Basic information
- CAS
1450-75-5- Standard SMILES
CC(=O)c1cc(Br)ccc1O- InChIKey
HQCCNFFIOWYINW-UHFFFAOYSA-N- Molecular formula
- C8H7BrO2
- Average molar mass
- 215.04 g/mol
- Monoisotopic mass
- 213.96294156
Names & identifiers
- Preferred name
- 5'-Bromo-2'-hydroxyacetophenone
- IUPAC
- 1-(5-bromo-2-hydroxyphenyl)ethanone
- English name
- 5-Bromo-2-hydroxyacetophenone
- Molecular formula
- C8H7BrO2
- Molecular weight
- 215.04
Names & synonyms
1450-75-51-(5-Bromo-2-hydroxyphenyl)ethanone5'-Bromo-2'-hydroxyacetophenone2-Acetyl-4-bromophenolEthanone, 1-(5-bromo-2-hydroxyphenyl)-2'-Hydroxy-5'-bromoacetophenoneBRN 20451404-08-00-00328 (Beilstein Handbook Reference)DTXSID50162864NSC 466211-[5-Bromo-2-hydroxyphenyl]ethanoneRefChem:100759
Show more names
1-(3-broMophenyl)-2-hydroxyethan-1-oneAKOS BBS-000066225-BroMo-2-hydroxyace5-Bromo-2-hydroxyacetophe5-Methyl-6-Hydroxysalicylate5’-bromo-2’-hydroxy-acetophenon2’-hydroxy-5’-bromoacetophenone
DTXCID2085355Acetophenone, 5'-bromo-2'-hydroxy-(6CI,7CI,8CI)604-457-2InChI=1/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H5-bromo-2-hydroxyacetophenone1-(5-bromo-2-hydroxyphenyl)ethan-1-oneMFCD001918502-hydroxy-5-bromoacetophenone
Database identifiers
- CAS
1450-75-5- PubChem CID
- 95991
- DTXSID
DTXSID50162864- ChEMBL
CHEMBL4469150- EC Number
- 604-457-2
- Nikkaji
- J1.296.783G
Properties
Computed structural properties
- XLogP
- 2.7
- 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
Physicochemical properties
- Melting point
- 58 · 58-61 °C(lit.)
- Boiling point
- 135 · 135-143 °C(Press: 16 Torr)
- Density
- 1.586 · 1.586±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform
- pka
- 9.59 · 9.59±0.18(Predicted)
- form
- Solid
- color
- White to pale yellow
- InChI
- InChI=1S/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3
- InChIKey
- HQCCNFFIOWYINW-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC(Br)=CC=C1O)C
- LogP
- 3.11 · 3.110 (est)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
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 6 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
- rtecs
- KM5556350
- hs_code
- 29147000
- Toxicity
- mouse,LD50,intraperitoneal,> 1gm/kg (1000mg/kg),Indian Journal of Chemistry, Section B: Organic Chemistry, Including Medicinal Chemistry. Vol. 20, Pg. 480, 1981.
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemistry & industry
Applications
Uses5-Bromo-2-hydroxyacetophenone (5-Bromo-2-hydroxyacetophenone) may be used in ligand in the preparation of tetrahedral metallocene complexes containing vanadium(IV), synthesis of {2-[1-(5-bromo-2-oxidophenyl) ethylidene] benzohydrazidato (2-)} tris(pyridine) nickel(II)] pyridine solvate, synthesis of N-[1-(5-bromo-2-hydroxyphenyl)ethylidene]-3,4,5-trihydroxybenzohydrazide dimethyl sulfoxide solvate trihydrate, preparation of 6-bromochromen-4-one.
Preparation methods
PreparationPreparation by Fries rearrangement of 4-bromophenyl acetate with aluminium chloride without solvent between 110° and 160° (84–91%).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
206 records
Compound notes
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