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Cas Database |
| Name |
5-Hydroxymethyluracil |
EINECS | 224-636-5 |
| CAS No. | 4433-40-3 | Density | 1.401 g/cm3 |
| PSA | 86.47000 | LogP | -0.61990 |
| Solubility | Soluble in water. (50 g/L ) at 20°C, DMSO, dimethyl formamide or 100% ethanol. | Melting Point |
>300 °C |
| Formula | C5H6N2O3 | Boiling Point | 530.4 °C at 760 mmHg |
| Molecular Weight | 142.114 | Flash Point | 274.6 °C |
| Transport Information | N/A | Appearance | White Powder |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | Xi |
| Synonyms |
Uracil,5-(hydroxymethyl)- (6CI,7CI,8CI);5-(Hydroxymethyl)-1,3-dihydropyrimidine-2,4-dione;5-(Hydroxymethyl)-2,4(1H,3H)-pyrimidinedione;5-(Hydroxymethyl)uracil;NSC 20901;a-Hydroxythymine; |
Article Data | 62 |
5-Hydroxymethyluracil Synthetic route
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water at 50 - 52℃; for 68h; | 100% |
| With potassium hydroxide for 0.05h; microwave irradiation; | 98% |
| With potassium hydroxide In water at 0 - 55℃; for 36h; | 98% |
- 3590-48-5
5-chloromethyluracil
- 107-21-1
ethylene glycol
A
- 4433-40-3
5-hydroxymethyl uracil
B
- 88459-62-5
5-<(2-hydroxyethoxy)methyl>uracil
| Conditions | Yield |
|---|---|
| With pyridine In N,N-dimethyl-formamide for 24h; Title compound not separated from byproducts; | A n/a B 46% |
- 65-71-4
thymin
A
- 4433-40-3
5-hydroxymethyl uracil
B
- 1195-08-0
2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde
| Conditions | Yield |
|---|---|
| With sodium persulfate In water at 85 - 90℃; for 7h; | A 5% B 41% |
| With sodium thiosulfate In water at 85 - 90℃; for 7h; | A 5% B 41% |
| With sodium persulfate In water at 85℃; for 7h; | A 0.05 mmol B 0.41 mmol |
| With Na2S2O8 buffer pH=7.0 at 70℃; for 4h; | A 20 % Chromat. B 7 % Chromat. |
| With sodium persulfate In water at 85℃; for 7h; Product distribution; Mechanism; other N-methylated thymines and uracils; | A 0.05 mmol B 0.41 mmol |
- 89179-86-2
5-(aminomethyl)-2,4(1H,3H)-pyrimidinedione
- 4433-40-3
5-hydroxymethyl uracil
| Conditions | Yield |
|---|---|
| With barium nitrite anschliessend mit wss.H2SO4; |
- 94820-38-9
5-(1H-[1,2,4]Triazol-3-ylsulfanylmethyl)-1H-pyrimidine-2,4-dione
A
- 4433-40-3
5-hydroxymethyl uracil
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; |
- 84345-71-1
5-(Benzooxazol-2-ylsulfanylmethyl)-1H-pyrimidine-2,4-dione
A
- 4433-40-3
5-hydroxymethyl uracil
B
- 75593-45-2
Benzooxazole-2-thiol anion
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; |
- 84345-81-3
5-(Benzooxazol-2-ylselanylmethyl)-1H-pyrimidine-2,4-dione
A
- 4433-40-3
5-hydroxymethyl uracil
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; |
- 84345-70-0
5-(Benzothiazol-2-ylsulfanylmethyl)-1H-pyrimidine-2,4-dione
A
- 4433-40-3
5-hydroxymethyl uracil
B
- 45769-89-9
Benzothiazole-2-thiol anion
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; |
- 84345-75-5
5-(Benzothiazol-2-ylselanylmethyl)-1H-pyrimidine-2,4-dione
A
- 4433-40-3
5-hydroxymethyl uracil
B
- 111686-10-3
Benzothiazole-2-selenol anion
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; |
- 84389-05-9
5-(9H-Purin-6-ylsulfanylmethyl)-1H-pyrimidine-2,4-dione
A
- 4433-40-3
5-hydroxymethyl uracil
B
- 33426-51-6
6-Thiopurin Anion
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; |
5-Hydroxymethyluracil Chemical Properties
IUPAC Name: 5-(Hydroxymethyl)-1H-pyrimidine-2,4-dione
Following is the structure of 2,4(1H,3H)-Pyrimidinedione,5-(hydroxymethyl)- (CAS NO.4433-40-3):
Empirical Formula: C5H6N2O3
Molecular Weight: 142.1127 g/mol
EINECS: 224-636-5
Index of Refraction: 1.528
Molar Refractivity: 31.23 cm3
Molar Volume: 101.3 cm3
Density: 1.401 g/cm3
Flash Point: 274.6 °C
Melting point: >300 °C
Surface Tension: 49.1 dyne/cm
Enthalpy of Vaporization: 84.8 kJ/mol
Boiling Point: 530.4 °C at 760 mmHg
Vapour Pressure: 4.44E-12 mmHg at 25°C
Product Categories of 2,4(1H,3H)-Pyrimidinedione,5-(hydroxymethyl)- (CAS NO.4433-40-3): PYRIMIDINE; Nucleotides and Nucleosides; Nucleic acids; 5-FOA; Bases & Related Reagents; Nucleotides; Building Blocks; Heterocyclic Building Blocks; Pyrimidines
Appearance of 2,4(1H,3H)-Pyrimidinedione,5-(hydroxymethyl)- (CAS NO.4433-40-3): White powder
Canonical SMILES: C1=C(C(=O)NC(=O)N1)CO
InChI: InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)
InChIKey: JDBGXEHEIRGOBU-UHFFFAOYSA-N
5-Hydroxymethyluracil Safety Profile
Hazard Codes: 
Xi
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: YR0513000
Hazard Note: Irritant
HazardClass: IRRITANT
5-Hydroxymethyluracil Specification
2,4(1H,3H)-Pyrimidinedione,5-(hydroxymethyl)- , its cas register number is 4433-40-3. It also can be called 4-Methyl-5-oxyuracil ; 5-(Hydroxymethyl)uracil ; 5-Oxymethyluracil ; 5-Hydroxymethyluracil ; and Thymine, alpha-hydroxy- .
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