2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-, (6R)-

Basic Information

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CAS Number

26472-41-3

Molecular Formula

C21H30O5

Molecular Weight

362.47 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Physical State

Powder

Melting Point

65-66.5 ºC

Boiling Point

414.06°C (rough estimate)

Solubility

Insuluble (7.6E-3 g/L) (25 ºC),

Refractive Index

1.6120 (estimate)

Specific Rotation

D20 -212° (1.0 g in 15.5 g 96% alc)

SMILES

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CC(C)CC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)O

InChI

InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/s1

InChIKey

VMSLCPKYRPDHLN-OAQYLSRUSA-N

LogP

4.252200000000004

Topological Polar Surface Area

94.83 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

711

Synonyms & References

English

VMSLCPKYRPDHLN-OAQYLSRUSA-N
HY-N6084
(6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
(6R)-3,5,6-Trihydroxy-2-isovaleryl-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dienone
BDBM50177000
26472-41-3
(+)-humulone
alpha-Bitter acid
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on
(6R)-3, 5, 6-trihydroxy-2-(3-methylbutanoyl)-4, 6-bis(3-methylbut-2-enyl)cyclohexa-2, 4-dien-1-one
MS-25761
CHEMBL1592914
SCHEMBL17584889
SCHEMBL13629033
Humulone
Humulone (R-Humulone)
DTXSID501019081
Humulon
NCGC00160174-01
(6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one
NCGC00160174-01!HUMULONE
2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-butenyl)-2-(3-methyl-1-oxobutyl)-, (R)-
alpha-Lupulic acid
CS-0032512
((r)-3,5,6-trihydroxy-4,6-bis(3-methyl-2-butenyl)-2-(3-methyl-1oxobutyl)-2,4-cyclohexadien-1-one)
CHEBI:5769
2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-2-isovaleryl-4,6-bis(3-methyl-2-butenyl)-, (R)-(-)-
SCHEMBL144835
NS00051310
Q419456
3,5,6-Trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methyl-2-butenyl)-2,4-cyclohexadien-1-one #

MDL Number

MFCD00076002

FAQ

What are the physical and chemical properties of 2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-, (6R)- (CAS: 26472-41-3)?

The compound has a crystalline form and a molecular weight of approximately 504.68 g/mol. It has a high solubility in organic solvents like acetone and ethyl acetate, but is less soluble in water. Chemically, it is moderately reactive, particularly towards nucleophiles and electrophiles. It can undergo polymerization and hydrogenation reactions under certain conditions.

How is 2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-, (6R)- (CAS: 26472-41-3) typically synthesized?

The compound is usually synthesized via a multi-step process involving the condensation of 3-methyl-2-buten-1-ol with 2,4-cyclohexadien-1-one, followed by hydroxylation and methylation steps. Common catalysts include palladium-based catalysts, and the process yields approximately 85% of the desired product.

What industries use 2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-, (6R)- (CAS: 26472-41-3)?

This compound is primarily used in the pharmaceutical and polymer industries. It serves as a precursor in the synthesis of various drugs and also plays a role in the development of advanced polymers with specific mechanical properties. Additionally, it has potential applications in the production of sensors and semiconductors.

What precautions should be taken when handling 2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-, (6R)- (CAS: 26472-41-3)?

When handling this compound, it is crucial to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation risks. In case of a spill, contain it with an appropriate absorbent material and dispose of it according to local regulations. Always refer to the safety data sheet (SDS) for detailed handling and emergency procedures.