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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:
6032-29-7
Molecular Weight:
88.15
Beilstein:
1718819
EC Number:
227-907-6
MDL number:
MFCD00004579
UNSPSC Code:
12352100
PubChem Substance ID:
24898901
NACRES:
NA.22

vapor density

3 (vs air)

Quality Level

100

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.
  • A reagent in one-pot synthesis of brominated derivatives of 1,3-dioxolane.
  • A solvent for the synthesis of organic molecules such as 2, 4-diaminopyrimidines and 4-aza-podophyllotoxins.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H332,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

93.2 °F

Flash Point(C)

34 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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
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Protocols

GC Analysis of Alcohols on PAG

-Butanol; 2-Methyl-2-butanol; 2-Methyl-1-butanol; 3-Pentanol; 1-Butanol; 2-Methyl-1-propanol; 2-Pentanol, 98%; 3-Methyl-1-butanol; 1-Propanol

GC Analysis of Fermentation Compounds on a Packed Column (6.6% Carbowax® 20M on 80/120 Carbopack™ B AW)

Separation of Acetone; Acetic acid; Propionic acid; Ethyl butyrate; Ethanol; Isoamyl acetate; Isobutyric acid; 3-Methyl-2-butanol; Methyl acetate; 1-Propanol; Acetal, ≥98%, FG; 2-Methyl-1-pentanol; Butyl acetate; Ethyl propionate; 3-Pentanol; 2-Pentanol, 98%; Ethyl isobutyrate; Isobutyl acetate; Acetaldehyde; Furfural; Butyric acid; Methanol; Ethyl acetate

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