Chemistry:Exo-Norborneol

exo-Norborneol

Names
Preferred IUPAC name rel-(1R,2R,4S)-Bicyclo[2.2.1]heptan-2-ol
Identifiers
CAS Number	497-37-0 Y
3D model (JSmol)	(2R): Interactive image (2S): Interactive image
ChemSpider	9030708 (2R) 9215827 (2S)
PubChem CID	10855417 (2R) 11040657 (2S)
UNII	V367XM6FYD Y
InChI InChI=1/C7H12O/c8-7-4-5-1-2-6(7)3-5/h5-8H,1-4H2/t5-,6+,7+/s2 Key: ZQTYQMYDIHMKQB-YUZWJPFSNA-N (2R): InChI=1S/C7H12O/c8-7-4-5-1-2-6(7)3-5/h5-8H,1-4H2/t5-,6+,7+/m0/s1 Key: ZQTYQMYDIHMKQB-VQVTYTSYSA-N (2S): InChI=1S/C7H12O/c8-7-4-5-1-2-6(7)3-5/h5-8H,1-4H2/t5-,6+,7+/m1/s1 Key: ZQTYQMYDIHMKQB-RRKCRQDMSA-N
SMILES (2R): O[C@@H]1C[C@@H]2C[C@H]1CC2 (2S): O[C@H]1C[C@H]2C[C@@H]1CC2
Properties
Chemical formula	C7H12O
Molar mass	112.172 g·mol−1
Melting point	124 to 126 °C (255 to 259 °F; 397 to 399 K)
Boiling point	176 to 177 °C (349 to 351 °F; 449 to 450 K)
Hazards
Safety data sheet	Fisher MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

exo-Norborneol is an alcohol containing the norbornane skeleton. Commercially available, this colorless compound may be prepared by the reaction of norbornene with formic acid, followed by hydrolysis of the resultant exo-norbornyl formate.

See also

• Endo-Norborneol

Further reading

• Reaction of organic compounds under high temperature – dilute acid (HTDA) conditions. III. The perdeuteration of bicyclo[2.2.1]heptanes PDF
• Stille, J. K.; Sonnenberg, Fred M. (1966). "The Reaction of endo- and exo-2-Norborneol with Thionyl Chloride". Journal of the American Chemical Society 88 (21): 4915. doi:10.1021/ja00973a027.