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Name	4-Hydroxy-6-methyl-2-pyrone	EINECS	211-619-2
CAS No.	675-10-5	Density	1.348 g/cm³
PSA	50.44000	LogP	0.65380
Solubility	8.60 g/L (20 °C) in water	Melting Point	188-190 °C (dec.)(lit.)
Formula	C₆H₆O₃	Boiling Point	239.074 °C at 760 mmHg
Molecular Weight	126.112	Flash Point	108.677 °C
Transport Information	N/A	Appearance	white to light yellow crystal powder
Safety	26-36-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	2H-Pyran-2-one,4-hydroxy-6-methyl-;Sorbicacid, 3,5-dihydroxy-, d-lactone (6CI,7CI);Triacetic acid lactone;4-Hydroxy-6-methyl-2H-pyran-2-one;4-Hydroxy-6-methyl-a-pyrone;4-Hydroxy-6-methylpyran-2-one;6-Methyl-4-hydroxy-2-pyrone;NSC 34625;	Article Data	43

4-Hydroxy-6-methyl-2-pyrone Synthetic route

: 771-03-9
3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
With sulfuric acid In water at 130℃; for 0.216667h; Flow reactor;	96%
With sulfuric acid at 130℃; for 0.25h;	90%
With sulfuric acid at 130℃; for 0.25h; Cooling with ice;	89%

: 2140-49-0
3,5-dioxohexanoic acid

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
With trifluoroacetic acid; trifluoroacetic anhydride for 0.5h; Heating;	94%
With 1,1'-carbonyldiimidazole In diethyl ether at 0℃; for 2h; Yield given;

: 130473-38-0
2,2-dimethyl-6-(2-oxo-2-methylethyl)-4H-1,3-dioxin-4-one

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
In toluene at 100℃; for 0.5h;	92%
In toluene for 0.166667h; Heating;	66%
In toluene Reflux;

: 84257-12-5
2,2-dimethyl-5-(1-hydroxy-3-oxobutylidene)-1,3-dioxane-4,6-dione

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
In 1,4-dioxane for 2h; Heating;	89%

: 771-03-9
3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

A: 675-10-5
4-hydroxy-6-methyl-2-pyron

B: 3265-58-5
2,6-dimethyl-4-oxopyran-3-carboxylic acid

Conditions

Conditions	Yield
With sulfuric acid In water at 130℃; for 0.25h; Temperature; Flow reactor;	A 81% B 6 %Spectr.

: 4-Hydroxy-6-trimethylsilanylmethyl-pyran-2-one

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.5h; Ambient temperature;	80%

: 143456-22-8
2,2-dimethyl-5-(3-oxobutanoyl)-1,3-dioxane-4,6-dione

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
In toluene Heating;	76%

: 13735-81-4
1-styrenyloxytrimethylsilane

: 1663-67-8
malonoyl dichloride

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
	67%

: 4188-63-0
isopropenyl isopropyl ether

: 1663-67-8
malonoyl dichloride

A: 675-10-5
4-hydroxy-6-methyl-2-pyron

B: 64507-45-5
Phloroglucinmonoisopropylether

Conditions

Conditions	Yield
In diethyl ether	A 24% B 65%
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride 1) Et2O, -19 deg C, 2 h, 2) Et2O, r.t., 4 h; Yield given. Multistep reaction. Yields of byproduct given;

: 520-45-6
Dehydracetic acid

: 675-10-5
4-hydroxy-6-methyl-2-pyron

Conditions

Conditions	Yield
In sulfuric acid; water at 120℃; for 1.5h; Deacetylation;	60%

4-Hydroxy-6-methyl-2-pyrone Chemical Properties

Molecular Structure of Triacetic acid lactone (CAS NO.675-10-5):

IUPAC Name: 2-Hydroxy-6-methylpyran-4-one
Canonical SMILES: CC1=CC(=O)C=C(O1)O
InChI: InChI=1S/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,8H,1H3
InChIKey: OOKCZXGEYPSNIM-UHFFFAOYSA-N
Molecular Weight: 126.11004 [g/mol]
Molecular Formula: C₆H₆O₃
XLogP3: -0.4
H-Bond Donor: 1
H-Bond Acceptor: 3
EINECS: 211-619-2
Product Categories: API intermediates
Appearance: white to light yellow crystal powder
Melting Point: 188-190 °C (dec.)(lit.)
Water Solubility: 8.60 g/L (20 °C )
Index of Refraction: 1.561
Molar Refractivity: 30.292 cm³
Molar Volume: 93.546 cm³
Surface Tension: 51.792 dyne/cm
Density: 1.348 g/cm³
Flash Point: 108.677 °C
Enthalpy of Vaporization: 55.315 kJ/mol
Boiling Point: 239.074 °C at 760 mmHg
Vapour Pressure: 0.007 mmHg at 25 °C
Classification Code: Drug / Therapeutic Agent; TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]

4-Hydroxy-6-methyl-2-pyrone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	subcutaneous	3200mg/kg (3200mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 128, Pg. 126, 1960.

4-Hydroxy-6-methyl-2-pyrone Consensus Reports

Reported in EPA TSCA Inventory.

4-Hydroxy-6-methyl-2-pyrone Safety Profile

Safety Information of Triacetic acid lactone (CAS NO.675-10-5):
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: UQ1000000
Hazard Note: Irritant

4-Hydroxy-6-methyl-2-pyrone Specification

Triacetic acid lactone (CAS NO.675-10-5), its Synonyms are 4-Hydroxy-6-methyl-2H-pyran-2-one ; 6-Methyl-4-hydroxypyron-(2) ; 2H-Pyran-2-one, 4-hydroxy-6-methyl- ; 4-Hydroxy-6-methyl-2-pyrone ; 4-Hydroxy-6-methylpyran-4-one .

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