2',4'-Dihydroxyacetophenone

HCID 6990
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Basic information

CAS
89-84-9
Standard SMILES
CC(=O)c1ccc(O)cc1O
InChIKey
SULYEHHGGXARJS-UHFFFAOYSA-N
Molecular formula
C8H8O3
Average molar mass
152.15 g/mol
Monoisotopic mass
152.04734411

Names & identifiers

Preferred name
2',4'-Dihydroxyacetophenone
IUPAC
1-(2,4-dihydroxyphenyl)ethanone
English name
2,4-Dihydroxyacetophenone
Molecular formula
C8H8O3
Molecular weight
152.15

Names & synonyms

89-84-92',4'-DIHYDROXYACETOPHENONE2,4-Dihydroxyacetophenone1-(2,4-Dihydroxyphenyl)ethanoneResacetophenone4-AcetylresorcinolResoacetophenoneEthanone, 1-(2,4-dihydroxyphenyl)-1-(2,4-dihydroxyphenyl)ethan-1-oneUC3V356VZCNSC-10883DTXSID4058998
Show more names
2,4-DHAPHyMechroMoneNSC 37559NSC 10883AKOS 90593
CHEBI:18414RefChem:47128DTXCID7048667201-945-31-Acetyl-2,4-dihydroxybenzeneResorcinol, 4-acetyl-MFCD00002279Acetophenone, 2',4'-dihydroxy-

Database identifiers

CAS
89-84-9
PubChem CID
6990
DTXSID
DTXSID4058998
ChEMBL
CHEMBL243374
ChEBI
CHEBI:18414
UNII
UC3V356VZC
EC Number
201-945-3
Nikkaji
J4.309E

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

Melting Point147 °C
Physical Description · 2 items

Solid; [Merck Index] Yellow or gold powder; [Alfa Aesar MSDS]

Solid

Collision Cross Section127.2 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；126.3 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

Physicochemical properties

Melting point
143 · 143-144.5 °C(lit.)
Boiling point
234.6 °C · 234.6°C (rough estimate)
Density
1.18 g/mL · 1.18 g/mL at 25 °C(lit.)
refractive index
1.4945 · 1.4945 (estimate)
storage temp.
Inert atmosphere,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (96.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H335 (96.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 12-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27965

2',4'-Dihydroxyacetophenone: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA severe eye irritant; [RTECS] Decomposed slowly by water; [Merck Index] An irritant that may cause serious eye injury; [Alfa Aesar MSDS] See Acetophenone and Resorcinol.
Hazard Classes and CategoriesSkin Irrit. 2 (98%)；Eye Dam. 1 (96.1%)；STOT SE 3 (96.1%)

Regulatory information

Regulatory Information · 2 items

Status: Active Update: 12-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27965

2',4'-Dihydroxyacetophenone: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
2
tsca
TSCA listed
rtecs
AM7525000
hs_code
29145000
risk_code
36/37/38

Chemistry & industry

Pharmacology

Metabolism/MetabolitesResacetophenone has known human metabolites that include 2,4-Dihydroxyacetophenone 5-sulfate.
Cellular LocationsCytoplasm；Extracellular

Uses & manufacturing

UsesUsed as a reagent for iron (in 10% alcoholic solution); [Merck Index]
General Manufacturing InformationEthanone, 1-(2,4-dihydroxyphenyl)-: ACTIVE
Applications · 1 item

Uses2,4-Dihydroxyacetophenone (cas# 89-84-9) is a compound useful in organic synthesis. It is also used as intermediate for pharmaceuticals. Reagent for iron as a 10% alcoholic solution. A red color is obtained with ferric ions in slightly acid solution: Cooper, Ind. Eng. Chem. Anal. Ed. 9, 334 (1937).

Preparation methods · 1 item

PreparationPreparation by reaction of acetic acid on resorcinol,with zinc chloride (Nencki reaction) (94%)with boron trifluoridewith Amberlite IR-120 (a cation exchange resin, sulfonic acid type) (87%)with polyphosphoric acid (63%)with 70% perchloric acid (33%).

Upstream & downstream products

Upstream raw materials

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: 2',4'-dihydroxyacetophenone is a dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'. It has a role as a plant metabolite. It is a member of resorcinols and a dihydroxyacetophenone.

Related reactions

135 records
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Compound notes

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