5-Acetoxymethyl-2-furaldehyde

HCID 66349CAS 10551-58-3

Substructure search Find similar structures

Basic information

Standard SMILES: CC(=O)OCc1ccc(C=O)o1
InChIKey: QAVITTVTXPZTSE-UHFFFAOYSA-N
Molecular formula: C8H8O4
Average molar mass: 168.15 g/mol
Monoisotopic mass: 168.04225874

Overview

a sweet taste modulator; isolated from balsamic vinegar of Modena; structure in first source

Names & identifiers

Preferred name: 5-Acetoxymethyl-2-furaldehyde
IUPAC: (5-formylfuran-2-yl)methyl acetate
English name: 5-Acetoxymethyl-2-furaldehyde
Molecular formula: C8H8O4
Molecular weight: 168.15

Names & synonyms

5-Acetoxymethyl-2-furaldehydeRefChem:53604510551-58-3(5-formylfuran-2-yl)methyl acetate5-Formylfurfuryl acetate5-Acetoxymethylfurfural5-(ACETOXYMETHYL)FURFURAL(5-Formyl-2-furyl)methyl acetateMFCD000032332-Furancarboxaldehyde, 5-[(acetyloxy)methyl]-5HH6180XYD5-acetoxymethyl-2-furanaldehyde

Show more names

5-Acetoxymehtylfurfural5-ForMyl-2-furfuryl Acetate5-Acetoxymethylfurfural >5-Formyll-2-furfuryl acetate5-acetoxymethyl-2furaladehyde5-(Acetoxymethyl)furfural (AMF)

5-ACETOXYMETHYL-2-FURFURAL5-Acetoxymethyl-2-furaldehyde, 99%AKOS0159134435-(acetyloxy) methyl-2-furancarboxaldehyde5-ACETOXYMETHYL-2-FURANCARBOXALDEHYDE2-FURANCARBOXALDEHYDE, 5-((ACETYLOXY)METHYL)-UNII-5HH6180XYDEINECS 234-137-4

Database identifiers

CAS: 10551-58-3
PubChem CID: 66349
DTXSID: DTXSID00147166
UNII: 5HH6180XYD
EC Number: 234-137-4
Nikkaji: J37.050I

Properties

Computed structural properties

XLogP: 0.5
Topological polar surface area: 56.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 12
Formal charge: 0
Complexity: 178

Physicochemical properties

Melting point: 53 · 53-55 °C (lit.)
Boiling point: 122 °C · 122 °C / 2mmHg
Density: 1.23 · 1.230
refractive index: 1.4611 · 1.4611 (estimate)
Flash point: 226 °F · 226 °F
storage temp.: Freezer
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Crystals
color: Brown
Sensitive: Air Sensitive
InChI: 1S/C8H8O4/c1-6(10)11-5-8-3-2-7(4-9)12-8/h2-4H,5H2,1H3
InChIKey: QAVITTVTXPZTSE-UHFFFAOYSA-N
SMILES: [H]C(=O)c1ccc(COC(C)=O)o1
CAS DataBase Reference: 10551 · 10551-58-3(CAS DataBase Reference)
FDA UNII: 5 HH6180XYD · 5HH6180XYD
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H335-H319
Precautionary statements: 305 · P305+P351+P338-P261-P280a-P304+P340-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29321900 · 29321900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesEye Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29321900
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H335-H319
Precautionary statements: P305+P351+P338-P261-P280a-P304+P340-P405-P501a

Chemistry & industry

Applications

Uses5-Acetoxymethyl-2-furaldehyde can be used for reduction of off-taste of vinegar.

General Description5-Acetoxymethyl-2-furaldehyde is a volatile flavor compound present in berrycactus. It is a potential sweet modulator compound present in traditional balsamic vinegar of Modena.