CAS 5792-36-9 2',4'-Dihydroxypropiophenone (HCID 79856)

Names & identifiers

Preferred name: 2',4'-Dihydroxypropiophenone
IUPAC: 1-(2,4-dihydroxyphenyl)propan-1-one
English name: 2',4'-Dihydroxypropiophenone
Molecular formula: C9H10O3
Molecular weight: 166.17

Names & synonyms

2',4'-Dihydroxypropiophenone5792-36-9DTXSID90206630EINECS 227-329-4NSC 34096RefChem:439428DTXCID20129121227-329-41-(2,4-dihydroxyphenyl)propan-1-one2,4-Dihydroxypropiophenone4-Propionylresorcinolrespropiophenone

Show more names

LABOTEST-BB LT002612982,4- Dihydroxy benzaidehyde2',4'-Dihydroxypropiophenone>ETHYL 2,4-DIHYDROXYPHENYL KETONE2',4'-Dihydroxypropiophenone,99%

1-(2,4-Dihydroxyphenyl)-1-propanoneMFCD000022801-Propanone, 1-(2,4-dihydroxyphenyl)-1-(2,4-Dihydroxy-Phenyl)-Propan-1-One2,4-Dihydroxyphenyl Ethyl Ketone2',4'-Dihydroxypropiophenone, 99%NSC-340961-(2,4-Dihydroxyphenyl)-1-propanone #

Database identifiers

CAS: 5792-36-9
PubChem CID: 79856
DTXSID: DTXSID90206630
ChEMBL: CHEMBL539379
UNII: UXV5BK8TF2
EC Number: 227-329-4、918-482-4
Nikkaji: J218.052I

Properties

Computed structural properties

XLogP: 2.2
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: 95 · 95-98 °C(lit.)
Boiling point: 178 °C · 178 °C / 7mmHg
Density: 1.1708 · 1.1708 (rough estimate)
refractive index: 1.526 · 1.5260 (estimate)
storage temp.: RT, stored under nitrogen
form: powder to crystal
pka: 8.03 · 8.03±0.40(Predicted)
color: Light yellow to Yellow to Orange
BRN: 1238635 · 1238635
Cosmetics Ingredients Functions: ANTIOXIDANT
InChIKey: LLBBBYLDTDJMNU-UHFFFAOYSA-N
CAS DataBase Reference: 5792 · 5792-36-9(CAS DataBase Reference)
FDA UNII: 5 BK8TF2 · UXV5BK8TF2
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280a-P304+P340-P405-P501a
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39-24/25
WGK Germany: 3 · 3
HS Code: 29145090 · 29145090

Safety & regulation

GHS classification

GHS Classification · 4 items

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

wgk: 3
hs_code: 29145090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39-24/25
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280a-P304+P340-P405-P501a

Chemistry & industry

Applications

Uses2',4'-Dihydroxypropiophenone is an organic synthesis intermediate used in the pharmaceutical industry to manufacture the neurostimulant Resulin (dimethylformin).

Preparation methods · 1 item

PreparationPreparation by reaction of propionic acid with resorcinol,in the presence of zinc chloride (Nencki reaction), at reflux (160–165°) for 15 min, at 150° for 20 min in the presence of boron trifluoride for 2 h at 70° (79%), at 80° (67%) or at 105–108° for 15 min (71%) in the presence of polyphosphoric acid for 10–20 min in a boiling water bath (65%) in the presence of 70% perchloric acid at reflux for 30 min (70%) in the presence of Amberlite IR-120 (cation exchange resin sulfonic acid type) at 160° for 2–3 h (76%) Preparation by reaction of propionitrile with resorcinol (Hoesch reaction) (75%) (65%) (46%)(35%) Preparation by reaction of propionic anhydride with resorcinolin the presence of Amberlite IR-120 (cation exchange resin sulfonic acid type) at 160° for 2–3 h (82%) in the presence of concentrated sulfuric acid (small drops) at 130° for some min (60%)Also obtained by Fries rearrangement of resorcinol dipropionatewith aluminium chloride at 180–185° for 90 min (25%) with boron trifluoride, in the presence of resorcinol, at 75° for 1 h (83%) Also obtained by reaction of ethylmagnesium bromide with 2,4-dihydroxy-N, N-diethylbenzamide in refluxing benzene (12%).