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P8025

Sigma-Aldrich

3-Pentanol

98%

Synonym(s):

sec-inact.-Pentyl alcohol, Diethyl carbinol

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About This Item

Linear Formula:
(C2H5)2CHOH
CAS Number:
584-02-1
Molecular Weight:
88.15
Beilstein:
1730964
EC Number:
209-526-7
MDL number:
MFCD00004574
UNSPSC Code:
12352100
PubChem Substance ID:
24898902
NACRES:
NA.22

Quality Level

200

Assay

98%

autoignition temp.

815 °F

refractive index

n20/D 1.410 (lit.)

bp

114-115 °C/749 mmHg (lit.)

density

0.815 g/mL at 25 °C (lit.)

SMILES string

CCC(O)CC

InChI

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

InChI key

AQIXEPGDORPWBJ-UHFFFAOYSA-N

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Application

3-Pentanol can be used as:
  • A starting material for the preparation of liquid crystals, 1-ethylpropyl (R)-2-[4-(4′-alkoxybiphenylcarbonyloxy)-phenoxy]propionates by reacting with chiral (S)-lactic acid.
  • Solvent/reductant in the catalytic deoxydehydration reaction of C4−C6 sugar alcohols into linear polyene using methyltrioxorhenium as a catalyst.
  • A reactant for the synthesis of 3-(4-bromophenyloxy)pentane by reacting with 4-bromophenol via base-catalyzed Mitsunobu reaction.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H302,H315,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL1689
STBL1476
STBL1240
STBK4955
STBJ7766

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Base catalyzed Mitsunobu reactions as a tool for the synthesis of aryl sec-alkyl ethers
Manivel P, et al.
Tetrahedron Letters, 48(15), 2701-2705 (2007)
Synthesis and mesomorphic properties of chiral liquid crystals derived from (S)-lactic acid with 3-pentanol
Wu S-L and Lin C-Y
Liq. Cryst., 29(12), 1575-1580 (2002)
Deoxygenation of biomass-derived feedstocks: oxorhenium-catalyzed deoxydehydration of sugars and sugar alcohols.
Mika Shiramizu et al.
Angewandte Chemie (International ed. in English), 51(32), 8082-8086 (2012-07-06)
Alfonso Pérez-Garrido et al.
Bioorganic & medicinal chemistry, 17(2), 896-904 (2008-12-06)
This paper reports a QSAR study for predicting the complexation of a large and heterogeneous variety of substances (233 organic compounds) with beta-cyclodextrins (beta-CDs). Several different theoretical molecular descriptors, calculated solely from the molecular structure of the compounds under investigation

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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