Tetrahydro-5-oxofuran-2,3-dicarboxylic acid

HCID 98259

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 27584-86-7
Standard SMILES: O=C1CC(C(=O)O)C(C(=O)O)O1
InChIKey: UKZDIMBDWHZXOK-UHFFFAOYSA-N
Molecular formula: C6H6O6
Average molar mass: 174.11 g/mol
Monoisotopic mass: 174.01643791

Overview

Isocitric lactone is a carbonyl compound.

Names & identifiers

Preferred name: Tetrahydro-5-oxofuran-2,3-dicarboxylic acid
IUPAC: 5-oxooxolane-2,3-dicarboxylic acid
English name: DL-ISOCITRIC ACID LACTONE
Molecular formula: C6H6O6
Molecular weight: 174.11

Names & synonyms

Tetrahydro-5-oxofuran-2,3-dicarboxylic acidRefChem:897147225-178-94702-32-3Isocitric acid lactonedl-Isocitric acid lactone5-oxooxolane-2,3-dicarboxylic acidIsocitric lactone5-oxotetrahydrofuran-2,3-dicarboxylic acidCCRIS 3599MFCD00005397CHEBI:139374

Show more names

DL-ISOCITRIC ACID GAMMA-LACTONEISOCITRICLACTONEDL-ISOCITRIC LACTONEDl-isocitrate lactoneIsocitric acid lactone 97%ISOCITRIC ACID LACTONE, DL-DL-Isocityic Acid LactoneDL-Isocitric acid lactone,97%

5-oxotetrahydrofuran-2,3-dicarboxylic acid (non-preferred name)E7821427584-86-7Pentaric acid, 3-carboxy-2,3-dideoxy-, .gamma.-lactoneIsocitricacidIsocitricacidlactone1,4-Lactone-3-carboxy-2,3-dideoxypentaric acid; Isocitric lactone; Tetrahydro-5-oxo-2,3-furandicarboxylic acidEINECS 225-178-9

Database identifiers

CAS: 27584-86-7、4702-32-3、91284-03-6
PubChem CID: 98259
DTXSID: DTXSID40901062
ChEBI: CHEBI:139374
EC Number: 225-178-9
Nikkaji: J297.898I

Properties

Computed structural properties

XLogP: -1
Topological polar surface area: 101 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 6
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 244

Physicochemical properties

Melting point: 162 · 162-165 °C(lit.)
Boiling point: 225.05 °C · 225.05°C (rough estimate)
Density: 1.4285 · 1.4285 (rough estimate)
refractive index: 1.586 · 1.5860 (estimate)
storage temp.: -20 °C · -20°C Freezer, Under inert atmosphere
solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form: Solid
pka: 2.72 · 2.72±0.40(Predicted)
color: White to Off-White
BRN: 174242 · 174242
InChI: 1S/C6H6O6/c7-3-1-2(5(8)9)4(12-3)6(10)11/h2,4H,1H2,(H,8,9)(H,10,11)
InChIKey: UKZDIMBDWHZXOK-UHFFFAOYSA-N
SMILES: OC(=O)C1CC(=O)OC1C(O)=O
CAS DataBase Reference: 4702 · 4702-32-3(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.