3',4'-Dihydroxypropiophenone

HCID 96267

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Basic information

CAS: 7451-98-1
Standard SMILES: CCC(=O)c1ccc(O)c(O)c1
InChIKey: HNWIHBDMOYWCGX-UHFFFAOYSA-N
Molecular formula: C9H10O3
Average molar mass: 166.17 g/mol
Monoisotopic mass: 166.06299418

Names & identifiers

Preferred name: 3',4'-Dihydroxypropiophenone
IUPAC: 1-(3,4-dihydroxyphenyl)propan-1-one
English name: 3',4'-Dihydroxypropiophenone
Molecular formula: C9H10O3
Molecular weight: 166.17

Names & synonyms

3',4'-Dihydroxypropiophenone7451-98-13,4-DihydroxypropiophenonePropiophenone, 3',4'-dihydroxy-1-(3,4-Dihydroxyphenyl)-1-propanoneBE96OIR5U0NSC 63842NSC-63842UNII-BE96OIR5U0DTXSID602255101,2-DIHYDROXY-4-PROPIONYLBENZENERefChem:198014

Show more names

Dopamine Impurity3’,4’-dihydroxy-propiophenon3',4'-Dihydroxypropiophenone,98%1-(3,4-dihydroxyphenyl)-1-propanon1-Propanone,1-(3,4-dihydroxyphenyl)-

DTXCID90148001HNWIHBDMOYWCGX-UHFFFAOYSA-N1-(3,4-dihydroxyphenyl)propan-1-one1-Propanone, 1-(3,4-dihydroxyphenyl)-MFCD000164404-PropionylbrenzcatechinErlotinib Impurity 124NCIOpen2_000251

Database identifiers

CAS: 7451-98-1
PubChem CID: 96267
DTXSID: DTXSID60225510
UNII: BE96OIR5U0
EC Number: 678-938-0
Nikkaji: J51.110B

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 57.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 167

Physicochemical properties

Melting point: 145 · 145-146°C
Boiling point: 375.1 · 375.1±27.0 °C(Predicted)
Density: 1.237 · 1.237±0.06 g/cm3(Predicted)
pka: 8.75 · 8.75±0.31(Predicted)
InChI: InChI=1S/C9H10O3/c1-2-7(10)6-3-4-8(11)9(12)5-6/h3-5,11-12H,2H2,1H3
InChIKey: HNWIHBDMOYWCGX-UHFFFAOYSA-N
SMILES: C(C1=CC=C(O)C(O)=C1)(=O)CC
CAS DataBase Reference: 7451 · 7451-98-1(CAS DataBase Reference)
FDA UNII: 96 OIR5U0 · BE96OIR5U0
Symbol(GHS): 7 · GHS07
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): 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 4 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Safety data

risk_code: 36/37/38
Symbol(GHS): GHS07
safety_code: 26-36/37/39
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

UsesIt is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Preparation methods · 1 item

PreparationObtained by Fries rearrangement of pyrocatechol dipropio-nate with aluminium chloride in chlorobenzene at 80° for 2 h (84%) or in nitrobenzene at 100° for 15 min;Obtained by Fries rearrangement of pyrocatechol dipropionate with aluminium chloride in the presence of pyrocatechol, in nitrobenzene at 80° for 1 h (37%) or in nitromethane at r.t. for 72 h (76%) Also obtained by Fries rearrangement of o-methoxyphenyl propionate (1 mol) by aluminium chloride (2 mol) without solvent at 140° for 2 h (51–55%) or in nitrobenzene at 80° for 30–60 min. A demethylation occurs during the reaction. Also obtained by acylation of pyrocatechol with propionic acidin the presence of boron trifluoride, at 150° for 2 h in a sealed tube (36%)in the presence of polyphosphoric acid for 15 min in a boiling water bath (12%) Preparation by demethylation of 4-hydroxy-3-methoxypropiophenone with refluxing pyridinium chloride for 10 min (80%) Also obtained when propiovanillone was heated with an alkali sulfide under conditions used in the kraft cooking process.