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| CAS No.: | 675-10-5 |
|---|---|
| Name: | 4-Hydroxy-6-methyl-2-pyrone |
| Article Data: | 43 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H6O3 |
| Molecular Weight: | 126.112 |
| 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; |
| EINECS: | 211-619-2 |
| Density: | 1.348 g/cm3 |
| Melting Point: | 188-190 °C (dec.)(lit.) |
| Boiling Point: | 239.074 °C at 760 mmHg |
| Flash Point: | 108.677 °C |
| Solubility: | 8.60 g/L (20 °C) in water |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-37/39 |
| PSA: | 50.44000 |
| LogP: | 0.65380 |
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| 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% |
| 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 | 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 | 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 | Yield |
|---|---|
| With sulfuric acid In water at 130℃; for 0.25h; Temperature; Flow reactor; | A 81% B 6 %Spectr. |
- 675-10-5
4-hydroxy-6-methyl-2-pyron
| 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 | 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 | 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 | 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; |
| Conditions | Yield |
|---|---|
| In sulfuric acid; water at 120℃; for 1.5h; Deacetylation; | 60% |
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Chemistry
Molecular Structure of Triacetic acid lactone (CAS NO.675-10-5):
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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]
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. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Safety Information of Triacetic acid lactone (CAS NO.675-10-5):
Hazard Codes: 
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
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 .