Identification | More | [Name]
Cyclopropyl carbinol | [CAS]
2516-33-8 | [Synonyms]
CP-CARBINOL CPC-OL CPMO CYCLOPROPANEMETHANOL CYCLOPROPYL CARBINOL CYCLOPROPYLMETHANOL CYCLPOPROPANEMETHANOL (HYDROXYMETHYL)CYCLOPROPANE RARECHEM AK ML 0580 Cyclopropanemethyl alcohol cyclopropanemethylalcohol Cyclopropylcarbinyl alcohol cyclopropylcarbinylalcohol Cyclopropylmethyl alcohol cyclopropylmethylalcohol Cyclopropyl carbinol~Cyclopropylmethanol~(Hydroxymethyl)cyclopropane CYCLOPROPYLMETHANOL, 99.5+% Hydroxymethylcydopropane (Hydroxymethyl)cyclopropane, CPMO, Cyclopropyl carbinol, Cyclopropylmethanol Cyclopropane-1-methanol | [EINECS(EC#)]
219-735-5 | [Molecular Formula]
C4H8O | [MDL Number]
MFCD00001309 | [Molecular Weight]
72.11 | [MOL File]
2516-33-8.mol |
Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS LIQUID | [Melting point ]
-60 °C
| [Boiling point ]
123-124 °C738 mm Hg(lit.)
| [density ]
0.89 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.431(lit.)
| [Fp ]
95 °F
| [storage temp. ]
Flammables area | [solubility ]
Chloroform, Ethyl Acetate | [form ]
Liquid | [pka]
15.10±0.10(Predicted) | [color ]
Clear colorless | [Specific Gravity]
0.890 | [Water Solubility ]
miscible | [BRN ]
1846846 | [InChIKey]
GUDMZGLFZNLYEY-UHFFFAOYSA-N | [CAS DataBase Reference]
2516-33-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Cyclopropyl carbinol(2516-33-8) | [EPA Substance Registry System]
2516-33-8(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi,C,F | [Risk Statements ]
R10:Flammable. R22:Harmful if swallowed. R36:Irritating to the eyes. R34:Causes burns. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 1987 3/PG 3
| [WGK Germany ]
1
| [RTECS ]
GZ2212250
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29061990 |
Questions And Answer | Back Directory | [Description]
Cyclopropyl carbinol (also known as Cyclopropanemethanol) is an anaesthetic. Cyclopropyl Carbinol is used as an intermediate for pharmaceuticals, agrochemical, and other organic synthesis such as for the applications for electronics chemicals, polymer additives, coatings, adhesives, surfactants, and other applications3. It can also be used for the preparation of cyclopropanecarbaldehyde, cyclopropylmethylsulfonate and dibenzyl cyclopropylmethyl phosphate1. It is also quite useful to for stereoselective synthesis of cycloalkene-fused butyrolactones via cyclopropylcarbinol solvolysis.
| [Referrence]
Marshall, James A., and R. H. Ellison. "Stereoselective synthesis of cycloalkene-fused butyrolactones via cyclopropylcarbinol solvolysis." Journal of Organic Chemistry 40.14(1975):2070-2073.
|
Hazard Information | Back Directory | [Chemical Properties]
Clear colorless liquid | [Uses]
Cyclopropylmethanol used to increase selectivity of pyridyl-cinnoline phosphodiesterase 10A, inhibitors against phosphodiesterase 3 (PDE3). Also used in the synthesis of benzodiazapin-2-ones | [Preparation]
The preparation of Cyclopropyl carbinol is as follows:A 1L three-necked flask was charged with 100 g (1mol) of methyl cyclopropanoate. 57g (1.5mol) of sodium borohydride, 500 mL of methanol, and then cooled to 2°C, 66.67g (0.5mol) of aluminum trichloride was added in batches and reacted overnight. The reaction was quenched by the addition of a saturated aqueous solution of ammonium chloride, filtered, and the filtrate was concentrated and evaporated. The product was collected in a yield of 53.49g, a yield of 74.3%.
| [General Description]
Cyclopropanemethanol (Cyclopropyl carbinol, CPMO), a cycloalkanemethanol, is an anaesthetic. The coupling reaction of cyclopropanemethanol with alkynes to form substituted allylic alcohols has been reported. The microwave spectrum of CPMO has been recorded. Its rotational constants and dipole moment have been determined. |
|
|