1-Cyclopentene-1-carboxylic acid (HCID 95964)

Names & identifiers

Preferred name: 1-Cyclopentene-1-carboxylic acid
IUPAC: cyclopentene-1-carboxylic acid
English name: 1-Cyclopentenecarboxylic acid
Molecular formula: C6H8O2
Molecular weight: 112.13

Names & synonyms

1-Cyclopentenecarboxylic acid1560-11-81-Cyclopentene-1-carboxylic acid1-Cyclopentenylcarboxylic acidCB 1684BRN 14463474-09-00-00109 (Beilstein Handbook Reference)DTXSID90166023NSC 44968RefChem:75511DTXCID3088514626-080-2

Show more names

cb1684opentenecarboxyL1-cyclopentenecarboxylate1-cyclopentenylcarboxylicacid

PYRZPBDTPRQYKG-UHFFFAOYSA-Ncyclopentene-1-carboxylic acidIsoaleprolic acidcyclopent-1-ene-1-carboxylic acidCyclopent-1-enecarboxylic acidMFCD00001396cyclopentenoic acidghl.PD_Mitscher_leg0.28

Database identifiers

CAS: 1560-11-8
PubChem CID: 95964
DTXSID: DTXSID90166023
ChEMBL: CHEMBL115179
EC Number: 626-080-2
Nikkaji: J80.230A

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 135

Physicochemical properties

Melting point: 121 · 121-124 °C (lit.)
Boiling point: 210 °C · 210°C
Density: 1.0795 · 1.0795 (rough estimate)
refractive index: 1.457 · 1.4570 (estimate)
Flash point: 210 °C · 210°C
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 5 · 5.00±0.20(Predicted)
color: White to Off-White
BRN: 1446347 · 1446347
InChI: InChI=1S/C6H8O2/c7-6(8)5-3-1-2-4-5/h3H,1-2,4H2,(H,7,8)
InChIKey: PYRZPBDTPRQYKG-UHFFFAOYSA-N
SMILES: C1(C(O)=O)CCCC=1
CAS DataBase Reference: 1560 · 1560-11-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NIST Chemistry Reference: 1 · 1-Cyclopentene-1-carboxylic acid(1560-11-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
RIDADR: 3261 · 3261
WGK Germany: 3 · 3
RTECS: 5976100 · GY5976100
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29162090 · 29162090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H314 (13.3%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H315 (86.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (86.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (86.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1B (13.3%)；Skin Irrit. 2 (86.7%)；Eye Irrit. 2 (86.7%)；STOT SE 3 (86.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: GY5976100
ridadr: 3261
hs_code: 29162090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
hazard_class: 8
Storage Class: 11 - Combustible Solids
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses1-Cyclopentenecarboxylic Acid can be used for enantioselective 1,3-dipolar cycloadditions of diazoacetates and solid-phase synthesis of substituted indolines. It can also be used to develop antagonists for A1- and A2-adenosine receptors.

Uses1-Cyclopentenecarboxylic acid was used in synthesis of cis-8-hexahydroindanecarboxylic acid via Diels-Alder reaction with butadiene. It was also used in synthesis of isoxazole derivatives.

General Description1-Cyclopentenecarboxylic acid was evaluated as a new effective anticonvulsant during Anticonvulsant Screening Program (ASP) of Antiepileptic Drug Development Program.