CAS 942-01-8|1,2,3,4-Tetrahydrocarbazole|2,3,4,9-tetrahydro-1H-carbazole|2,3,4,9-tetrahydro-1H-carbazole|1,2,3,4-四氢咔唑|1,2,3,4-Tetrahydrocarbazole|2,3,4,9-Tetrahydro-1H-carbazole

General Information

Structure

Molecular Formula

C₁₂H₁₃N

Molecular Mass

171.23832

Exact Mass

171.10479942

Charge

InChI

InChI=1S/C12H13N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1,3,5,7,13H,2,4,6,8H2

InChIKey

XKLNOVWDVMWTOB-UHFFFAOYSA-N

Canonic Smiles

C1CCc2c(C1)[nH]c1c2cccc1

Isomeric Smiles

c1ccc2[nH]c3c(c2c1)CCCC3

Calculated Properties

JChem

Acid pKa

17.278738

H Acceptors

H Donor

LogD (pH = 5.5)

3.2883556

LogD (pH = 7.4)

3.2883556

Log P

3.2883556

Molar Refractivity

54.6582

Polarizability

22.121792

Polar Surface Area

15.79

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

2,3,4,9-tetrahydro-1H-carbazole

Synonyms

1,2,3,4-Tetrahydrocarbazole1,2,3,4-四氢咔唑1,2,3,4-Tetrahydrocarbazole2,3,4,9-Tetrahydro-1H-carbazole

IUPAC Traditional name

2,3,4,9-tetrahydro-1H-carbazole

Names and Identifiers

Registration numbers

PubChem SID

CAS Number

PubChem CID

MDL Number

EC Number

Beilstein Number

Registration numbers

Properties

Product Information

Certificate of Analysis

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Empirical Formula (Hill Notation)

C12H13N

Purity

99%

98%

Physical Property

Boiling Point

325-330 °C(lit.)

325-330°C

Melting Point

118-120 °C(lit.)

118-120°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

05218972

MP Biomedicals Rare Chemical collection

Sigma Aldrich

T12408

Packaging
25 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Photooxygenation with singlet oxygen, followed by reduction of the expected hydroperoxide to the allylic alcohol, is accompanied by ring contraction to a spiro ketone. The same product is formed in high yield on treatment of the spiroketone with mineral acid: J. Org. Chem., 61, 810 (1996):

• Deprotonation with excess superbasic n-BuLi/KO-t-Bu to give the N,ɑ-dianion has been studied in a variety of ether solvents. Formation of substantial amounts of the ɑ-ethyl derivative was observed with Et₂O and THF, and also, remarkably, with various alkyl methyl ethers; e.g. in n-BuOMe, the ɑ-ethyl product was obtained in 60% yield. The ethyl group originates from the interaction of the solvent with the strong base, confirmed by the detection of ethylene in the absence of the tetrahydrocarbazole substrate: J. Org. Chem., 60, 8334 (1995). ɑ-Ethylation also occurred with 2-ethylindole, but not with 2-methyl- or 2-isopropyl analogues.

References

Bioactivity

PubChem BioAssay

Bioactivity