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ChemicalBook >> CAS DataBase List >>cis-Bicyclo[3.3.0]octane-3,7-dione

cis-Bicyclo[3.3.0]octane-3,7-dione

cis-Bicyclo[3.3.0]octane-3,7-dione Structure
cis-Bicyclo[3.3.0]octane-3,7-dione structure
CAS No.
51716-63-3
Chemical Name:
cis-Bicyclo[3.3.0]octane-3,7-dione
Synonyms
bicyclo[3.3.0]octane-3,7-dione;Tetrahydro-2,5(1H,3H)-pentalenedione;Einecs 257-357-2;cis-Bicyclo(3.3.o)octane-3,7-dione;cis-Bicyclo[3.3.0]octane-3,7-dione;(3aβ,6aβ)-Octahydropentalene-2,5-dione;(3aα,6aα)-Octahydropentalene-2,5-dione;(1α,5α)-Bicyclo[3.3.0]octane-3,7-dione;cis-Bicyclo[3.3.0]octane-3,7-dione 99%;cis-tetrahydropentalene-2,5(1H,3H)-dione
CBNumber:
CB6430436
Molecular Formula:
C8H10O2
Molecular Weight:
138.16
MDL Number:
MFCD00003771
MOL File:
51716-63-3.mol
MSDS File:
SDS
Last updated:2026-09-12 18:54:15
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cis-Bicyclo[3.3.0]octane-3,7-dione Properties

Melting point 83-86 °C(lit.)
Boiling point 268.3±33.0 °C(Predicted)
Density 1.191±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DCM, Ethyl Acetate, Methanol
form Powder
color White
InChI InChI=1S/C8H10O2/c9-7-1-5-2-8(10)4-6(5)3-7/h5-6H,1-4H2/t5-,6+
InChIKey HAFQHNGZPQYKFF-OLQVQODUSA-N
SMILES C1[C@@]2([H])[C@]([H])(CC(=O)C2)CC1=O
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H312-H332
Precautionary statements  P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  2914290090
Storage Class 11 - Combustible Solids

cis-Bicyclo[3.3.0]octane-3,7-dione price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 192104 cis-Bicyclo[3.3.0]octane-3,7-dione 99% 51716-63-3 1g $186 2023-01-07 Buy
Usbiological 444772 cis-Tetrahydro-2,5(1H,3H)-pentalenedione 51716-63-3 100mg $355 2026-06-03 Buy
Usbiological 444772 cis-Tetrahydro-2,5(1H,3H)-pentalenedione 51716-63-3 1g $475 2026-06-03 Buy
TRC TRC-T293110-5G cis-Tetrahydro-2,5(1H,3H)-pentalenedione 51716-63-3 5g $618 2026-06-03 Buy
TRC TRC-T293110-1G cis-Tetrahydro-2,5(1H,3H)-pentalenedione 51716-63-3 1g $161 2026-06-03 Buy
Product number Packaging Price Buy
192104 1g $186 Buy
444772 100mg $355 Buy
444772 1g $475 Buy
TRC-T293110-5G 5g $618 Buy
TRC-T293110-1G 1g $161 Buy

cis-Bicyclo[3.3.0]octane-3,7-dione Chemical Properties, Uses, Production

Uses

cis-Tetrahydro-2,5(1H,3H)-pentalenedione is an intermediate in the synthesis of Loganin (L469405), an iridoid glycoside that exhibits protective effects against hepatic injury and other diabetic complications associated with abnormal metabolic states and inflammation caused by oxidative stress and advanced glycation endproduct formation. A potential anti-amnesic agent.

Synthesis Reference(s)

Synthesis, p. 529, 1984 DOI: 10.1055/s-1984-30893
Tetrahedron, 38, p. 63, 1982 DOI: 10.1016/0040-4020(82)85046-1

Synthesis

1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, 1,3,4,6-tetramethyl ester

58648-36-5

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

51716-63-3

Step 2 (cis) - Synthesis of bicyclo[3.3.0]octane-3,7-dione: Tetracyclohexyl[3.3.0]octane-3,7-dioxo-2,4,6,8-tetracarboxylate 14b (6.75 g, 0.02 mol) was dissolved in 3.3 mL of acetic acid, followed by addition of 30 mL of 1 M hydrochloric acid solution. The reaction mixture was heated to reflux and maintained for 3.5 hours and subsequently cooled to room temperature. The reaction mixture was extracted with dichloromethane (50 mL × 3). The organic phases were combined, concentrated under reduced pressure, and phase separation was carried out by adding 100 mL of dichloromethane and slowly adjusting the pH to 7 by dropwise addition of saturated sodium bicarbonate solution. The organic phase was dried with anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure to afford the target product cis-dicyclo[3.3.0]octane-3,7-dione (14c, 2 g, yield: 80.0%) as a white solid.

References

[1] Patent: EP2481739, 2012, A1. Location in patent: Page/Page column 43
[2] Patent: US2012/184543, 2012, A1. Location in patent: Page/Page column 46
[3] Journal of the American Chemical Society, 1960, vol. 82, p. 6347 - 6353
[4] Tetrahedron, 1981, vol. 37, # 25, p. 4521 - 4542

cis-Bicyclo[3.3.0]octane-3,7-dione Preparation Products And Raw materials

Raw materials

1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, 1,3,4,6-tetramethyl ester Acetic acid Hydrochloric acid

Preparation Products

Spiro[1,3-dioxolane-2,2'(1'H)-pentalen]-5'(3'H)-one, tetrahydro-, (3'aR,6'aS)-rel-

cis-Bicyclo[3.3.0]octane-3,7-dione Suppliers

Global Suppliers ( 89)
Supplier Tel Email Country ProdList Advantage
Baiyin Chengze Chemical Technology Co., Ltd. +86 943-8535351 13389336721 sales@chengzechem.com China 300 58
Doly Chemical CO.,LTD. 021-34716221 15800796336 sales@dolypharm.com China 294 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
Tianjin heowns Biochemical Technology Co., Ltd. 400 638 7771 sales@heowns.com China 14412 57
Shanghai Topbiochem Technology Co., Ltd 021-58170097 info@topbiochem.com China 9509 58
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Hunan HuaTeng Pharmaceutical Co., Ltd., 400-8592883 15367835770 sales@huatengsci.com China 5869 58
Shanghai Race Chemical Co., Ltd. 86-021-54933292 sales@racechemical.com China 239 50
Supplier Advantage
Baiyin Chengze Chemical Technology Co., Ltd. 58
Doly Chemical CO.,LTD. 55
Energy Chemical 61
Accela ChemBio Co.,Ltd. 64
Nanjing Chemlin Chemical Co., Ltd 64
Tianjin heowns Biochemical Technology Co., Ltd. 57
Shanghai Topbiochem Technology Co., Ltd 58
Bide Pharmatech Ltd. 60
Hunan HuaTeng Pharmaceutical Co., Ltd., 58
Shanghai Race Chemical Co., Ltd. 50

View Latest Price from cis-Bicyclo[3.3.0]octane-3,7-dione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE pictures 2026-06-30 CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE
51716-63-3
 1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE pictures 2025-12-24 CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE
51716-63-3
 $7780.00 1KG 98.0% 1T Shaanxi Dideu Medichem Co. Ltd
1,3,3a,4,6,6a-hexahydropentalene-2,5-dione pictures 2020-01-10 1,3,3a,4,6,6a-hexahydropentalene-2,5-dione
51716-63-3
 $1.00 1KG 99% 200kg Career Henan Chemical Co

cis-Bicyclo[3.3.0]octane-3,7-dione Spectrum

CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE(51716-63-3)MSCIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE(51716-63-3)1HNMRCIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE(51716-63-3)13CNMRCIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE(51716-63-3)IR1CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE(51716-63-3)IR2CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE(51716-63-3)Raman

51716-63-3 (cis-Bicyclo[3.3.0]octane-3,7-dione) Related Search:

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cis-Bicyclo(3.3.o)octane-3,7-dione Tetrahydro-2,5(1H,3H)-pentalenedione cis-Bicyclo(3.3.o)octane-3,7-dioneE-3,7-DIONE 1,3,3a,4,6,6a-hexahydropentalene-2,5-dione (1α,5α)-Bicyclo[3.3.0]octane-3,7-dione (3aα,6aα)-3a,4,6,6a-Tetrahydro-2,5(1H,3H)-pentalenedione (3aα,6aα)-Octahydropentalene-2,5-dione (3aβ,6aβ)-Octahydropentalene-2,5-dione 3aβ,4,6,6aβ-Tetrahydro-2,5(1H,3H)-pentalenedione Einecs 257-357-2 cis-tetrahydropentalene-2,5(1H,3H)-dione 2,5(1H,3H)-Pentalenedione, tetrahydro-, cis- (S,S)-TETRAHYDROPENTALENE-2,5(1H,3H)-DIONE bicyclo[3.3.0]octane-3,7-dione cis-Bicyclo[3.3.0]octane-3,7-dione 99% cis-Tetrahydro-2,5(1H,3H)-pentalenedione cis-1,3,3a,4,6,6a-hexahydropentalene-2,5-dione cis-Bicyclo[3.3.0]octane-3,7-dione rac-(3aS,6aS)-Octahydropentalene-2,5-dione cis-Bicyclo[3.3.0]octane-3,7-dione 51716-63-3 Building Blocks Organic Building Blocks Ketones C7 to C8 Carbonyl Compounds C7 to C8 Carbonyl Compounds Ketones