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41474

Levulinic acid

analytical standard

Synonym(s):

4-Oxopentanoic acid, 4-Oxovaleric acid

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About This Item

Linear Formula:
CH3COCH2CH2COOH
CAS Number:
123-76-2
Molecular Weight:
116.12
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329756110
EC Number:
204-649-2
Beilstein/REAXYS Number:
506796
MDL number:
MFCD00002796
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grade

analytical standard

Quality Level

100

vapor pressure

1 mmHg ( 102 °C)

assay

≥97.5% (GC), 97.5-102.5% (T)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

245-246 °C (lit.)

mp

30-33 °C (lit.)

density

1.134 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

SMILES string

CC(=O)CCC(O)=O

InChI

1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)

InChI key

JOOXCMJARBKPKM-UHFFFAOYSA-N

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General description

Levulinic acid (LA), is a biogenic product of hexose acid hydrolysis, produced from renewable or bio-based resources. LA is reported to react with a variety of compounds to result in products, which are widely used in pharmaceuticals, personal care products, electronics, plasticizers, antifouling compounds, fuels, solvents, polymers, anti-freeze agents, batteries, coatings, biologically active materials, corrosion inhibitors, adsorbents, etc. LA is also employed as a chemical intermediate in the production of biodegradable polymers, fuel extenders, herbicides, flavors, antibiotics and useful 5-carbon compounds.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

Levulinic acid may be used as an analytical reference standard
for the quantification of the analyte in the following:
  • Soy sauce using liquid chromatography coupled to mass spectrometry (LC–MS).
  • Liquid food samples using gas chromatography with flame ionization detection (GC-FID).

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

wgk

WGK 2

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

Storage Class

11 - Combustible Solids

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2547
BCCM0909
BCCH7660
BCCG9126
BCCC1024

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A Review on the conversion of levulinic acid and its esters to various useful chemicals
Adeleye TA, et al.
AIChE Journal, 7(2), 165-165 (2019)
Determination of levulinic acid in soy sauce by liquid chromatography with mass spectrometric detection
Sano A, et al.
Food Chemistry, 105(3), 1242-1247 (2007)
Levulinic acid
Hachula B, et al.
Acta Crystallographica Section E, Structure Reports Online, 69(9) (2013)
A rapid gas chromatographic method for direct determination of short-chain (C2?C12. volatile organic acids in foods
Yang H-M and Choong M-Y
Food Chemistry, 75(1), 101-108 (2001)
F Monlau et al.
Bioresource technology, 187, 379-386 (2015-04-13)
The robust supramolecular structure of biomass often requires severe pretreatments conditions to produce soluble sugars. Nonetheless, these processes generate some inhibitory compounds (i.e. furans compounds and aliphatic acids) deriving mainly from sugars degradation. To avoid the inhibition of the biological
View All Related Papers

Global Trade Item Number

SKUGTIN
41474-100MG04061832083032

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