• Name

  2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine

• EINECS
• CAS No. 230615-59-5
• Article Data6
• CAS DataBase
• Density 1.605 g/cm³
• Solubility
• Melting Point
• Formula C₁₃H₁₀F₃N₃O₅
• Boiling Point 520.407 °C at 760 mmHg
• Molecular Weight 345.235
• Flash Point 268.533 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1,5-Methano-1H-3-benzazepine,2,3,4,5-tetrahydro-7,8-dinitro-3-(trifluoroacetyl)- (9CI);
• PSA 111.95000
• LogP 3.46270

Synthetic route

230615-51-7

1-(10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-2,2,2-trifluoro-ethanone

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; nitric acid In dichloromethane at 0 - 30℃; Product distribution / selectivity;	68.9%
With trifluorormethanesulfonic acid; nitric acid In dichloromethane at 0 - 15℃; Product distribution / selectivity;
With sulfuric acid; nitric acid In dichloromethane at 0 - 30℃; for 7h;

230615-51-7

1-(10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-2,2,2-trifluoro-ethanone

A

3-(trifluoroacetyl)-6,8-dinitro-2,3,4,5-tetrahydro-1H-1,5-methano-3-benzazepine

B

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; nitric acid In dichloromethane at -78 - 20℃;
With trifluorormethanesulfonic acid; nitric acid In dichloromethane at 0 - 15℃; Product distribution / selectivity;

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

230615-08-4

4,5-Dinitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene

Conditions

Conditions	Yield
With sodium carbonate In methanol	95%
With sodium hydroxide; water In acetonitrile at 20 - 70℃;	84.2%
With sodium carbonate In methanol; water
With sodium carbonate In methanol; water
With sodium carbonate In methanol; water

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

230615-71-1

2,2,2-Trifluoro-1-(4-hydroxy-5-nitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-ethanone

Conditions

Conditions	Yield
With potassium acetate In dimethyl sulfoxide at 100℃;	97%
In dimethyl sulfoxide	70%

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

10-(trifluoroacetyl)-10-azatricyclo[6.3.1.02,7]dodeca-2,4,6-triene-4,5-diamine

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide
With hydrogen; palladium(II) hydroxide In methanol under 3677.86 - 4413.43 Torr; Product distribution / selectivity;
With ammonium formate; palladium(II) hydroxide In methanol for 0.5h; Inert atmosphere of nitrogen; Reflux;

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

131543-46-9

Glyoxal

1-(5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11).3.5,7,9-pentaene)-2,2,2-trifluoro-ethanone

Conditions

Conditions	Yield
Stage #1: 1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone With hydrogen; 5%-palladium/activated carbon In water; isopropyl alcohol under 2585.81 Torr; for 18h; Stage #2: Glyoxal With dipotassium hydrogenphosphate In water; isopropyl alcohol at 0 - 20℃; Product distribution / selectivity;

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

230615-61-9

4,5-Diamino-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium carbonate / methanol; water 2: 1,4-dioxane; water 3: methanol View Scheme

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

230615-60-8

4,5-dinitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium carbonate / methanol; water 2: 1,4-dioxane; water View Scheme

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

230615-27-7

2-FLUORO-N-(4-HYDROXY-10-AZA-TRICYCLO[6.3.1.02,7]-DODECA-2(7),3,5-TRIEN-5-YL)-BENZAMIDE HYDROCHLORIDE

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dimethyl sulfoxide 2: methanol 3: pyridine; pyridinium p-toluenesulfonate / methanol; water View Scheme

230615-59-5

1-(4,5-dinitro-10-aza-tricyclo[6.3.1.0(2,7)]dodeca-2(7),3,5-triene-10-yl)-2,2,2-trifluoro-ethanone

230615-72-2

2,2,2-Trifluoro-1-(4-hydroxy-5-amino-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-ethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethyl sulfoxide 2: methanol View Scheme

2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine Specification