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1,3-?????????

1,3-?????????
1,3-????????? ??? ???
?? ??:
769-42-6
???:
1,3-?????????
???(??):
1,3-?????????
???:
1,3-Dimethylbarbituric acid
???(??):
1,3-DIMETHYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE;1,3-DiMethyl-;1,3-Dimethylbarbituric;2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-;6(1H;AKOS B029702;Uradil impurity 19;1,3-Dimethylbarbitur;Dimethylbarbituric acid;1,3-dimethylbarbiturates
CBNumber:
CB9121414
???:
C6H8N2O3
??? ??:
156.14
MOL ??:
769-42-6.mol
MSDS ??:
SDS

1,3-????????? ??

???
121-123 °C (lit.) 121-123 °C
?? ?
228.1±23.0 °C(Predicted)
??
1.322±0.06 g/cm3(Predicted)
?? ??
500kg/m3
?? ??
-20°C Freezer
???
??? ?: ???0.5g/10mL, ??, ?? ?? ??? ???
??? ??
??? ??
?? ?? (pKa)
pK1:4.68(+1) (25°C)
??
???/??/?? ???
??????(pH)
2.5 (20°C, 100g/L in H2O, slurry)
???
?? ?????.
BRN
139810
CAS ??????
769-42-6(CAS DataBase Reference)
NIST
1,3-Dimethylbarbituric acid(769-42-6)
EPA
2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl- (769-42-6)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xn
?? ???? ?? 22-41
????? 26-36/39
WGK ?? 3
TSCA Yes
HS ?? 29339900
????(GHS): GHS hazard pictogramsGHS hazard pictograms
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H318 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 1 ?? GHS hazard pictograms P280, P305+P351+P338, P310
??????:
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P270 ? ??? ??? ??? ???, ???? ???? ???.
P280 ????/???/???/?????? ?????.
P301+P312 ??? ???? ??? ????(??)? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
1
2 0

1,3-????????? C??? ??, ??, ??

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Yellow or brownish powder

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1,3-Dimethylbarbituric acid is used as a catalyst in the Knoevenagel condensation of a series of aromatic aldehydes. It is also used in the synthesis of 5-aryl-6-(alkyl- or aryl-amino)-1,3-dimethylfuro [2,3-d]pyrimidine derivatives and enantioselective synthesis of isochromene pyrimidinedione derivatives.

?? ??

1,3-Dimethylbarbituric acid (1,3-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione) is an active methylene compound. It undergoes hollow Pd6 water-soluble cage, [{(tmen)Pd}6(timb)4](NO3)12 (tmen= N,N,N′,N′-tetramethylethylenediamine, timb=1,3,5-tris(1-imidazolyl)benzene)-catalyzed Knoevenagel condensation reaction with pyrene-1-carboxaldehyde. It undergoes self-sorted Pd7 molecular boat having an internal nanocavity (catalyst)-assisted Knoevenagel condensation reaction with various aromatic aldehydes. It has been synthesized by reacting 1,3-dimethylurea, malonic acid and acetic anhydride in acetic acid. It is widely used for the synthesis of various synthetic intermediates and heterocyclic compounds.

Purification Methods

Crystallise the acid from water and sublime it in a vacuum. Also purify it by dissolving 10g in 100mL of boiling CCl4/CHCl3 (8:2) (1g charcoal), filtering and cooling to 25o. Dry it in vacuo [Kohn et al. Anal Chem 58 3184 1986]. [Beilstein 24 III/IV 1875.]

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