- Synthesis of polymethyl substituted [2.2]metaparacyclophanes and their Lewis-acid induced isomerization to [2.2]metacyclophanesBy Shimizu, Tomoe et al, Journal of Chemical Research, 2009, (4), 244-247
Cas no 206877-37-4 (Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl-)
206877-37-4 structure
Product Name:Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl-
CAS No:206877-37-4
MF:C21H26
MW:278.431146144867
CID:5597193
Update Time:2023-08-23
Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl- Chemical and Physical Properties
Names and Identifiers
-
- 5,6,7,15,16-Pentamethyltricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene
- Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl-
-
- Inchi: 1S/C21H26/c1-13-14(2)20-11-9-18-7-6-8-19(16(18)4)10-12-21(15(13)3)17(20)5/h6-8H,9-12H2,1-5H3
- InChI Key: ALPIKOIPIQSYAX-UHFFFAOYSA-N
- SMILES: CC1=C2CCC3=CC=CC(=C3C)CCC1=C(C(C)=C2C)C
Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl- Production Method
Production Method 1
Reaction Conditions
1.1R:S=C(NH2)2, S:DMSO, 14 h, rt
1.2R:NaOH, S:H2O, 1 h, rt
1.3R:HCl, S:H2O, acidify
2.1R:KOH, R:NaBH4, S:EtOH, S:Benzene, 12 h, rt
3.1R:P(OEt)3, S:P(OEt)3, 6 h, rt
3.2R:NaOH, S:H2O, cooled; 3 h, rt
4.1C:MeNO2, C:AlCl3, S:Benzene, 3 h, 50°C
1.2R:NaOH, S:H2O, 1 h, rt
1.3R:HCl, S:H2O, acidify
2.1R:KOH, R:NaBH4, S:EtOH, S:Benzene, 12 h, rt
3.1R:P(OEt)3, S:P(OEt)3, 6 h, rt
3.2R:NaOH, S:H2O, cooled; 3 h, rt
4.1C:MeNO2, C:AlCl3, S:Benzene, 3 h, 50°C
Reference
Production Method 2
Reaction Conditions
1.1R:S=C(NH2)2, S:DMSO, 14 h, rt
1.2R:NaOH, S:H2O, 1 h, rt
1.3R:HCl, S:H2O, acidify
2.1R:KOH, R:NaBH4, S:EtOH, S:Benzene, 12 h, rt
3.1R:P(OEt)3, S:P(OEt)3, 6 h, rt
3.2R:NaOH, S:H2O, cooled; 3 h, rt
4.1C:MeNO2, C:AlCl3, S:Benzene, 3 h, 50°C
5.1C:MeNO2, C:AlCl3, S:Benzene, 12 h, 50°C
1.2R:NaOH, S:H2O, 1 h, rt
1.3R:HCl, S:H2O, acidify
2.1R:KOH, R:NaBH4, S:EtOH, S:Benzene, 12 h, rt
3.1R:P(OEt)3, S:P(OEt)3, 6 h, rt
3.2R:NaOH, S:H2O, cooled; 3 h, rt
4.1C:MeNO2, C:AlCl3, S:Benzene, 3 h, 50°C
5.1C:MeNO2, C:AlCl3, S:Benzene, 12 h, 50°C
Reference
- Synthesis of polymethyl substituted [2.2]metaparacyclophanes and their Lewis-acid induced isomerization to [2.2]metacyclophanesBy Shimizu, Tomoe et al, Journal of Chemical Research, 2009, (4), 244-247
Production Method 3
Reaction Conditions
1.1R:KOH, R:NaBH4, S:EtOH
2.1R:H2O2, S:AcOH
3.1
4.1R:AlCl3, S:Benzene, S:MeNO2
2.1R:H2O2, S:AcOH
3.1
4.1R:AlCl3, S:Benzene, S:MeNO2
Reference
- Stable endoperoxide of 4,5,6,8,16-pentamethyl[2.2]metacyclophane; structural analysis and deoxygenationBy Sawada, Tsuyoshi et al, Journal of the Chemical Society, 1998, (8), 1369-1372
Production Method 4
Reaction Conditions
1.1C:AlCl3, S:Benzene, S:MeNO2, 12 h, 50°C
1.2R:H2O, cooled
1.2R:H2O, cooled
Reference
- Synthesis and DFT conformational analysis of trimethyl-functionalized [2.2]metacyclophanes and their Lewis-acid assisted reactionsBy Islam, Md. Monarul et al, Journal of Molecular Structure, 2022, 1266, 133523
Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl- Raw materials
- Benzene,1,4-bis(chloromethyl)-2,3,5,6-tetramethyl-
- Benzene, 1,3-bis(chloromethyl)-5-(1,1-dimethylethyl)-2-methyl-
- Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 13-(1,1-dimethylethyl)-5,6,7,15,16-pentamethyl-
- 1,3-Benzenedimethanethiol, 2,4,5,6-tetramethyl-
Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl- Preparation Products
Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl- Related Literature
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Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
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Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
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Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai Kong Analyst, 2017,142, 3579-3587
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Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
206877-37-4 (Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene, 5,6,7,15,16-pentamethyl-) Related Products
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