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480-66-0

Basic Information
CAS No.: 480-66-0
Name: 2',4',6'-Trihydroxyacetophenone monohydrate
Article Data: 122
Molecular Structure:
Molecular Structure of 480-66-0 (2',4',6'-Trihydroxyacetophenone monohydrate)
Formula: C8H8O4
Molecular Weight: 168.149
Synonyms: Acetophenone,2',4',6'-trihydroxy- (7CI,8CI);Phloroacetophenone (6CI);1-(2,4,6-Trihydroxyphenyl)ethanone;2-Acetyl-1,3,5-trihydroxybenzene;2',4',6'-Trihydroxyacetophenone;Acetophloroglucine;Acetylphloroglucinol;NSC54927;Phloracetophene;Phloracetophenone;
EINECS: 207-556-5
Density: 1.446 g/cm3
Melting Point: 219-221 °C(lit.)
Boiling Point: 333.2 °C at 760 mmHg
Flash Point: 169.5 °C
Solubility: Soluble in water.
Appearance: light brown solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 77.76000
LogP: 1.00600
Synthetic route
108-73-6

3,5-dihydroxyphenol

75-05-8

acetonitrile

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
Stage #1: 3,5-dihydroxyphenol; acetonitrile With hydrogenchloride; zinc(II) chloride In di-isopropyl ether at 0℃;
Stage #2: With water for 2h; Reflux;
96.2%
Stage #1: 3,5-dihydroxyphenol; acetonitrile With hydrogenchloride; zinc(II) chloride In diethyl ether at -20℃; for 2h;
Stage #2: With water for 2h; Reflux;
80%
With hydrogenchloride; zinc(II) chloride In diethyl ether for 6h; Cooling with ice;80.7%
265975-36-8

1-(2,4,6-tris((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-one

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With N,N,N',N'-tetramethylguanidine In acetonitrile at 50℃; for 1h;92%
108-73-6

3,5-dihydroxyphenol

123-86-4

acetic acid butyl ester

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With 4-chlorophenylethylamine; copper(I) bromide at 5℃; for 35h; Temperature; Reflux;92%
108-73-6

3,5-dihydroxyphenol

108-24-7

acetic anhydride

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In ethyl acetate at 40℃; for 10h;90%
With boron trifluoride diethyl etherate In ethyl acetate at 40℃; for 10h;90%
With boron trifluoride diethyl etherate at 20℃; for 15h; Inert atmosphere;88%

2-(1-iminoethyl)phenyl-1,3,5-triol hydrochloride

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With water Heating;90%
With water for 3h; Reflux;20%
With water for 3h; Reflux;20%
With water for 1.5h; Heating;
In water for 2h; Reflux;
139140-13-9

1-{4-[(tert-butyldimethylsilyl)oxy]-2,6-dihydroxyphenyl}ethan-1-one

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With KF-Al2O3 (basic) In acetonitrile for 18h; Ambient temperature;86%
144152-27-2

1-[2,4,6-tris(acetyloxy)phenyl]ethanone

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With water; sodium acetate In ethanol for 5h; Reflux;86%
108-73-6

3,5-dihydroxyphenol

75-36-5

acetyl chloride

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With carbon disulfide; aluminum (III) chloride In nitrobenzene at 20 - 50℃; for 1h;85.7%
Stage #1: 3,5-dihydroxyphenol With aluminum (III) chloride In dichloromethane; nitrobenzene at 0℃; Inert atmosphere;
Stage #2: acetyl chloride In dichloromethane; nitrobenzene at 0 - 90℃; for 4h; Inert atmosphere;
85%
Stage #1: 3,5-dihydroxyphenol With aluminum (III) chloride In nitrobenzene; 1,2-dichloro-ethane at 0℃; for 0.166667h; Friedel-Crafts Acylation; Inert atmosphere;
Stage #2: acetyl chloride In nitrobenzene; 1,2-dichloro-ethane for 5h; Friedel-Crafts Acylation; Inert atmosphere;
82.5%
108-73-6

3,5-dihydroxyphenol

64-19-7

acetic acid

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With zinc(II) chloride at 140 - 145℃; for 2h; Friedel Crafts acylation;80%
With boron trifluoride
18065-05-9

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone

480-66-0

2,4,6-trihydroxyacetophenone

Conditions
ConditionsYield
With triethylammonium formate; palladium on activated charcoal for 2h; Ambient temperature;75%
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Chemistry

Molecule structure of 2,4,6-Trihydroxyacetophenone (CAS NO.480-66-0):

IUPAC Name: 1-(2,4,6-Trihydroxyphenyl)ethanone 
Molecular Weight: 168.14672 g/mol
Molecular Formula: C8H8O4 
Density: 1.446 g/cm3 
Melting Point: 219-221 °C(lit.)
Boiling Point: 333.2 °C at 760 mmHg 
Flash Point: 169.5 °C
Index of Refraction: 1.64
Molar Refractivity: 41.92 cm3
Molar Volume: 116.2 cm3
Surface Tension: 71 dyne/cm 
Enthalpy of Vaporization: 59.89 kJ/mol
Vapour Pressure: 7.16E-05 mmHg at 25 °C
XLogP3-AA: 1.1
H-Bond Donor: 3
H-Bond Acceptor: 4
Rotatable Bond Count: 1
Tautomer Count: 25
Exact Mass: 168.042259
MonoIsotopic Mass: 168.042259
Topological Polar Surface Area: 77.8
Heavy Atom Count: 12
Canonical SMILES: CC(=O)C1=C(C=C(C=C1O)O)O
InChI: InChI=1S/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3
InChIKey: XLEYFDVVXLMULC-UHFFFAOYSA-N
EINECS: 207-556-5
Product Categories: Alcohols and Derivatives; Carbonyl Compounds; Aromatic Acetophenones & Derivatives (substituted); Analytical Chemistry;Mass Spectrometry; Matrix Materials (MALDI-TOF-MS); Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals

Uses

 2,4,6-Trihydroxyacetophenone (CAS NO.480-66-0) is a matrix that is used in matrix-assisted laser desorption/ionization (MALDI) for the analysis of acidic glycans and glyco­peptides in negative ion mode.

Safety Profile

Hazard Codes: IrritantXi
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: 3
RTECS: AN0528000
Hazard Note: Irritant
HS Code: 29145000

Specification

 2,4,6-Trihydroxyacetophenone (CAS NO.480-66-0) is also named as 1-(2,4,6-Trihydroxyphenyl)ethanone ; Acetophloroglucine ; Acetylphloroglucinol ; NSC 54927 ; PHLOROACETOPHENONE ; Acetophenone, 2',4',6'-trihydroxy- (8CI) ; Ethanone, 1-(2,4,6-trihydroxyphenyl)- . 2,4,6-Trihydroxyacetophenone (CAS NO.480-66-0) is light yellow crystal.