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111279

Sigma-Aldrich

4-Penten-1-ol

99%

Synonym(s):

2-Allylethyl alcohol

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About This Item

Linear Formula:
CH2=CH(CH2)3OH
CAS Number:
821-09-0
Molecular Weight:
86.13
Beilstein:
1560163
EC Number:
212-473-2
MDL number:
MFCD00002975
UNSPSC Code:
12352100
eCl@ss:
39020310
PubChem Substance ID:
24847020
NACRES:
NA.22
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Assay

99%

refractive index

n20/D 1.429 (lit.)

bp

134-137 °C (lit.)

density

0.834 g/mL at 25 °C (lit.)

functional group

allyl
hydroxyl

SMILES string

OCCCC=C

InChI

1S/C5H10O/c1-2-3-4-5-6/h2,6H,1,3-5H2

InChI key

LQAVWYMTUMSFBE-UHFFFAOYSA-N

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General description

4-penten-1-ol forms ester bond at the C terminus of the linear peptide in solution with HATU as coupling agent[1].

Application

4-Penten-1-ol can be used as a reactant to prepare sulfamate ester by reacting with chlorosulfonyl isocycanate (142662).The derived ester undergoes an enantioselective intramolecular azridination reaction in the presence of Cu catalyst.[2] 4-Penten-1-ol can also be used to study the epoxidation of olefins with oxo-diperoxo tungstate(VI) complex as catalyst and bicarbonate as co-catalyst.[3]

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

118.4 °F - closed cup

Flash Point(C)

48 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB8837
BCBT5186
BCBT3939
BCBP4653V
BCBH1534V

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Highly efficient epoxidation method of olefins with hydrogen peroxide as terminal oxidant, bicarbonate as a co-catalyst and oxodiperoxo molybdenum(VI) complex as catalyst.
Maiti SK, et al.
New. J. Chem., 30(3), 479-489 (2006)
Enantioselective Intramolecular Copper-Catalyzed Aziridination of Sulfamates
Audrey Esteoule.et al.
Synthesis, 1251-1251 (2007)
Marina D Rvovic et al.
Journal of molecular modeling, 17(6), 1251-1257 (2010-08-17)
The mechanism of phenylselenoetherification of pent-4-en-1-ol using some bases (pyridine, triethylamine, quinoline, 2,2'-bipyridine) as catalyst was examined through studies of kinetics of the cyclization, by UV-VIS spectrophotometry. It was demonstrated that the intramolecular cyclization is facilitated in the presence of
Stefania Terracciano et al.
Bioorganic & medicinal chemistry, 16(13), 6580-6588 (2008-05-30)
In the recent years, we focused our attention on the cyclodepsipeptide Jaspamide 1, an interesting marine metabolite, possessing a potent inhibitory activity against breast and prostate cancer, as a consequence of its ability to disrupt actin cytoskeleton dynamics. Although its

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    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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