Bicyclo(2.2.1)heptane-2-carbonitrile

Bicyclo[2.2.1]heptane-2-carbonitrile
Names
	IUPAC name Bicyclo[2.2.1]heptane-2-carbonitrile
	Other names 2-Norbornanecarbonitrile
Identifiers
CAS Number	2234-26-6 ; 3211-87-8 (endo) ; 3211-90-3 (exo) ;
3D model (JSmol)	Interactive image;
ChemSpider	92361;
ECHA InfoCard	100.017.076
PubChem CID	102231;
UNII	57U33ASF4X ;
CompTox Dashboard (EPA)	DTXSID90870431 DTXSID20870949, DTXSID90870431 ;
	InChI InChI=1S/C8H11N/c9-5-8-4-6-1-2-7(8)3-6/h6-8H,1-4H2 Key: GAHKEUUHTHVKEA-UHFFFAOYSA-N; InChI=1/C8H11N/c9-5-8-4-6-1-2-7(8)3-6/h6-8H,1-4H2 Key: GAHKEUUHTHVKEA-UHFFFAOYAS;
	SMILES N#CC2CC1CCC2C1;
Properties
Chemical formula	C8H11N
Molar mass	121.183 g·mol−1
Melting point	43 to 45 °C (109 to 113 °F; 316 to 318 K) 10 mmHg
Boiling point	73 to 75 °C (163 to 167 °F; 346 to 348 K)10 mmHg
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bicyclo[2.2.1]heptane-2-carbonitrile is an organic compound with the formula C₇H₁₁CN. Two diastereomers exist, each of which is chiral.^[2] All are colorless solids. The mixture can be prepared by hydrocyanation of norbornene.^[3]

References

^ ^a ^b 2-Norbornanecarbonitrile at Sigma-Aldrich
^ Wilder, Pelham; Knight, David B. (1965). "Equilibrium and Isomerization in Bicyclic Nitriles¹". The Journal of Organic Chemistry. 30 (9): 3078–3081. doi:10.1021/jo01020a046.
^ Nemoto, Koji; Nagafuchi, Tsuyoshi; Tominaga, Ken-Ichi; Sato, Kazuhiko (2016). "Efficient nickel-catalyzed hydrocyanation of alkenes using acetone cyanohydrin as a safer cyano source". Tetrahedron Letters. 57 (29): 3199–3203. doi:10.1016/j.tetlet.2016.06.036.

[Aldrich-1] 2-Norbornanecarbonitrile at Sigma-Aldrich

[2] Wilder, Pelham; Knight, David B. (1965). "Equilibrium and Isomerization in Bicyclic Nitriles¹". The Journal of Organic Chemistry. 30 (9): 3078–3081. doi:10.1021/jo01020a046.

[3] Nemoto, Koji; Nagafuchi, Tsuyoshi; Tominaga, Ken-Ichi; Sato, Kazuhiko (2016). "Efficient nickel-catalyzed hydrocyanation of alkenes using acetone cyanohydrin as a safer cyano source". Tetrahedron Letters. 57 (29): 3199–3203. doi:10.1016/j.tetlet.2016.06.036.

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[2]

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