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:
Assay:
≥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%
Quality Level
bp
123-124 °C/738 mmHg (lit.)
density
0.89 g/mL at 25 °C (lit.)
functional group
hydroxyl
Related Categories
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
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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The microwave spectrum, dipole moment, and structure of cyclopropyl carbinol.
Bhaumik A, et al.
Canadian Journal of Chemistry, 48(19) , 2949-2954 (1970)
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)
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
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