Basic information
- CAS
703-23-1- Standard SMILES
COc1cccc(O)c1C(C)=O- InChIKey
UENLHUMCIOWYQN-UHFFFAOYSA-N- Molecular formula
- C9H10O3
- Average molar mass
- 166.17 g/mol
- Monoisotopic mass
- 166.06299418
Overview
2'-Hydroxy-6'-methoxyacetophenone is an aromatic ketone.
Names & identifiers
- Preferred name
- 1-(2-Hydroxy-6-methoxyphenyl)ethan-1-one
- IUPAC
- 1-(2-hydroxy-6-methoxyphenyl)ethanone
- English name
- 2'-Hydroxy-6'-methoxyacetophenone
- Molecular formula
- C9H10O3
- Molecular weight
- 166.17
Names & synonyms
703-23-11-(2-hydroxy-6-methoxyphenyl)ethanone2'-Hydroxy-6'-methoxyacetophenone1-(2-Hydroxy-6-methoxyphenyl)ethan-1-oneEthanone, 1-(2-hydroxy-6-methoxyphenyl)-EINECS 211-872-9M5VQG8968NDTXSID80220567RefChem:422219DTXCID10143058211-872-9InChI=1/C9H10O3/c1-6(10)9-7(11)4-3-5-8(9)12-2/h3-5,11H,1-2H
Show more names
2-Acetyl-3-methoxyphenol2'-HYDROXY-6'-METHOXYACETOPHEN6'-Hydroxy-2'-methoxyacetophenone2'-Hydroxy-6'-methoxyacetophenone 98%
2-Hydroxy-6-methoxyacetophenoneMFCD00008732Acetophenone, 2'-hydroxy-6'-methoxy-1-(2-Hydroxy-6-methoxy-phenyl)-ethanone2-Hydroxy 6-methoxy acetophenoneCHEBI:180565STR04840EN300-114469
Database identifiers
- CAS
703-23-1- PubChem CID
- 69709
- DTXSID
DTXSID80220567- ChEMBL
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 167
Experimental & physicochemical properties
SpringerMaterials PropertiesChemical shift
Physicochemical properties
- Melting point
- 58 · 58-60 °C(lit.)
- Boiling point
- 141 °C16 · 141 °C16 mm Hg(lit.)
- Density
- 1.158 · 1.158
- refractive index
- 1.55 · 1.5500 (estimate)
- Flash point
- 141 °C/16mm · 141°C/16mm
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 9.79 · 9.79±0.10(Predicted)
- form
- solid
- color
- Light yellow to yellow
- BRN
- 1869049 · 1869049
- InChI
- 1S/C9H10O3/c1-6(10)9-7(11)4-3-5-8(9)12-2/h3-5,11H,1-2H3
- InChIKey
- UENLHUMCIOWYQN-UHFFFAOYSA-N
- SMILES
- COc1cccc(O)c1C(C)=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/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)
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.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- N
- hs_code
- 29145090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
Chemistry & industry
Applications
Uses2′-Hydroxy-6′-methoxyacetophenone was used as starting material in the synthesis of 5-methoxyflavaone. It was also used in synthesis of 5,6-dihydroxyflavone.
Uses2''-Hydroxy-6''-methoxyacetophenone is useful in the synthesis of an aminopyrazole compound which is used to treat cancer and inhibits Chk1. 2''-Hydroxy-6''-methoxyacetophenone is also used to prepare 5,4''-disubstituted flavones, predicted androgen receptor antagonists and naphthopyrazolyl carbothioamides which are anticancer agents.
General DescriptionAn organometallic synthetic route to 2′-hydroxy-6′-methoxyacetophenone was reported.
Preparation methods
PreparationPreparation by reaction of methyl iodide on 2,6-dihydroxyacetophenone with potassium carbonate in boiling acetone (56%).
Upstream & downstream products
Upstream raw materials
Related reactions
14 records
Compound notes
Loading…