Pular para o conteúdo
Merck
Todas as fotos(4)

Documentos Principais

Visualizar Toda a Documentação

P50803

Sigma-Aldrich

Propargyl alcohol

99%

Sinônimo(s):

2-Propyn-1-ol

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(4)

About This Item

Fórmula linear:
HC≡CCH2OH
Número CAS:
107-19-7
Peso molecular:
56.06
Beilstein:
506003
Número CE:
203-471-2
Número MDL:
MFCD00002912
Código UNSPSC:
12352100
ID de substância PubChem:
24898591
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

densidade de vapor

1.93 (vs air)

Nível de qualidade

100

pressão de vapor

11.6 mmHg ( 20 °C)

Ensaio

99%

índice de refração

n20/D 1.432 (lit.)

p.e.

114-115 °C (lit.)

pf

−53 °C (lit.)

densidade

0.963 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

OCC#C

InChI

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

chave InChI

TVDSBUOJIPERQY-UHFFFAOYSA-N

Procurando produtos similares? Visita Guia de comparação de produtos

Categorias relacionadas

Aplicação

Propargyl alcohol has been used as a key starting material in the [4+2] cycloisomerization mediated synthesis of various phthalide derivatives.[1]
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.[2]
  • β-oxopropyl esters by reacting with carboxylic acids in the presence of (arene) (phosphine)ruthenium(II) complex as a catalyst.[3]

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Liver,Kidney

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

91.4 °F - closed cup

Ponto de fulgor (°C)

33 °C - closed cup

Equipamento de proteção individual

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

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
MKCV4676
STBJ7484
MKCL0759
STBJ2764
STBJ0314

Não está vendo a versão correta?

Se precisar de uma versão específica, você pode procurar um certificado específico pelo número do lote ou da remessa.

Pesquise por COA

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Os clientes também visualizaram

Slide 1 of 9

1 of 9

5-Hexyn-1-ol 96%

Sigma-Aldrich

302015

5-Hexyn-1-ol

Methyl propargyl ether ≥97%

Sigma-Aldrich

177199

Methyl propargyl ether

Propargyl benzoate 98%

Sigma-Aldrich

543985

Propargyl benzoate

Glycidyl propargyl ether technical, ≥90% (GC)

Sigma-Aldrich

50062

Glycidyl propargyl ether

Propargyl p-toluenesulfonate ≥97.0% (GC)

Sigma-Aldrich

09954

Propargyl p-toluenesulfonate

2-Methyl-3-butyn-2-ol 98%

Sigma-Aldrich

129763

2-Methyl-3-butyn-2-ol

3-Phenyl-2-propyn-1-ol 96%

Sigma-Aldrich

589306

3-Phenyl-2-propyn-1-ol

1,1-Diphenyl-2-propyn-1-ol 99%

Sigma-Aldrich

477443

1,1-Diphenyl-2-propyn-1-ol

Propargyl bromide solution purum, ~80% in toluene

Sigma-Aldrich

81831

Propargyl bromide solution

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.
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
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.
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.
Exibir todos os documentos relacionados

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica