12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid

Basic Information

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CAS Number

33159-27-2

Molecular Formula

C20H28O5S

Molecular Weight

380.51 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

°Cat760mmHg

Refractive Index

1.562

Specific Rotation

D25 +72.4° (c = 2.5 in alcohol)

SMILES

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CC(C)C1=C(C=C2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)S(=O)(=O)O

InChI

InChI=1S/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/t17-,19-,20-/m1/s1

InChIKey

IWCWQNVIUXZOMJ-MISYRCLQSA-N

LogP

4.151600000000004

Topological Polar Surface Area

91.67 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

666

Synonyms & References

English

AS-55875
DTXSID7046881
Q20817236
ECABET [WHO-DD]
DB05265
(1R,4AS,10AR)-1,4A-DIMETHYL-7-(PROPAN-2-YL)-6-SULFO-1,2,3,4,4A,9,10,10A-OCTAHYDROPHENANTHRENE-1-CARBOXYLIC ACID
Ecabetum [INN-Latin]
SCHEMBL373030
D07885
CHEMBL2104585
D81888
CAS-33159-27-2
Ecabet
AKOS015917316
2K02669KWP
CS-0009589
Ecabet (INN)
(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-6-sulfo-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
Ecabet [INN]
ECABET [MI]
(1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-6-sulfo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid
NCGC00181160-01
33159-27-2
CHEBI:135593
Ecabetum
HY-B0691
Tox21_112763
BCP12970
(4Beta)-12-Sulfoabieta-8,11,13-trien-18-oic acid
DTXCID5026881
13-Isopropyl-12-sulfopodocarpa-8,11,13-trien-15-oic acid

MDL Number

MFCD11044526

FAQ

What are the physical and chemical properties of 12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2)?

12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2) is a white to off-white crystalline solid. It has a molecular weight of approximately 510.52 g/mol and is poorly soluble in water but soluble in organic solvents like methanol and ethanol. This compound is reactive towards nucleophiles and can undergo esterification and sulfation reactions. It has a high tendency to form complexes with metal ions.

How is 12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2) typically synthesized?

12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid is typically synthesized via a multi-step process involving the functionalization of the abietic acid derivative with sulfuric acid in the presence of a catalyst to introduce the sulfonic acid group. The reaction is selective and yields up to 95% of the desired product, with careful control of reaction conditions and purification steps to ensure high purity.

What industries use 12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2)?

12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2) is used in the pharmaceutical industry for the synthesis of bioactive molecules. It is also utilized in the polymer industry for developing functionalized polymers and in the semiconductor industry for creating sensing materials and devices. Additionally, it finds applications in the production of specialized surfactants and detergents.

What precautions should be taken when handling 12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2)?

When handling 12-Sulfoabieta-8(14),9(11),12-trien-18-oic acid (CAS: 33159-27-2), ensure the use of personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood due to its potential to react with water and form hazardous compounds. Spills should be cleaned up immediately using appropriate absorbent materials and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed safety instructions.