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P8017

Sigma-Aldrich

2-Pentanol

98%

Synonym(s):

(±)-2-Pentanol, sec-amyl alcohol, sec-Pentyl alcohol, Methyl propyl carbinol

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About This Item

Linear Formula:
CH3CH2CH2CH(OH)CH3
CAS Number:
Molecular Weight:
88.15
Beilstein:
1718819
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor density

3 (vs air)

Quality Level

Assay

98%

autoignition temp.

649 °F

expl. lim.

9 %

refractive index

n20/D 1.406 (lit.)

bp

118-119 °C (lit.)

density

0.812 g/mL at 25 °C (lit.)

SMILES string

CCCC(C)O

InChI

1S/C5H12O/c1-3-4-5(2)6/h5-6H,3-4H2,1-2H3

InChI key

JYVLIDXNZAXMDK-UHFFFAOYSA-N

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Application

2-Pentanol is a secondary alcohol that can be used as:
  • A hydrogen donor in the synthesis of methyl furan via catalytic transfer hydrogenation of furfural over a ruthenium/ruthenium oxide/carbon catalyst.[1]
  • A reagent in one-pot synthesis of brominated derivatives of 1,3-dioxolane.[2]
  • A solvent for the synthesis of organic molecules such as 2, 4-diaminopyrimidines[3] and 4-aza-podophyllotoxins.[4]

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

93.2 °F - closed cup

Flash Point(C)

34 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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One-pot synthesis of ?-bromoacetals of ketones from secondary alcohols and 1, 3-dibromo-5, 5-dimethylhydantoin (DBDMH) in ethylene glycol.
Han B, et al.
Synthetic Communications, 47(24), 2387-2394 (2017)
Multicomponent assembly of 4-aza-podophyllotoxins: a fast entry to highly selective and potent anti-leukemic agents.
Jeedimalla N, et al.
European Journal of Medicinal Chemistry, 106, 167-179 (2015)
Structure-based design and synthesis of 2, 4-diaminopyrimidines as EGFR L858R/T790M selective inhibitors for NSCLC.
Chen L, et al.
European Journal of Medicinal Chemistry, 140, 510-527 (2017)
Effect of hydrogen donor on liquid phase catalytic transfer hydrogenation of furfural over a Ru/RuO2/C catalyst.
Panagiotopoulou P, et al.
J. Mol. Catal. A: Chem., 392, 223-228 (2014)
Xiao-Hong Chen et al.
PloS one, 9(4), e94543-e94543 (2014-04-18)
A novel carbonyl reductase (AcCR) catalyzing the asymmetric reduction of ketones to enantiopure alcohols with anti-Prelog stereoselectivity was found in Acetobacter sp. CCTCC M209061 and enriched 27.5-fold with an overall yield of 0.4% by purification. The enzyme showed a homotetrameric

Questions

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  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

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  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

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