Triacetic acid lactone information

Triacetic acid lactone
Names
	Preferred IUPAC name 4-Hydroxy-6-methyl-2H-pyran-2-one
	Other names Triacetate lactone;; 3,5-Dihydroxysorbic acid δ-lactone;; 4-Hydroxy-6-Methyl-2-Pyrone;; 4-Hydroxy-6-Methyl-a-pyrone;; 4-Hydroxy-6-Methylpyran-2-one;; 6-Methyl-4-Hydroxy-2-Pyrone;; 2H-Pyran-2-one;; 4-Hydroxy-6-Methyl;;
Identifiers
CAS Number	675-10-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16458;
ChemSpider	10229807;
ECHA InfoCard	100.010.564
EC Number	211-619-2;
PubChem CID	54675757;
UNII	S1S883S4EE ;
CompTox Dashboard (EPA)	DTXSID1060974 ;
	InChI InChI=1S/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,7H,1H3 Key: NSYSSMYQPLSPOD-UHFFFAOYSA-N; InChI=1/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,7H,1H3 Key: NSYSSMYQPLSPOD-UHFFFAOYAI;
	SMILES C/C1=CC(\O)=C/C(=O)O1;
Properties
Chemical formula	C6H6O3
Molar mass	126.12 g mol−1
Appearance	light yellow crystal powder
Density	1.348 g cm−3
Melting point	188 to 190 °C (370 to 374 °F; 461 to 463 K)
Boiling point	285.9 °C (546.6 °F; 559.0 K)
Solubility in water	8.60 g L-1 at 20°C in H2O
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Moderately Toxic
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point	127.9 °C (262.2 °F; 401.0 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Triacetic acid lactone (TAL;^[1] 4-hydroxy-6-methyl-2-pyrone) is an organic compound derived enzymatically from glucose. It is a light yellow solid that is soluble in organic solvents.

^ "New Sustainable Production Method Could Advance Plastics and Pharmaceuticals" (Press release). University of Texas. 13 February 2018 – via Drug Discovery & Development Magazine.

[1] "New Sustainable Production Method Could Advance Plastics and Pharmaceuticals" (Press release). University of Texas. 13 February 2018 – via Drug Discovery & Development Magazine.

Names

Preferred IUPAC name 4-Hydroxy-6-methyl-2H-pyran-2-one
Other names Triacetate lactone; 3,5-Dihydroxysorbic acid δ-lactone; 4-Hydroxy-6-Methyl-2-Pyrone; 4-Hydroxy-6-Methyl-a-pyrone; 4-Hydroxy-6-Methylpyran-2-one; 6-Methyl-4-Hydroxy-2-Pyrone; 2H-Pyran-2-one; 4-Hydroxy-6-Methyl;
Identifiers
CAS Number	675-10-5^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16458
ChemSpider	10229807
ECHA InfoCard	100.010.564
EC Number	211-619-2
PubChem CID	54675757
UNII	S1S883S4EE^Y
CompTox Dashboard (EPA)	DTXSID1060974
InChI InChI=1S/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,7H,1H3 Key: NSYSSMYQPLSPOD-UHFFFAOYSA-N InChI=1/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,7H,1H3 Key: NSYSSMYQPLSPOD-UHFFFAOYAI
SMILES C/C1=CC(\O)=C/C(=O)O1
Properties
Chemical formula	C₆H₆O₃
Molar mass	126.12 g mol⁻¹
Appearance	light yellow crystal powder
Density	1.348 g cm⁻³
Melting point	188 to 190 °C (370 to 374 °F; 461 to 463 K)
Boiling point	285.9 °C (546.6 °F; 559.0 K)
Solubility in water	8.60 g L-1 at 20°C in H₂O
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Moderately Toxic
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point	127.9 °C (262.2 °F; 401.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references