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P50803

Sigma-Aldrich

Propargyl alcohol

99%

Sinônimo(s):
2-Propyn-1-ol
Fórmula linear:
HC≡CCH2OH
Número CAS:
Peso molecular:
56.06
Beilstein:
506003
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

100

densidade de vapor

1.93 (vs air)

pressão de vapor

11.6 mmHg ( 20 °C)

teor

99%

índice de refração

n20/D 1.432 (lit.)

pb

114-115 °C (lit.)

pf

−53 °C (lit.)

densidade

0.963 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

SMILES string

OCC#C

InChI

1S/C3H4O/c1-2-3-4/h1,4H,3H2

InChI key

TVDSBUOJIPERQY-UHFFFAOYSA-N

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Aplicação

Propargyl alcohol has been used as a key starting material in the [4+2] cycloisomerization mediated synthesis of various phthalide derivatives.
It can also be used to synthesize:
  • A variety of regioselective furan-3-carboxamides by reacting with 3-oxo amides using Ag2CO3 as a promoter.
  • β-oxopropyl esters by reacting with carboxylic acids in the presence of (arene) (phosphine)ruthenium(II) complex as a catalyst.

Embalagem

1 L in glass bottle
100, 500 mL in glass bottle

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT RE 2

Código de classe de armazenamento

3 - Flammable liquids

WGK

WGK 3

Ponto de fulgor (ºF)

91.4 °F - closed cup

Ponto de fulgor (ºC)

33 °C - closed cup

Equipamento de proteção individual

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

Certificado de análise

Certificado de origem

Hua-Dong Xu et al.
Organic letters, 15(4), 840-843 (2013-01-30)
Cross-dimerization of terminal arylacetylenes and terminal propargylic alcohols/amides has been achieved in the presence of a rhodium catalyst. This method features high chemo- and regioselectivities rendering convenient and atom economical access to functionalized enynes.
Lu Wang et al.
Organic letters, 14(23), 5848-5851 (2012-11-14)
A straightforward synthesis of fully substituted β-carbolines via Brønsted acid promoted cyclizations of α-indolyl propargylic alcohols with nitrones is described. The use of nitrones bearing alkenyl or electron-rich aryl groups as the R(4) substituent dramatically switches the reaction pathway to
Ming Chen et al.
Journal of the American Chemical Society, 134(26), 10947-10952 (2012-06-27)
Chiral Brønsted acid catalyzed asymmetric allenylboration reactions are described. Under optimized conditions, anti-homopropargyl alcohols 2 are obtained in high yields with excellent diastereo- and enantioselectivities from stereochemically matched aldehyde allenylboration reactions with (M)-1 catalyzed by the chiral phosphoric acid (S)-4.
Daniel F Earley et al.
Molecules (Basel, Switzerland), 26(3) (2021-02-06)
89Zr-radiolabelled proteins functionalised with desferrioxamine B are a cornerstone of diagnostic positron emission tomography. In the clinical setting, 89Zr-labelled proteins are produced manually. Here, we explore the potential of using a microfluidic photochemical flow reactor to prepare 89Zr-radiolabelled proteins. The
Silver (i)/base-promoted propargyl alcohol-controlled regio-or stereoselective synthesis of furan-3-carboxamides and (Z)-enaminones.
Sultana S, et al.
Organic & Biomolecular Chemistry, 16(36), 6749-6759 (2018)

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