CAS 6093-68-1 6-hydroxy-2H-chromen-2-one (HCID 99477)

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Basic information

CAS: 6093-68-1
Standard SMILES: O=c1ccc2cc(O)ccc2o1
InChIKey: CJIJXIFQYOPWTF-UHFFFAOYSA-N
Molecular formula: C9H6O3
Average molar mass: 162.14 g/mol
Monoisotopic mass: 162.03169405

Names & identifiers

Preferred name: 6-hydroxy-2H-chromen-2-one
IUPAC: 6-hydroxychromen-2-one
English name: 6-Hydroxycoumarin
Molecular formula: C9H6O3
Molecular weight: 162.14

Names & synonyms

6-Hydroxy-2H-chromen-2-oneRefChem:543379628-689-9InChI=1/C9H6O3/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h1-5,106-Hydroxycoumarin6093-68-16-hydroxychromen-2-one2H-1-Benzopyran-2-one, 6-hydroxy-6-hydroxy coumarin6-Hydroxycoumaran6-Hydroxy-2H-1-benzopyran-2-oneMFCD00630040

Show more names

6-hydroxy CourMarin6-Hydroxycoumarin>6-Hydroxycoumarin 97%HYDROXYCOUMARIN, 6-(RG)6-HYDROXYCOUMARIN (439 GMS)6-Hydroxy-2H-chromen-2-one 97%

7FS6H939K6NSC226192NSC-226192CHEMBL243263BDBM50327651NSC677227AKOS005258623CCG-266293

Database identifiers

CAS: 6093-68-1
PubChem CID: 99477
DTXSID: DTXSID70209760
ChEMBL: CHEMBL243263
UNII: 7FS6H939K6
EC Number: 628-689-9
Nikkaji: J419.093I

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 222

Experimental & physicochemical properties

Kovats Retention Index · 2 items

1760；1770；1771

1840；1849

Physicochemical properties

Melting point: 249 · 249-253 °C (lit.)
Boiling point: 248.82 °C · 248.82°C (rough estimate)
Density: 1.25 · 1.2500
refractive index: 1.538 · 1.5380 (estimate)
storage temp.: Sealed in dry,Room Temperature
pka: 8.92 · 8.92±0.20(Predicted)
form: Solid
color: White to yellow
λmax: 349 nm · 349nm(EtOH)(lit.)
InChI: InChI=1S/C9H6O3/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h1-5,10H
InChIKey: CJIJXIFQYOPWTF-UHFFFAOYSA-N
SMILES: C1(=O)OC2=CC=C(O)C=C2C=C1
LogP

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (95.3%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 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 CategoriesAcute Tox. 4 (95.3%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29322010
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-36
Storage Class: 11 - Combustible Solids

Chemistry & industry

Applications · 3 items

Description6-Hydroxycoumarin is a coumarin which has anti-inflammatory, anti-pyretic, anti-oxidant, vasodilator, anti-amoebic, anti-bacterial, anti-fungal, bacteriostatic and antitumor activity.

Occurrence6-Hydroxycoumarin is a natural product found in Grevillea robusta and Amburana cearensis with data available.

Uses6-Hydroxycoumarin (cas# 6093-68-1) is a compound useful in organic synthesis.

Preparation methods · 1 item

Preparation(1) synthesis of 6-aminocoumarins：In polar solvent, using 6- nitroscumarin as raw material, using hydrazine hydrate as hydrogen Source, is reducing catalyst using ferric chloride (FeCl36H2O), at ambient pressure reduces 6-nitroscumarin, prepare 6- aminocoumarins；(2) synthesis of 6-Hydroxycoumarins：In sulfuric acid solution, one-step method is by 6-aminocoumarins after diazo-reaction Direct hydrolysis, prepares 6-Hydroxycoumarins in high yield.The preparation method of 6 Hydroxycoumarins