2-Thiobarbituric acid
2-Thiobarbituric acid Basic information
- Product Name:
- 2-Thiobarbituric acid
- Synonyms:
-
- 6(1H,5H)-Pyrimidinedione,dihydro-2-thioxo-4
- austranal
- bathyran
- Dihydro-2-thioxo-4,6-(1H,5H)-pyrimidinedione
- dihydro-2-thioxo-4,6(1h,5h)-pyrimidinedione
- Mealonylthiourea
- Thiobarbituicacid
- Thiobarbituric
- CAS:
- 504-17-6
- MF:
- C4H4N2O2S
- MW:
- 144.15
- EINECS:
- 207-985-8
- Product Categories:
-
- Heterocyclic Compounds
- Aromatics
- PYRIMIDINE
- Bases & Related Reagents
- Nucleotides
- Sulfur & Selenium Compounds
- Aromatics Compounds
- Building Blocks
- C4 to C5
- Chemical Synthesis
- Heterocyclic Building Blocks
- Pyrimidines
- Heterocycle-Pyrimidine series
- 504-17-6
- Mol File:
- 504-17-6.mol
2-Thiobarbituric acid Chemical Properties
- Melting point:
- 245 °C (dec.)(lit.)
- Density
- 1.451 (estimate)
- refractive index
- 1.7690 (estimate)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- 50g/l slightly soluble
- pka
- 3.96±0.20(Predicted)
- form
- Liquid
- color
- Clear colorless
- PH
- 1.7-1.9 (10g/l, H2O, 20℃)
- Water Solubility
- <6 g/L (20 ºC)
- BRN
- 120663
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- InChIKey
- RVBUGGBMJDPOST-UHFFFAOYSA-N
- CAS DataBase Reference
- 504-17-6(CAS DataBase Reference)
- NIST Chemistry Reference
- 4,6(1H,5h)-pyrimidinedione, dihydro-2-thioxo-(504-17-6)
- EPA Substance Registry System
- 4,6(1H,5H)-Pyrimidinedione, dihydro-2-thioxo- (504-17-6)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-37/39-26
- RIDADR
- UN 3335
- WGK Germany
- 2
- RTECS
- CQ7700000
- F
- 13-23
- TSCA
- Yes
- HS Code
- 29335995
MSDS
- Language:English Provider:2-Thiobarbituric acid
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
2-Thiobarbituric acid Usage And Synthesis
Chemical Properties
Off-White to Yellow Powder. soluble in hot water, alcohol, ether, alkali and sodium carbonate solution, slightly soluble in water.
Uses
2-Thiobarbituric acid has been used to measure malondialdehyde (MDA) in lipid peroxidation assay.
Uses
4,6-Dihydroxy-2-mercaptopyrimidine can be used to quantitate lipopolysaccharides, carrageenan, and sialic acids, and to detect lipid hydroperoxides and lipid oxidation.
Preparation
2-thiobarbituric acid was synthesized by the reaction of diethyl malonate with thiourea. Dissolve thiourea in methanol, add sodium methoxide and diethyl malonate, heat under reflux for 4-5h, then distill under reduced pressure to recover methanol to the end, and add hydrochloric acid to acidify to pH 1-2 after cooling. After standing overnight, thiobarbituric acid crystals were precipitated, filtered, and recrystallized with water to obtain the pure product.
Definition
ChEBI: 2-thiobarbituric acid is a barbiturate, the structure of which is that of barbituric acid in which the oxygen at C-2 is replaced by sulfur. It has a role as a reagent and an allergen.
General Description
2-Thiobarbituric acid is a molecule made up of heteroatoms: nitrogen, sulphur and oxygen.
Biochem/physiol Actions
2-Thiobarbituric acid (TBA) is useful to quantitate lipopolysaccharides, carrageenan, and sialic acids. It is also used to detect lipid hydroperoxides and lipid oxidation. It has applications in the field of medicine and biochemistry. TBA may possess the ability to prevent metal corrosion.
Purification Methods
Crystallise it from water. [Beilstein 24 H 476, 24 I 414, 24 II 275, 24 III/IV 1884.]
2-Thiobarbituric acid Preparation Products And Raw materials
Raw materials
Preparation Products
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2-Thiobarbituric acid(504-17-6)Related Product Information
- Solvent Red 43
- Calcium thioglycolate
- Sodium thioglycolate
- 3-Mercaptopropionic acid
- Ethyl 2-(Chlorosulfonyl)acetate
- Folic acid
- POTASSIUM THIOGLYCOLATE
- 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL
- Barbituric acid
- 4,6-Dihydroxypyrimidine
- 2-Ethylhexyl mercaptoacetate
- Mercaptoacetic acid
- Succimer
- Ascoric Acid
- 2-Mercaptoethanol
- 1,3-DIETHYL-2-THIOBARBITURIC ACID
- 4,6-DIHYDROXY-2-MERCAPTOPYRIMIDINE SODIUM SALT
- Pyrimidine