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B103209

Sigma-Aldrich

2-Butyne-1,4-diol

99%

Sinônimo(s):

1,4-Butynediol, 1,4-Dihydroxy-2-butyne, 2-Butynediol, Bis(hydroxymethyl)acetylene

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About This Item

Fórmula linear:
HOCH2C≡CCH2OH
Número CAS:
110-65-6
Peso molecular:
86.09
Beilstein:
1071237
Número CE:
203-788-6
Número MDL:
MFCD00002915
Código UNSPSC:
12352100
ID de substância PubChem:
24891548
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

pressão de vapor

<0.1 mmHg ( 55 °C)

Nível de qualidade

200

Ensaio

99%

Formulário

crystals

p.e.

238 °C (lit.)

pf

53-58 °C (lit.)

cadeia de caracteres SMILES

OCC#CCO

InChI

1S/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2

chave InChI

DLDJFQGPPSQZKI-UHFFFAOYSA-N

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Aplicação

2-Butyne-1,4-diol is extensively used in the cycloaddition reactions such as the homologation method for the preparation of substituted acenes,[1] rhodium and iridium-catalyzed [2+ 2+ 2] inter and intramolecular cyclotrimerization.[2][3] It can also be used in the total synthesis of (−)-isolaurallene[4], (−)-amphidinolide P[5] and bistramide A.[6]

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 2

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

305.6 °F - closed cup

Ponto de fulgor (°C)

152 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análise (COA)

Lot/Batch Number
STBL3568
STBL2790
STBK9648
STBK4798
STBK2116

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2-Butyn-1-ol 98%

Sigma-Aldrich

244341

2-Butyn-1-ol

A highly efficient and flexible synthesis of substituted carbazoles by rhodium?catalyzed inter?and intramolecular alkyne cyclotrimerizations.
Witulski B and Alayrac C
Angewandte Chemie (International Edition in English), 114(17), 3415-3418 (2002)
Total synthesis of (?)-amphidinolide P.
Williams D R, et al.
Organic Letters, 2(7), 945-948 (2000)
Asymmetric total synthesis of (?)-isolaurallene.
Crimmins M T and Emmitte K A
Journal of the American Chemical Society, 123(7), 1533-1534 (2001)
Synthesis of silafluorenes by iridium-catalyzed [2+ 2+ 2] cycloaddition of silicon-bridged diynes with alkynes.
Matsuda T, et al.
Organic Letters, 9(1), 133-136 (2007)
Homologation method for preparation of substituted pentacenes and naphthacenes.
Takahashi T, et al.
The Journal of Organic Chemistry, 71(21), 7967-7977 (2006)
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Questions

1–2 of 2 Questions  

  1. 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

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  2. 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

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