3D Mol Similar

2,4-Dihydroxyacetophenone

Iupac Name：1-(2,4-dihydroxyphenyl)ethanone

CAS No.: 89-84-9

Molecular Weight：152.14732

Modify Date.: 2022-10-31 06:32

Introduction: 2,4-Dihydroxyacetophenone is used as intermediate for pharmaceuticals. View more+

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1. Names and Identifiers

1.1 Name: 2,4-Dihydroxyacetophenone
1.2 Synonyms: 1-(2,4-Dihydroxyphenyl)ethanone 2,4-Dihydroxyacetoph 2',4'-Dihydroxyacetophenone 4-Acetylresorcinol Resacetophenone Acetophenone, 2',4'-dihydroxy- EINECS 201-945-3 Ethanone, 1-(2,4-dihydroxyphenyl)- HyMechroMone IMp. A (EP): 1,3-Dihydroxybenzene (Resorcinol) MFCD00002279 NSC 10883 NSC 37559 Resacetophenone Resoacetophenone Resorcinol, 4-acetyl-

1.3 CAS No.: 89-84-9

1.4 CID: 6990

1.5 EINECS(EC#): 201-945-3

1.6 Molecular Formula: C8H8O3 (isomer)

1.7 Inchi: InChI=1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3

1.8 InChkey: SULYEHHGGXARJS-UHFFFAOYSA-N

1.9 Canonical Smiles: CC(=O)C1=C(C=C(C=C1)O)O

1.10 Isomers Smiles: CC(=O)C1=C(C=C(C=C1)O)O

2. Properties

2.1 Density: 1.18

2.1 Melting point: 143-147℃

2.1 Boiling point: 319.3 °C at 760 mmHg

2.1 Refractive index: 1.56467 (141.1 C)

2.1 Flash Point: 161.1 °C

2.1 Precise Quality: 152.04700

2.1 PSA: 57.53000

2.1 logP: 1.30040

2.1 Appearance: yellow to brown crystalline powder

2.2 Storage: Ambient temperatures.

2.3 Chemical Properties: 2,4-Dihydroxyacetophenone is yellow-brown to reddish-brown fine cryst. powder

2.4 Color/Form: Powder

2.5 PH: 5 (1g/l, H2O, 20℃)

2.6 pKa: 7.96±0.18(Predicted)

2.7 Water Solubility: Slightly soluble

2.8 Stability: Stable at room temperature in closed containers under normal storage and handling conditions.

2.9 StorageTemp: Inert atmosphere,Room Temperature

3. Use and Manufacturing

3.1 Definition: ChEBI: A dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'.

3.2 Usage: 2,4-Dihydroxyacetophenone is used as intermediate for pharmaceuticals.

4. Safety and Handling

4.1 Symbol: GHS05, GHS07

4.1 Hazard Codes: Xi

4.1 Signal Word: Danger

4.1 Risk Statements: R36/37/38

4.1 Safety Statements: S24/25

4.1 Hazard Declaration: H315-H318-H335

4.1 RIDADR: NONH for all modes of transport

4.1 Safety Profile: Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. 2,4-Dihydroxyacetophenone Preparation Products And Raw materials Raw materials

4.2 Caution Statement: P261-P280-P305 + P351 + P338

4.2 WGK Germany: 2

4.2 RTECS: AM7525000

4.2 Report: Reported in EPA TSCA Inventory.

4.3 Safety: Hazard Codes:?Xi
Risk Statements: 36/37/38?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing.?
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: AM7525000
Hazard Note: Irritant
HS Code: 29145000
Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

4.4 Sensitive: Moisture Sensitive

4.5 Specification: ?2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is also named as 1-(2,4-Dihydroxyphenyl)ethanone ; 2,4-Dihydroxyacetophenone ; 4-08-00-01792 (Beilstein Handbook Reference) ; 4-Acetylresorcinol ; AI3-00866 ; BRN 1282505 ; NSC 10883 ; Resacetophenone ; Resoacetophenone ; Resorcinol, 4-acetyl- ; UNII-UC3V356VZC?.?2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is yellow-brown to reddish-brown fine cryst. It is soluble in hot alcohol, pyridine, and glacial acetic acid, almost insoluble in ether, benzene and chloroform.

4.6 Toxicity

1.	???	eye-rbt 500?mg SEV	???	IHFCAY ?? Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.
2.	???	orl-rat LD50:2830?mg/kg	???	IHFCAY ?? Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Serious eye damage, Category 1

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H315 Causes skin irritation H318 Causes serious eye damage H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 Immediately call a POISON CENTER/doctor/\u2026 P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

1H NMR : 400 MHz in DMSO-d6

IR : KBr disc

Mass

Mass spectrum (electron ionization)

UV/Visible spectrum

7. Synthesis Route

89-84-9Total: 25 Synthesis Route

792-38-1

89-84-9 261 Suppliers

Literatures:
Mohan, K. Murali; Rao, S. Brahmaji Journal of the Indian Chemical Society, 1981 , vol. 58, p. 571 - 573
Yield: ~99%

108-46-3 131 Suppliers

89-84-9 261 Suppliers

Literatures:
Kamal, Ahmed; Reddy, N. V. Subba; Nayak, V. Lakshma; Reddy, V. Saidi; Prasad; Nimbarte, Vijaykumar D.; Srinivasulu, Vunnam; Vishnuvardhan; Reddy, C. Suresh ChemMedChem, 2014 , vol. 9, # 1 p. 117 - 128
Yield: ~71%

108-58-7 34 Suppliers

89-84-9 261 Suppliers

2161-85-5 11 Suppliers

Literatures:
Synthesis, , # 11 p. 882 - 883
Yield: null

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8. Precursor and Product

precursor:

75-36-5

40815-74-5

108-58-7

75-05-8

6134-79-8

961-29-5

792-38-1

1888-33-1

122-79-2

829-20-9

72712-19-7

108-46-3

6217-54-5

64-19-7

108-73-6

View all

product :

528-21-2

1818-27-5

485-72-3

5465-06-5

3328-77-6

961-29-5

2150-11-0

36772-98-2

3424-77-9

6515-36-2

552-41-0

4253-02-5

487-52-5

119-41-5

89-86-1

2476-29-1

62069-34-5

62069-33-4

7622-53-9

6134-79-8

532-48-9

2196-14-7

6665-86-7

6962-62-5

135-77-3

View all

9. Other Information

9.0 Merck: 14,8140

9.1 BRN: 1282505

9.2 Chemical Properties: 2,4-Dihydroxyacetophenone is yellow-brown to reddish-brown fine cryst. powder

9.3 Uses: 2,4-Dihydroxyacetophenone is used as intermediate for pharmaceuticals.

9.4 Uses: 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).

9.5 Uses: 2'',4''-Dihydroxyacetophenone (cas# 89-84-9) is a compound useful in organic synthesis.

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

9.7 Definition: ChEBI: A dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'.

9.8 Synthesis Reference(s): Journal of the American Chemical Society, 70, p. 428, 1948 DOI: 10.1021/ja01181a521

9.9 Safety Profile: Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

10. Computational chemical data

Molecular Weight: 152.14732g/mol
Molecular Formula: C₈H₈O₃
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 152.047344113
Monoisotopic Mass: 152.047344113
Complexity: 155
Rotatable Bond Count: 1
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 57.5
Heavy Atom Count: 11
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBwMAAAAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAGgAACAAADASAmAAyBoAAAgCIAqBSAAACAAAkIAAIiAEGCMgIJzaCFRKAcUAl4BUImYeI7KTOIAAACAAIAABAAAAQABAAAAAAAAAAAA==