(3aS)-3a-(prop-2-en-1-yl)-2H,3H,3aH,4H,5H-cyclopenta[b]furan

• ChemBase ID: 156993
• Molecular Formular: C10H14O
• Molecular Mass: 150.21756
• Monoisotopic Mass: 150.10446507
• SMILES: C=CC[C@]12CCC=C1OCC2
• Canonical SMILES: C=CC[C@]12CCOC2=CCC1
• InChI: InChI=1S/C10H14O/c1-2-5-10-6-3-4-9(10)11-8-7-10/h2,4H,1,3,5-8H2/t10-/m1/s1
• InChIKey: WBRYUDKSKFXYOD-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS)-3a-(prop-2-en-1-yl)-2H,3H,3aH,4H,5H-cyclopenta[b]furan
• IUPAC Traditional name: (3aS)-3a-(prop-2-en-1-yl)-2H,3H,4H,5H-cyclopenta[b]furan
• Synonyms: (3aS)-3,3a,4,5-Tetrahydro-3a-(2-propenyl)-2H-cyclopenta[b]furan; (S)-5-Allyl-2-oxabicyclo[3.3.0]oct-8-ene; (3aS)-3,3a,4,5-四氢-3a-(2-丙烯基-2H-环戊并[b]呋喃; (S)-5-烯丙基-2-氧杂双环[3.3.0]辛-8-烯

Database IDs

• MDL Number: MFCD09038495
• PubChem SID: 162251130
• PubChem CID: 57372770

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0015848
• LogD (pH = 7.4): 2.0015848
• Log P: 2.0015848
• Molar Refractivity: 47.3033 cm^3
• Polarizability: 17.91133 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Refractive Index: n20/D 1.497
• Optical Rotation: [α]/D -108±5°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (GC)
• Grade: purum p.a.
• Optical Purity: enantiomeric ratio: ≥99.0:1.0 (GC)
• Empirical Formula (Hill Notation): C10H14O

DETAILS

Sigma Aldrich - 53835

General description
Widely applicable for alcohols and thiols which have been hard to be chiral-resolved with existing methods. Enabling to reduce production costs because of easy recovery.