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14300-33-5 - Dicyclopropylmethanol, 97% - Dicyclopropyl carbinol - L01816 - Alfa Aesar

L01816 Dicyclopropylmethanol, 97%

CAS Number
14300-33-5
Synonyms
Dicyclopropyl carbinol

Size Price ($) Quantity Availability
1g 32.60
5g 113.00
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Dicyclopropylmethanol, 97%

MDL
MFCD00019249
EINECS
238-236-3

Chemical Properties

Formula
C7H12O
Formula Weight
112.17
Boiling Point
99-100°/12mm
Flash Point
>110°(230°F)
Refractive Index
1.4650
Solubility
Sparingly soluble in water.

Applications

Dicyclopropylmethanol is used as protecting group reagent for carboxylic acids; the formed esters are very mildly and selectively cleaved.

Notes

Store at 2-8°C. Incompatible with oxidizing agents.

Literature References

Esters of this alcohol undergo extremely rapid solvolysis under mildly acidic conditions such as 1% TFA in dichloromethane. This is due to the effective stabilization of a cation ɑAlpha/D to the cyclopropyl group. Carpino has shown that the dicyclopropylmethyl (Dcpm) group is therefore a potentially very useful, low molecular weight protecting group for the carboxyl function, particularly in peptide synthesis; selective removal in the presence of such acid-sensitive groups as t-butyl, N-Trt, etc. can be achieved: J. Org. Chem., 60, 7718 (1995). See Appendix 6.

Other References

Beilstein
2203215
Harmonized Tariff Code
2906.19
TSCA
No

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