(+-)-Tetrahydro-2-furoic acid (HCID 86079)

Overview

structure given in first source; RN given refers to cpd without isomeric designation

Names & identifiers

Preferred name: (+-)-Tetrahydro-2-furoic acid
IUPAC: oxolane-2-carboxylic acid
English name: 2-Tetrahydrofuroic acid
Molecular formula: C5H8O3
Molecular weight: 116.12

Names & synonyms

16874-33-2Tetrahydro-2-furancarboxylic acidTHFCCJ7M2QK6X3DTXSID601030927tetrahydrofuroic acidRefChem:905517(+-)-Tetrahydro-2-furoic acidDTXCID30224439605-530-12-Tetrahydrofuroic AcidTETRAHYDROFURAN-2-CARBOXYLIC ACID

Show more names

THFACTetrahydrofurioic Acid2-TetrahydrofuroicTIMTEC-BB SBB004298Terazosin Impurity 12-Tetrahydrofuroic a

Tetrahydro-2-furoic acidoxolane-2-carboxylic acid2-Furancarboxylic acid, tetrahydro-MFCD00022473NSC-521564Furancarboxylic acid, tetrahydro-UNII-CJ7M2QK6X3tetrahydro-furan-2-carboxylic acid

Database identifiers

CAS: 16874-33-2
PubChem CID: 86079
DTXSID: DTXSID601030927
ChEMBL: CHEMBL4447232
UNII: CJ7M2QK6X3
EC Number: 605-530-1
Nikkaji: J261.111B

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 99.8

Experimental & physicochemical properties

Chemical ClassesIndustrial compound

Physicochemical properties

Melting point: 21 °C · 21°C
Boiling point: 128 · 128-129 °C13 mm Hg(lit.)
Density: 1.209 g/mL · 1.209 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.46(lit.)
Flash point: 139 °C · 139 °C
storage temp.: 2 · Sealed in dry,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 3.6 · 3.60±0.20(Predicted)
form: Liquid
color: Clear yellow to brown
Water Solubility: soluble
BRN: 109671 · 109671
InChI: 1S/C5H8O3/c6-5(7)4-2-1-3-8-4/h4H,1-3H2,(H,6,7)
InChIKey: UJJLJRQIPMGXEZ-UHFFFAOYSA-N
SMILES: OC(=O)C1CCCO1
CAS DataBase Reference: 16874 · 16874-33-2(CAS DataBase Reference)
FDA UNII: 7 M2QK6X3 · CJ7M2QK6X3
NIST Chemistry Reference: 2 · 2-Furancarboxylic acid, tetrahydro-(16874-33-2)
EPA Substance Registry System: 2 · 2-Furancarboxylic acid, tetrahydro- (16874-33-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 22 · 22-34
Safety Statements: 26 · 26-36/37/39-45-28A
RIDADR: 3265 · UN 3265 8/PG 3
WGK Germany: 3 · 3
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29321900 · 29321900
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (94.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 126 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 23-11-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/16230

2-Tetrahydrofuran carboxylic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (94.4%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3265 8/PG 3
hs_code: 29321900
risk_code: 22-34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-36/37/39-45-28A
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H314
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338

Chemistry & industry

Applications

Uses2-Tetrahydrofuroic acid is used as a reagent to synthesize Alfuzosin (HCl: A532000), an unselective alpha-1 blocker that is used to treat lower urinary tract symptoms and benign prostatic hyperplasia.

General DescriptionTetrahydro-2-furoic acid inhibits the programmed cell death of Xanthomonas campestris strains. It is a specific inhibitor of proline dehydrogenase, a mitochondrial flavoenzyme that oxidizes proline.