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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

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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)
Chun Kwan Tsang et al.
ACS nano, 6(12), 10546-10554 (2012-11-03)
A stable, label-free optical biosensor based on a porous silicon-carbon (pSi-C) composite is demonstrated. The material is prepared by electrochemical anodization of crystalline Si in an HF-containing electrolyte to generate a porous Si template, followed by infiltration of poly(furfuryl) alcohol
Organocatalytic synthesis of highly substituted furfuryl alcohols and amines.
J Stephen Clark et al.
Angewandte Chemie (International ed. in English), 51(48), 12128-12131 (2012-10-26)
Zehui Zhang et al.
ChemSusChem, 4(1), 112-118 (2011-01-13)
A clean, facile, and environment-friendly catalytic method has been developed for the conversion of furfuryl alcohol into alkyl levulinates making use of the novel solid catalyst methylimidazolebutylsulfate phosphotungstate ([MIMBS]₃PW₁₂O₄₀). The solid catalyst is an organic-inorganic hybrid material, which consists of
Samuel D Snow et al.
Environmental science & technology, 46(24), 13227-13234 (2012-11-16)
The vast range of C₆₀ derivatives makes it difficult to assess the potential environmental impact of this class of materials, while past environmental studies mostly focused only on pristine C₆₀. Central to derivatized C₆₀'s potential to negatively impact (micro)biological receptors

Protocols

HPLC Analysis of Furans on Ascentis® Express C18

Separation of 5-Hydroxymethyl-2-furaldehyde; Furfuryl alcohol; Furfural; 2-Furyl methyl ketone; 5-Methyl-2-furaldehyde

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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