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Merck
CN

482099

Cyclopropanemethanol

≥99.5%

Synonym(s):

(Hydroxymethyl)cyclopropane, CPMO, Cyclopropyl carbinol, Cyclopropylmethanol

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About This Item

Linear Formula:
C3H5CH2OH
CAS Number:
Molecular Weight:
72.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-735-5
Beilstein/REAXYS Number:
1846846
MDL number:
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Product Name

Cyclopropanemethanol, ≥99.5%

InChI key

GUDMZGLFZNLYEY-UHFFFAOYSA-N

InChI

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

SMILES string

OCC1CC1

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.)

functional group

hydroxyl

Quality Level

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Application

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

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.

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

危险化学品
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Surbhi Soni et al.
Chirality, 30(1), 85-94 (2017-10-25)
A profoundly time-efficient chemoenzymatic method for the synthesis of (S)-3-(4-chlorophenoxy)propan-1,2-diol and (S)-1-chloro-3-(2,5-dichlorophenoxy)propan-2-ol, two important pharmaceutical intermediates, was successfully developed using Pseudomonas fluorescens lipase (PFL). Kinetic resolution was successfully achieved using vinyl acetate as acylating agent, toluene/hexane as solvent, and reaction
D E Raines et al.
Anesthesiology, 78(5), 918-927 (1993-05-01)
N-alkanols containing up to 12 carbons are anesthetic; however, those with more than 12 carbons are not. This phenomenon has been termed cutoff. Lipid disordering theories of anesthesia suggest that cutoff occurs because the alkyl chains of long-chain alcohols approach
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)
Cyclopropylmethyl dihydrogen phosphate. Preparation and use in the phosphorylation of nucleosides.
Schoffstall AM.
The Journal of Organic Chemistry, 40(23), 3444-3445 (1975)
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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