rac-(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate

HCID 10154103CAS 60410-16-4

Substructure search Find similar structures

Basic information

Standard SMILES: CC(=O)O[C@H]1C=C[C@@H](O)C1
InChIKey: IJDYOKVVRXZCFD-RQJHMYQMSA-N
Molecular formula: C7H10O3
Average molar mass: 142.15 g/mol
Monoisotopic mass: 142.06299418

Names & identifiers

Preferred name: rac-(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate
IUPAC: [(1R,4S)-4-hydroxycyclopent-2-en-1-yl] acetate
English name: (1R,3S)-4-Cyclopentene-1,3-diol 1-acetate
Molecular formula: C7H10O3
Molecular weight: 142.15

Names & synonyms

rac-(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetateRefChem:8731504-Cyclopentene-1,3-diol, 1-acetate, (1R,3S)-875-433-960410-16-4(1S,4R)-cis-4-Acetoxy-2-cyclopenten-1-ol(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate(1S,4R)-4-Acetoxy-2-cyclopenten-1-ol(1R,4S)-4-hydroxycyclopent-2-enyl acetaterel-(1R,4S)-4-Hydroxycyclopent-2-en-1-yl acetateMFCD00078933[(1R,4S)-4-hydroxycyclopent-2-en-1-yl] acetate

Show more names

(1S-cis)-4-Acetoxy-2-cyclopenten-1-ol4-HYDROXYCYCLOPENT-2-EN-1-YL ACETATEcis-4-Cyclopentene-1,3-diol 1-acetateCIS-4-HYDROXYCYCLOPENT-2-ENYL ACETATE(1R,4S)-4-hydroxycyclopent-2-enylacetate(1R,3S)-4-Cyclopentene-1,3-diol 1-acetate

60410-18-6(1R,3S)-(+)-4-CYCLOPENTENE-1,3-DIOL 1-ACETATE(1R,3S)-(+)-cis-4-Cyclopentene-1,3-diol 1-acetateCS-0053603(1S,4R)-cis 4-Acetoxy-2-cyclopenten-1-ol(1R,4S)-4-hydroxy-2-cyclopenten-1-yl acetate[(1R,4S)-4-hydroxy-1-cyclopent-2-enyl] acetate(+)-(1R-cis)-4-Cyclopentene-1,3-diol monoacetate

Database identifiers

CAS: 60410-16-4、60410-18-6
PubChem CID: 10154103
DTXSID: DTXSID00436209
EC Number: 875-433-9
Nikkaji: J679.175A

Properties

Computed structural properties

XLogP: 0.1
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 162

Physicochemical properties

Melting point: 49 · 49-52 °C
Boiling point: 208 · 208.0±40.0 °C(Predicted)
Density: 1.17 · 1.17±0.1 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
form: Low Melting Solid
pka: 14.11 · 14.11±0.40(Predicted)
color: Off-white to beige
optical activity: 20 · [α]20/D +68°, c = 2.3 in chloroform
BRN: 4663992 · 4663992
InChI: InChI=1S/C7H10O3/c1-5(8)10-7-3-2-6(9)4-7/h2-3,6-7,9H,4H2,1H3/t6-,7+/m1/s1
InChIKey: IJDYOKVVRXZCFD-RQJHMYQMSA-N
SMILES: [C@H]1(OC(=O)C)C=C[C@@H](O)C1
UNSPSC Code: 12352108 · 12352108
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
F: 10 · 10
HazardClass: IRRITANT
HS Code: 29162000 · 29162000
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

Safety data

F: 10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29162000
Signal word: Warning
Symbol(GHS): GHS07
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

Uses(1S,4R)-cis-4-Acetoxy-2-cyclopenten-1-ol can be used as:A building block for the synthesis of biologically significant carbocyclic nucleosides and prostaglandins.A starting material in the synthesis of azasugar analogs.