3'-Hydroxypropiophenone

HCID 83141

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 13103-80-5
Standard SMILES: CCC(=O)c1cccc(O)c1
InChIKey: YXOGDBMOFMQLEU-UHFFFAOYSA-N
Molecular formula: C9H10O2
Average molar mass: 150.17 g/mol
Monoisotopic mass: 150.06807956

Names & identifiers

Preferred name: 3'-Hydroxypropiophenone
IUPAC: 1-(3-hydroxyphenyl)propan-1-one
English name: 3'-Hydroxypropiophenone
Molecular formula: C9H10O2
Molecular weight: 150.17

Names & synonyms

3'-Hydroxypropiophenone1-(3-hydroxyphenyl)propan-1-one13103-80-51-Propanone, 1-(3-hydroxyphenyl)-A3VUA549F9(3-hydroxyphenyl)propan-1-oneEINECS 236-027-1NSC-63366DTXSID60156855NSC 63366RefChem:90437DTXCID0079346

Show more names

Ephedrine Impurity 73-HYDROXY PROPIOPHENONE3'-Hydroxypropiophenone, 98%1-Propanone,1-(3-hydroxyphenyl)-Metaramine bitartrate Impurity 44Metaraminol bitartrate Impurity 44Metaraminol Bitartrate Impurity 13

236-027-11-(3-Hydroxyphenyl)-1-propanoneMFCD034285143/'-HydroxypropiophenoneMetaraminol Impurity 10NSC633661-?(3-?Hydroxyphenyl)?-?1-?propanone1-(3-hydroxy-phenyl)-propan-1-one

Database identifiers

CAS: 13103-80-5
PubChem CID: 83141
DTXSID: DTXSID60156855
ChEMBL: CHEMBL457730
UNII: A3VUA549F9
EC Number: 236-027-1
Nikkaji: J317.810B

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 142

Physicochemical properties

Melting point: 82 °C · 82 °C
Boiling point: 288.9 · 288.9±23.0 °C(Predicted)
Density: 1.104 · 1.104±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Solid
pka: 9.09 · 9.09±0.10(Predicted)
color: Off-White to Beige
InChI: InChI=1S/C9H10O2/c1-2-9(11)7-4-3-5-8(10)6-7/h3-6,10H,2H2,1H3
InChIKey: YXOGDBMOFMQLEU-UHFFFAOYSA-N
SMILES: C(C1=CC=CC(O)=C1)(=O)CC
CAS DataBase Reference: 13103 · 13103-80-5(CAS DataBase Reference)
FDA UNII: 3 VUA549F9 · A3VUA549F9
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39
HS Code: 2914500090 · 2914500090

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]

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 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

Safety data

hs_code: 2914500090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 26-36/37/39
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

Uses1-(3-Hydroxyphenyl)-1-propanone is a reactant used to synthesize tricyclic fused pyridines, a family of alkaloids with antimalarial activity.

Preparation methods · 1 item

PreparationPreparation by diazotization of m-aminopropiophenone, followed by decomposition of the diazonium salt obtained, (71%) Also obtained by saponification of 3-acetoxypropiophenone (b.p.2 127–128°) with refluxing 10% sodium hydroxide for 2–3 h (83%) Also obtained by reductive deamination of 2-amino-5-hydroxypropiophenone (diazotization, followed by decomposition of the diazonium salt formed with copper powder in ethanol) Also obtained by reaction of ethylmagnesium bromide with 3-hydroxy-N, N-diethylbenzamide in refluxing n-butyl ether for 4 h (75%) Also obtained by treatment of 3-methoxypropiophenone (b.p.0.05 70–76°) with pyridinium chloride at 210° for 30 min (85%) Also obtained by treatment of 1-hydroxy-1-(3-hydroxyphenyl)propane (m.p. 105–107°) with DDQ in dioxane for 72 h (97%).