CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE

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Names

[ CAS No. ]:
51716-63-3

[ Name ]:
CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE

[Synonym ]:
tetrahydropentalene-2,5(1h,3h)-dione
EINECS 257-357-2
cis-bicyclo[3. 3. 0]octane-3,7-dione
bicyclo<3.3.0>-3,7-octanedione
cis-bicyclo-<3.3.0>octane-2,7-dione
MFCD00003771
bicyclo<3.3.0.>octane-3,7-dione

Chemical & Physical Properties

[ Density]:
1.191 g/cm3

[ Boiling Point ]:
268.3ºC at 760 mmHg

[ Melting Point ]:
83-86ºC(lit.)

[ Molecular Formula ]:
C8H10O2

[ Molecular Weight ]:
138.16400

[ Flash Point ]:
99.4ºC

[ Exact Mass ]:
138.06800

[ PSA ]:
34.14000

[ LogP ]:
0.94460

[ Index of Refraction ]:
1.519

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester
  • monosodium mono((1R,3aS,4R,6aS)-1,3,4,6-tetrakis(methoxycarbonyl)-1,3a,4,6a-tetrahydropentalene-2,5-bis(olate))
  • Vossen's Red Salt
  • Tetramethyl 3-Hydroxy-7-oxobicyclo[3.3.0]octa-1,3,5-triene-2,4,6,8-tetracarboxylate Sodium Salt
  • 4-Acetoxy-2-cyclopenten-1-one
  • 1,3,4,6-Pentalenetetracarboxylicacid, 1,3a,4,6a-tetrahydro-2,5-dihydroxy-, 1,3,4,6-tetramethyl ester
  • allyl iodide

DownStream

  • 2,5-dihydroxy-1,3,3a,4,6,6a-hexahydropentalene-2,5-dicarbonitrile
  • 1,2,3,3a,4,5,6,6a-octahydropentalene-2,5-diol
  • 2,5-bis(phenylsulfanyl)-1,3a,6,6a-tetrahydropentalene
  • 2,5-bis[3-(1-ethoxyethoxy)prop-1-ynyl]-1,3,3a,4,6,6a-hexahydropentalene-2,5-diol

Articles

Total synthesis of carboprostacyclin, a stable and biologically active analogue of prostacyclin (PGI2). Nicolaou KC, et al.

J. Chem. Soc. Chem. Commun. 23 , 1067-68, (1978)

Synthesis of cis-bicyco¦ 13.3. 0¦ oct-3-ene-2, 7-dione, a highly functionalized cyclopentanoid intermediate. Carceller E, et al.

Tetrahedron Lett. 25(19) , 2031-34, (1984)


More Articles

Related Compounds

  • cis-Bicyclo[3.3.0]octane-3,7-dione
  • cis-bicyclo[3.3.0]octane-3,7-dione 7-(2',2'-dimethylpropylidene) acetal
  • cis-bicyclo[3.3.0]octane-3,7-dione 3,7-bis(2',2'-dimethylpropylidene) acetal
  • tetramethyl cis,cis-3,7-dihydroxybicyclo[3.3.0]octa-2,6-diene-2,4-exo,6,8-exo-tetracarboxylate
  • tetramethyl 1-(2'-methoxycarbonylethyl)bicyclo<3.3.0>octane-3,7-dione 2,4,6,8-tetracarboxylate
  • tetramethyl-1,3'-propanoic acid bicyclo<3.3.0>octane-3,7-dione 2,4,6,8-tetracarboxylate