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482099

Sigma-Aldrich

Cyclopropanemethanol

≥99.5%

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Synonym(s):
(Hydroxymethyl)cyclopropane, CPMO, Cyclopropyl carbinol, Cyclopropylmethanol
Linear Formula:
C3H5CH2OH
CAS Number:
Molecular Weight:
72.11
Beilstein/REAXYS Number:
1846846
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.5%

refractive index

n20/D 1.431 (lit.)

bp

123-124 °C/738 mmHg (lit.)

density

0.89 g/mL at 25 °C (lit.)

SMILES string

OCC1CC1

InChI

1S/C4H8O/c5-3-4-1-2-4/h4-5H,1-3H2

InChI key

GUDMZGLFZNLYEY-UHFFFAOYSA-N

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1 of 4

This Item
B1334675970196665
Cyclopropanemethanol ≥99.5%

482099

Cyclopropanemethanol

Benzaldehyde ReagentPlus®, ≥99%

B1334

Benzaldehyde

Cyclopentyl methyl ether contains 50 ppm BHT as inhibitor, anhydrous, ≥99.9%

675970

Cyclopentyl methyl ether

3-Fluoropyridine 99%

196665

3-Fluoropyridine

refractive index

n20/D 1.431 (lit.)

refractive index

n20/D 1.545 (lit.)

refractive index

-

refractive index

n20/D 1.472 (lit.)

bp

123-124 °C/738 mmHg (lit.)

bp

178-179 °C (lit.)

bp

106 °C/760 mmHg

bp

107-108 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

density

1.044 g/cm3 at 20 °C (lit.)

density

0.86 g/mL at 25 °C

density

1.13 g/mL at 25 °C (lit.)

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.

Application

Cyclopropanemethanol may be used in the preparation of:
  • cyclopropanecarbaldehyde
  • cyclopropylmethylsulfonate
  • dibenzyl cyclopropylmethyl phosphate

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

95.0 °F - closed cup

flash_point_c

35 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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The microwave spectrum, dipole moment, and structure of cyclopropyl carbinol.
Bhaumik A, et al.
Canadian Journal of Chemistry, 48(19) , 2949-2954 (1970)
The Effect of a Cyclopropyl Group on a Displacement Reaction at an Adjacent Saturated Carbon Atom. I. The Ethanolysis of Cyclopropylmethyl Benzenesulfonate1.
Bergstrom CG and Siegel S.
Journal of the American Chemical Society, 74(1), 145-151 (1952)
Cyclopropylmethyl dihydrogen phosphate. Preparation and use in the phosphorylation of nucleosides.
Schoffstall AM.
The Journal of Organic Chemistry, 40(23), 3444-3445 (1975)
Nickel-Catalyzed Redox-Economical Coupling of Alcohols and Alkynes to Form Allylic Alcohols.
Nakai K, et al.
Journal of the American Chemical Society, 136(22), 7797-7800 (2014)
Galvanic Deposition of Au on Paperlike Cu Fiber for High-Efficiency, Low-Temperature Gas-Phase Oxidation of Alcohols.
Zhao G, et al.
ChemCatChem, 3(10), 1629-1636 (2011)

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