4-Cyclopentene-1,3-diol, 1-acetate, (1R,3S)-rel-

HCID 9855498CAS 60176-77-4

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Grundinformationen

Standard-SMILES: CC(=O)O[C@@H]1C=C[C@H](O)C1
InChIKey: IJDYOKVVRXZCFD-NKWVEPMBSA-N
Summenformel: C7H10O3
Durchschnittliche Molmasse: 142,15 g/mol
Monoisotopische Masse: 142,06299418

Überblick

See also: rac-(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate (annotation moved to).

Namen und Bezeichner

Bevorzugter Name: 4-Cyclopentene-1,3-diol, 1-acetate, (1R,3S)-rel-
IUPAC: [(1S,4R)-4-hydroxycyclopent-2-en-1-yl] acetate
Englischer Name: (1R,4S)-CIS-4-ACETOXY-2-CYCLOPENTEN-1-OL
Summenformel: C7H10O3
Molmasse: 142.15

Namen und Synonyme

RefChem:5223504-Cyclopentene-1,3-diol, 1-acetate, (1R,3S)-rel-60176-77-4(1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol[(1S,4R)-4-hydroxycyclopent-2-en-1-yl] acetateMFCD00210003(1R,4S)-4-acetoxy-2-cyclopenten-1-ol(1S,4R)-4-HYDROXYCYCLOPENT-2-EN-1-YL ACETATE[cis-4-Hydroxycyclopent-2-en-1-yl] acetatecis-4-Hydroxycyclopent-2-en-1-yl acetate60410-18-6(1R,3S)-(+)-cis-4-Cyclopentene-1,3-diol 1-acetate

Weitere Namen anzeigen

(1S,3R)-4-Cyclopentene-1,3-Diol 1-Acetate(1S,4R)-4-HYDROXYCYCLOPENT-2-ENYL ACETATE4-Cyclopentene-1,3-diol, 1-acetate4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)-(1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol >=98.0% (sum of enantiomers, GC)

(1S,4R)-cis-4-Hydroxy-2-cyclopentenyl acetateCIS-4-HYDROXYCYCLOPENT-2-ENYL ACETATESCHEMBL307800DTXSID10431801IJDYOKVVRXZCFD-NKWVEPMBSA-NAKOS006238828cis-3-acetoxy-5-hydroxycyclopent-1-enecis-4-Hydroxycyclopent-2-en-1-ylacetate

Datenbank-Bezeichner

CAS: 60176-77-4、60410-18-6
PubChem CID: 9855498
DTXSID: DTXSID10431801
Nikkaji: J774.684I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,1
Polarare Oberfläche (TPSA): 46,5 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 10
Formalladung: 0
Komplexität: 162

Physikochemische Eigenschaften

Schmelzpunkt: 49 · 49-51 °C
Siedepunkt: 207.984 · 207.984±40.00 °C(Press: 760.00 Torr)(predicted)
Dichte: 1.171 · 1.171±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.: 2 °C · Store at +2°C to +8°C.
pka: 14.109 · 14.109±0.40(predicted)
InChI: 1S/C7H10O3/c1-5(8)10-7-3-2-6(9)4-7/h2-3,6-7,9H,4H2,1H3/t6-,7+/m0/s1
InChIKey: IJDYOKVVRXZCFD-NKWVEPMBSA-N
SMILES: CC(=O)O[C@H]1C[C@@H](O)C=C1

Sicherheit und Regulatorisches

Sicherheitsdaten

F: 10
wgk: 3
safety_code: 22-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen

Verwenden(1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol can be used as a reactant in the total synthesis of Bartlett′s brefeldin intermediate, spinosyn A analogs, (+)-7-deaza-5′-noraristeromycin, (±) strychnine and the Wieland-Gumlich aldehyde.