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482099

Sigma-Aldrich

Cyclopropanemethanol

≥99.5%

Sinonimo/i:

(Hydroxymethyl)cyclopropane, CPMO, Cyclopropyl carbinol, Cyclopropylmethanol

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About This Item

Formula condensata:
C3H5CH2OH
Numero CAS:
Peso molecolare:
72.11
Beilstein:
1846846
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Saggio

≥99.5%

Indice di rifrazione

n20/D 1.431 (lit.)

P. eboll.

123-124 °C/738 mmHg (lit.)

Densità

0.89 g/mL at 25 °C (lit.)

Stringa SMILE

OCC1CC1

InChI

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

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Descrizione generale

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.

Applicazioni

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

Pittogrammi

Flame

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Flam. Liq. 3

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

95.0 °F - closed cup

Punto d’infiammabilità (°C)

35 °C - closed cup

Dispositivi di protezione individuale

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)
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
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)

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