| Identification | Back Directory | [Name]
NORBORNANE | [CAS]
279-23-2 | [Synonyms]
NSC 91457
NORBORNANE
Norsantane
Norfenchane
Norbornylane
camphenilane
Norbornane,98%
NORBORNANE 98%
8,9,10-trinorbornane
BICYCLO[2.2.1]HEPTANE
1,4-Endomethylenecyclohexane
Cyclohexane, 1,4-endo-methylene- | [EINECS(EC#)]
205-996-2 | [Molecular Formula]
C7H12 | [MDL Number]
MFCD00074822 | [MOL File]
279-23-2.mol | [Molecular Weight]
96.17 |
| Chemical Properties | Back Directory | [Melting point ]
85-88 °C(lit.)
| [Boiling point ]
106 °C | [density ]
0.914±0.06 g/cm3 (20 ºC 760 Torr) | [refractive index ]
1.4770 (estimate) | [Fp ]
-0.2±11.7℃ | [storage temp. ]
2-8°C | [solubility ]
soluble in Acetone | [form ]
powder to crystal | [color ]
White to Almost white | [Specific Heat Capacity]
Cp(crystal):1.57014J/(g·K),at 25℃ | [InChI]
1S/C7H12/c1-2-7-4-3-6(1)5-7/h6-7H,1-5H2/t6-,7+ | [InChIKey]
UMRZSTCPUPJPOJ-KNVOCYPGSA-N | [SMILES]
C1C[C@@H]2CC[C@H]1C2 | [EPA Substance Registry System]
Bicyclo[2.2.1]heptane (279-23-2) |
| Hazard Information | Back Directory | [Definition]
ChEBI: A cyclic hydrocarbon consisting of cyclohexane with a methylene bridge linking positions 1 and 4. | [Description]
Norbornane (also known as bicyclo[2.2.1]heptane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a methylene bridge in the 1,4- position, and is a bridged bicyclic compound. The compound is a prototype of a class of strained bicyclic hydrocarbons. | [Chemical Properties]
Norbornane, also known as bicyclo[2.2.1]heptane or norbornane, is a saturated bridged ring compound with the chemical formula C7H12. It is a crystalline compound with a melting point of 88°C. It is composed of a cyclohexane backbone connected to a methylene group at the 1,4 positions. Norbornane is the parent compound of various terpenoids, such as camphor and anise. It can be prepared by catalytic hydrogenation of the related compounds norbornene and norbornadiene. The norbornyl carbocation (C7H11+) is an intriguing nonclassical carbocation. | [Preparation]
Norbornane is obtained by adding ethylene to cyclopentadiene under heat and pressure and then hydrogenating. | [References]
[1] G BUCHBAUER C C S Esterer. [Norbornane compounds in pharmaceutical research].[J]. Pharmazie, 1983, 38 3: 151-169.
[2] CAIFENG LI. Norbornene in Organic Synthesis[J]. Synthesis-Stuttgart, 2018, 15 1: 2799-2823. DOI:10.1055/s-0037-1610143.
[3] KUMAR S, ABDULHAMID M A, WONANKE A D D, et al. Norbornane-based covalent organic frameworks for gas separation?[J]. Nanoscale, 2022, 6: 2475-2481. DOI:10.1039/D1NR07593D. |
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