5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

Basic Information

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CAS Number

54-20-6

Molecular Formula

C5H3F3N2O2

Molecular Weight

180.08 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Electronic Chemicals Semiconductor Materials Etchants

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

245-246?°C

Boiling Point

350°C

Water Solubility

INSOLUBLE

Solubility

methanol: soluble50mg/mL, clear

Refractive Index

1.427

SMILES

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C1=C(C(=O)NC(=O)N1)C(F)(F)F

InChI

InChI=1S/C5H3F3N2O2/c6-5(7,8)2-1-9-4(12)10-3(2)11/h1H,(H2,9,10,11,12)

InChIKey

LMNPKIOZMGYQIU-UHFFFAOYSA-N

LogP

0.08199999999999996

Topological Polar Surface Area

65.72 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

268

Safety Information

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Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

LS-158706
2,4(1H,3H)-Pyrimidinedione, 5-(trifluoromethyl)-
EINECS 200-197-5
HMS1664J14
5-trifluoromethyl-uracil
URACIL, 5-(TRIFLUOROMETHYL)-
5-TFMU
AM83261
W-105658
2,4-Dihydroxy-5-(Trifluoromethyl)pyrimidine
5-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
ifluoromethyl)pyrimidine-2,4(1H,3H)-dione
Trifluoromethyluracil
STL555741
5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione
5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
ZRUHELNSRPKKNW-UHFFFAOYSA-N
Trifluorothymine, 97%
SB57782
5-Trifluoromethyl-1H-pyrimidine-2,4-dione
BBL101944
5-trifluoromethyl uracil
Z1203162212
FS-1051
C5-H3-F3-N2-O2
5-Trifluoromethyluracil
UNII-4U846R5P34
5-(trifluormethyl)uracil
CCG-50621
DTXSID40202304
5-trifluoromethylpyrimidine-2,4-dione

MDL Number

MFCD00006024

Customs Code

2933599090

FAQ

What are the physical and chemical properties of 5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6)?

5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6) is a crystalline solid with a molecular weight of approximately 238.07 g/mol. It has a low solubility in water but is more soluble in organic solvents like methanol and acetonitrile. The compound is known for its high reactivity, particularly towards nucleophilic substitution reactions. It also exhibits good thermal stability but decomposes under acidic conditions.

How is 5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6) typically synthesized?

5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6) can be synthesized through a variety of methods. One common approach involves the reaction of 2,4-dichloropyrimidine with trifluoroacetic anhydride. This method provides good yield and selectivity, and the use of a Lewis acid as a catalyst can enhance the reaction efficiency.

What industries use 5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6)?

5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6) finds applications in pharmaceuticals, where it serves as a precursor for drug synthesis. It is also used in the polymer industry for the production of advanced materials and in the electronics sector for semiconductor applications, such as in the development of thin-film transistors and other electronic devices.

What precautions should be taken when handling 5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6)?

When handling 5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (CAS: 54-20-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, laboratory coats, and safety glasses. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate chemical spill kits, and the area should be well-ventilated for several minutes. Always refer to the Safety Data Sheet (SDS) for detailed safety information and guidelines.