Basic information
- CAS
1450-74-4- Standard SMILES
CC(=O)c1cc(Cl)ccc1O- InChIKey
XTGCUDZCCIRWHL-UHFFFAOYSA-N- Molecular formula
- C8H7ClO2
- Average molar mass
- 170.59 g/mol
- Monoisotopic mass
- 170.01345714
Names & identifiers
- Preferred name
- 3-Chloro-6-hydroxyacetophenone
- IUPAC
- 1-(5-chloro-2-hydroxyphenyl)ethanone
- English name
- 1-(5-Chloro-2-hydroxyphenyl)ethanone
- Molecular formula
- C8H7ClO2
- Molecular weight
- 170.59
Names & synonyms
1450-74-45'-Chloro-2'-hydroxyacetophenone1-(5-Chloro-2-hydroxyphenyl)ethan-1-oneETHANONE, 1-(5-CHLORO-2-HYDROXYPHENYL)-2-Acetyl-4-chlorophenolUY5U246MAZ3-Chloro-6-hydroxyacetophenoneEINECS 215-916-8NSC-46622DTXSID90162863NSC 46622RefChem:500291
Show more names
1-(3-chlorophenyl)-2-hydroxyethan-1-oneAKOS BB-6937ASISCHEM D38764SALOR-INT L497495-1EAoro-2'-hydroxyacetophenone2'-hydroxy-5'-chlorophenone
DTXCID7085354215-916-8InChI=1/C8H7ClO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H1-(5-Chloro-2-hydroxyphenyl)ethanone5-Chloro-2-hydroxyacetophenoneMFCD00067788Acetophenone, 5'-chloro-2'-hydroxy-1-(5-chloro-2-hydroxy-phenyl)ethanone
Database identifiers
- CAS
1450-74-4- PubChem CID
- 74061
- DTXSID
DTXSID90162863- ChEMBL
CHEMBL4556310- UNII
- UY5U246MAZ
- EC Number
- 215-916-8
- Nikkaji
- J102.344F
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 158
Experimental & physicochemical properties
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Physicochemical properties
- Melting point
- 54 · 54-56 °C(lit.)
- Boiling point
- 126 · 126-128 °C28 mm Hg(lit.)
- Density
- 1.2315 · 1.2315 (rough estimate)
- refractive index
- 1.559 · 1.5590 (estimate)
- Flash point
- 107 · 107-109°C/12mm
- storage temp.
- Sealed in dry,Room Temperature
- form
- Solid
- pka
- 9.72 · 9.72±0.18(Predicted)
- BRN
- 1365589 · 1365589
- InChI
- InChI=1S/C8H7ClO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3
- InChIKey
- XTGCUDZCCIRWHL-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC(Cl)=CC=C1O)C
Safety & regulation
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 44 reports by companies from 4 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
- hs_code
- 29147000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36-37/39
- 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
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses5′-Chloro-2′-hydroxyacetophenone (5-chloro-2- hydroxyacetophenone) may be used in the synthesis of:6-chloro-2-methyl-4H-chrome-4-one1-(2-hydroxyphenyl)-5-phenyl-2,4-pentadien-1-ones1-(2-hydroxyphenyl)-5-phenyl-2,4-pentadien-1-ones2-styrenyl allyl ether
General Description5′-Chloro-2′-hydroxyacetophenone (5-chloro-2- hydroxyacetophenone) on condensation with salicylhydrazide yields Schiff base, which is reported to form copper(II) complexes. Dipole moment of 5-chloro-2- hydroxyacetophenone has been evaluated in benzene solution.
Preparation methods
PreparationPreparation by Fries rearrangement of 4-chlorophenyl acetate with aluminium chloride without solvent between 110° and 200°(90–100% yield).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
82 records
Compound notes
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