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Merck

P50803

Sigma-Aldrich

Propargyl alcohol

99%

Sinónimos:

2-Propyn-1-ol

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About This Item

Fórmula lineal:
HC≡CCH2OH
Número de CAS:
Peso molecular:
56.06
Beilstein:
506003
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

densidad de vapor

1.93 (vs air)

Nivel de calidad

presión de vapor

11.6 mmHg ( 20 °C)

Análisis

99%

índice de refracción

n20/D 1.432 (lit.)

bp

114-115 °C (lit.)

mp

−53 °C (lit.)

densidad

0.963 g/mL at 25 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

OCC#C

InChI

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

Clave InChI

TVDSBUOJIPERQY-UHFFFAOYSA-N

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Aplicación

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.

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Liver,Kidney

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

91.4 °F - closed cup

Punto de inflamabilidad (°C)

33 °C - closed cup

Equipo de protección personal

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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A Stephen K Hashmi et al.
The Journal of organic chemistry, 77(17), 7761-7767 (2012-08-11)
The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.
Jin Kyoon Park et al.
Organic letters, 14(18), 4790-4793 (2012-09-06)
The catalytic regioselective hydroboration of propargylic alcohols and ethers was investigated using NHC-CuCl. We observe that different NHC-CuCl complexes catalyze hydroborations of propargylic substrates with opposite regioselectivity. A 6-NHC-CuCl complex provides α-selectivity whereas β-selectivity is achieved using a 5-NHC-CuCl complex.
Guangyan Zhang et al.
Polymers, 11(2) (2019-04-10)
The temperature responsive PEGylated polyaspartamide derivative, denoted as mPEG-PAAHP, was synthesized by the click reaction. FTIR and ¹H NMR were adopted to characterize and confirm the chemical structures of the obtained mPEG-PAAHPs. The temperature responsive behavior investigated by transmittance and
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.
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

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