzed by ruthenium complexes based on multimodal proton-responsive CNN(H) pincer ligands
Sanchez, Praxedes; Hernandez-Juarez, Martin; Rendon, Nuria; Lopez-Serrano, Joaquin; Santos, Laura L.; et al, Dalton Transactions, 2020, 49(28), 9583-9587

合成路线:1 步

反应条件:
参考文献:
Unsupported Nanoporous Gold-Catalyzed Chemoselective Reduction of Quinolines Using Formic Acid as a Hydrogen Source
Butt, Madiha; Zhao, Yuhui; Feng, Xiujuan; Lu, Ye; Jin, Tienan; et al, ChemistrySelect, 2019, 4(21), 6572-6577

合成路线:1 步

反应条件:
参考文献:
Metal-Free Hydrogenation of N-Heterocycles with Trimethylamine Borane and TFA in Aqueous Solution
Zeng, Yao-Fu ; Li, Yi-Na; Zhou, Ming-Xi; Han, Shuai; Guo, Yu; et al, Advanced Synthesis & Catalysis, 2022, 364(21), 3664-3669

合成路线:1 步

反应条件:
参考文献:
Metal-Free Hydrogen Atom Transfer from Water: Expeditious Hydrogenation of N-Heterocycles Mediated by Diboronic Acid
Xia, Yun-Tao; Sun, Xiao-Tao; Zhang, Ling; Luo, Kai; Wu, Lei, Chemistry - A European Journal, 2016, 22(48), 17151-17155
相关文献
专业数据库参考
PubChemId 354333378
参考资料
Reaxys RN 133938
化合物详情(旧版)

SMILES

C1C=C2C(=CC=1)NC3C(=CC=CC=3)C2

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