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Pyrimidine

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Name

Pyrimidine

EINECS 206-026-0
CAS No. 289-95-2 Density 1.055 g/cm3
PSA 25.78000 LogP 0.47660
Solubility soluble in water Melting Point 19-22 °C(lit.)
Formula C4H4N2 Boiling Point 122.4 °C at 760 mmHg
Molecular Weight 80.0892 Flash Point 31.1 °C
Transport Information UN 1993 3/PG 3 Appearance white solid or colourless liquid
Safety 23-24/25-16 Risk Codes 10
Molecular Structure Molecular Structure of 289-95-2 (Pyrimidine) Hazard Symbols R10:;
Synonyms

m-Diazine;Pyrimidine (in DNA);1,3-Diazine;Miazine;Metadiazine;1,3-Diazabenzene;10008-95-4;1, 3-Diazabenzene;MiaskiteMiazine;Pyrimide;

Article Data 105

Pyrimidine Synthetic route

1450-85-7

2-thioxopyrimidine

289-95-2

PYRIMIDINE

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 25℃; for 0.0833333h;85%
With ozone In acetic acid at 25℃; for 0.5h;64%
With ozone In acetic acid at 25℃; for 0.5h;64%
4595-59-9

5-bromopyrimidine

A

289-95-2

PYRIMIDINE

B

31458-33-0

5-methoxypyrimidine

Conditions
ConditionsYield
With sodium methylate In methanol; ethyl acetateA n/a
B 70%
591-55-9

pyrimidin-5-amine

289-95-2

PYRIMIDINE

Conditions
ConditionsYield
With isopentyl nitrite In tetrahydrofuran at 120℃; under 5250.53 Torr; for 0.333333h;55%
4595-59-9

5-bromopyrimidine

289-95-2

PYRIMIDINE

Conditions
ConditionsYield
With triethylamine In methanol; water at 4℃; for 24h; Irradiation; sensitizer: methylene blue;52%
With methyl phenylphosphinate; tetrabutylammomium bromide; tetra-(n-butyl)ammonium iodide; ethylene dibromide; triethylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; Electrochemical reaction;
81454-19-5

2,4-Diphenyl-1-pyrimidin-2-yl-5,6-dihydro-benzo[h]quinolinium; fluoride

A

289-95-2

PYRIMIDINE

B

34987-58-1

2,4-diphenylbenzo[h]quinoline

Conditions
ConditionsYield
With 2,4,6-triphenylpyridine at 250℃; for 6h;A 51%
B n/a
17043-94-6

pyrimidine N-oxide

54439-99-5

tert-butyl-isopropyl-thioketene

A

289-95-2

PYRIMIDINE

B

63702-81-8

3-tert-butyl-3-isopropylthiirane-2-one

Conditions
ConditionsYield
In chloroform-d1 for 168h; Ambient temperature; study of sulfur transfer reaction;A 50%
B 44%

1-mercaptopyrimidine

18997-19-8

Chloromethyl pivalate

A

289-95-2

PYRIMIDINE

B

80693-26-1

2-Pivalyloxymethylthiopyrimidine

Conditions
ConditionsYield
With triethylamine In dichloromethaneA 49%
B n/a
90210-54-1

2-Benzyl-pyrimidine 1-oxide

A

289-95-2

PYRIMIDINE

B

5053-43-0

2-methylpyrimidine

C

90210-57-4

benzyl-pyrimidine

D

245-46-5

pyrimido[1,2-a]indole

Conditions
ConditionsYield
at 800℃; under 0.0001 - 0.0006 Torr;A 2%
B n/a
C 17%
D 48%
90210-55-2

4-Benzyl-pyrimidine 3-oxide

A

289-95-2

PYRIMIDINE

B

3438-46-8

4-Methylpyrimidine

C

64660-82-8

4-benzylpyrimidine

D

23989-28-8

pyrimido-[1,6-a]indole

Conditions
ConditionsYield
at 800℃; under 0.0001 - 0.0006 Torr;A 14%
B n/a
C 13%
D 45%
3934-20-1

2,6-Dichloropyrimidine

289-95-2

PYRIMIDINE

Conditions
ConditionsYield
With sodium hydroxide; palladium on activated charcoal; diethyl ether Hydrogenation;
With palladium on activated charcoal; ethanol; magnesium oxide Hydrogenation;

Pyrimidine Chemical Properties

Molecular structure of Pyrimidine (CAS NO.289-95-2) is:

Product Name: Pyrimidine
CAS Registry Number: 289-95-2
IUPAC Name: pyrimidine
Molecular Weight: 80.08796 [g/mol]
Molecular Formula: C4H4N2
XLogP3: -0.4
H-Bond Donor: 0
H-Bond Acceptor: 2 
EINECS: 206-026-0
Melting Point: 19-22 °C(lit.)
Surface Tension: 44.1 dyne/cm
Density: 1.055 g/cm3
Flash Point: 31.1 °C
Enthalpy of Vaporization: 43.09 kJ/mol
Boiling Point: 122.4 °C at 760 mmHg
Vapour Pressure: 16.8 mmHg at 25°C 
Refractive index: n20/D 1.504(lit.)
Storage temp.: Flammables area
Water Solubility: soluble
Sensitive: Hygroscopic
Stability: Stable, but air-sensitive and hygroscopic. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents, carbon dioxide. Flammable. 
Product Categories: Pyrimidine;APIs & Intermediate;Boronic ester;Organoborons;Organohalides;Halogenated;Building Blocks;Nucleic acids;Halides;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Heterocyclic Building Blocks;Pyrimidines

Pyrimidine Uses

 Pyrimidine (CAS NO.289-95-2) is used for pharmaceutical intermediates, raw materials of photosensitive agent, etc

Pyrimidine Production

 Pyrimidine (CAS NO.289-95-2) can also be prepared within the laboratory by organic synthesis. One method is the classic Biginelli reaction. Many other methods rely on condensation of carbonyls with amines for instance the synthesis of 2-Thio-6-methyluracil from thiourea and ethyl acetoacetate or the synthesis of 4-methylpyrimidine with 4,4-dimethoxy-2-butanone and formamide.

Pyrimidine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3310mg/kg (3310mg/kg)   Progress in Biochemical Pharmacology. Vol. 1, Pg. 542, 1965.

Pyrimidine Safety Profile

Risk Statements: 10 
R10:Flammable.
Safety Statements: 23-24/25-16 
S23:Do not breathe vapour. 
S24/25:Avoid contact with skin and eyes. 
S16:Keep away from sources of ignition.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: UV6263000
HazardClass: 3
PackingGroup: III

Pyrimidine Specification

 Pyrimidine , its cas register number is 289-95-2. It also can be called 1,3-Diazabenzene ; 1,3-Diazine ; Metadiazine ; Miazine ; m-Diazine .It is a colourless to pale yellow liquid. It is a heterocyclic aromatic organic compound similar to benzene and pyridine, containing two nitrogen atoms at positions 1 and 3 of the six-member ring. It is isomeric with two other forms of diazine.

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