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Key Documents

W249106

Sigma-Aldrich

Furfuryl alcohol

≥97%, FG

Synonym(s):

2-(Hydroxymethyl)furan

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About This Item

Empirical Formula (Hill Notation):
C5H6O2
CAS Number:
Molecular Weight:
98.10
FEMA Number:
2491
Beilstein:
106291
EC Number:
Council of Europe no.:
2023
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
13.019
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 175.105

vapor density

3.4 (vs air)

vapor pressure

0.5 mmHg ( 20 °C)
1 mmHg ( 32 °C)
5.5 mmHg ( 55 °C)

Assay

≥97%

autoignition temp.

915 °F

expl. lim.

16.3 %

refractive index

n20/D 1.486 (lit.)

bp

170 °C (lit.)

mp

−29 °C (lit.)

density

1.135 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

bread; caramel; brown; sweet

SMILES string

OCc1ccco1

InChI

1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2

InChI key

XPFVYQJUAUNWIW-UHFFFAOYSA-N

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General description

Furfuryl alcohol is a volatile flavor compound identified in nonfat dry milk, rice cakes and honey.

Application


  • Achmatowicz Rearrangement-Inspired Development of Green Chemistry, Organic Methodology, and Total Synthesis of Natural Products.: This study discusses innovative organic synthesis strategies inspired by the Achmatowicz rearrangement, focusing on green chemistry and the synthesis of natural products, which could include applications of furfuryl alcohol as a precursor or reagent (Liang et al., 2022).

  • Triplet Photochemistry of Dissolved Black Carbon and Its Effects on the Photochemical Formation of Reactive Oxygen Species.: This paper examines the triplet-state photochemistry of dissolved black carbon, which may implicate the photochemical behaviors of furfuryl alcohol in environmental matrices (Wang et al., 2020).

  • Production of Singlet Oxygen ((1)O(2)) during the Photochemistry of Aqueous Pyruvic Acid: The Effects of pH and Photon Flux under Steady-State O(2)(aq) Concentration.: Investigates singlet oxygen production in aqueous pyruvic acid, potentially relevant to understanding the photochemical properties of furfuryl alcohol (Eugene and Guzman, 2019).

  • Triplet-State Photochemistry of Dissolved Organic Matter: Triplet-State Energy Distribution and Surface Electric Charge Conditions.: Discusses the triplet-state energy of dissolved organic matter, which could relate to the behavior of furfuryl alcohol in various environmental conditions (Zhou et al., 2019).

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Nose, Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

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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Optimized Likens-Nickerson methodology for quantifying honey flavors.
Bouseta A & Collin S.
Journal of Agricultural and Food Chemistry, 43(7), 1890-1897 (1995)
Yonca Karagül-Yüceer et al.
Journal of agricultural and food chemistry, 50(2), 305-312 (2002-01-10)
Nonfat dry milk (NDM) is widely used both as an ingredient in other preparations and for direct consumption. Flavor quality of NDM is a critical parameter because it can directly impact final product quality. Flavors can be formed in NDM
Marco Minella et al.
Chemosphere, 90(2), 306-311 (2012-08-28)
Suspended particles in a system made up of Aldrich humic acids (HAs) in water account for about 13% of the total HA mass, 10-11% of the organic carbon and 9-11% of radiation extinction in the UVA region. Extinction would be
Annica Pilgård et al.
Environmental toxicology and chemistry, 29(9), 1918-1924 (2010-09-08)
The furfurylation process is an extensively investigated wood modification process. Furfuryl alcohol molecules penetrate into the wood cell wall and polymerize in situ. This results in a permanent swelling of the wood cell walls. It is unclear whether or not
Volatile flavor components of rice cakes.
Buttery RG, et al.
Journal of Agricultural and Food Chemistry, 47(10), 4353-4356 (1999)

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