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4-(3-Oxobutyl)phenyl acetate
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Name

4-(3-Oxobutyl)phenyl acetate

 EINECS 222-682-0
CAS No. 3572-06-3 Density 1.085 g/cm3
PSA 43.37000 LogP 2.13350
Solubility N/A Melting Point N/A
Formula C12H14O3 Boiling Point 352.6 °C at 760 mmHg
Molecular Weight 206.241 Flash Point 134.1 °C
Transport Information N/A Appearance Yellow liquid, sweet raspberry fruity odour
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3572-06-3 (4-(4-Acetoxyphenyl)-2-butanone) Hazard Symbols IrritantXi
Synonyms

2-Butanone,4-(p-hydroxyphenyl)-, acetate (6CI,7CI,8CI);4-(p-Acetoxyphenyl)-2-butanone;4-(p-Hydroxyphenyl)-2-butanone, acetate;Cue-lure;NSC 39438;Q-lure;

Article Data 7

4-(3-Oxobutyl)phenyl acetate Synthetic route

108-24-7

acetic anhydride

5471-51-2

4-(4-hydroxyphenyl)-2-oxobutane

3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

Conditions
ConditionsYield
With pyridine at 0 - 20℃;80%
75-36-5

acetyl chloride

5471-51-2

4-(4-hydroxyphenyl)-2-oxobutane

3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;
With triethylamine In dichloromethane at 20℃;
3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

79-19-6

thiosemicarbazide

4-(4-acetoxyphenyl)butan-2-ylidenethiosemicarbazide

Conditions
ConditionsYield
With acetic acid In ethanol at 50 - 80℃; for 3h;93%
3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

129752-69-8

(R)-(+)-4-(4'-hydroxyphenyl)-2-butyl acetate

Conditions
ConditionsYield
With PS-TN lipase; hydrogen; (c-C5Ph4O)2H[Ru(CO)2]2H In toluene at 70℃; under 760.051 Torr; for 72h; Enzymatic reaction;92%
3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

121512-93-4

[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosyl)onate] phenyl sulfone

(2S,4S,5R,6R)-4-Acetoxy-2-[3-(4-acetoxy-phenyl)-1-hydroxy-1-methyl-propyl]-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran at 20℃;82%
3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

75-16-1

methylmagnesium bromide

4-(3-hydroxy-3-methylbutyl)phenyl acetate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;68%
103909-81-5

(E)-3-(4-(tetrahydro-2H-pyran-2yloxy)phenyl)acryl aldehyde

3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

(4E,6E)-1,7-bis (4-hydroxyphenyl)hepta-4,6-dien-3-one

Conditions
ConditionsYield
Stage #1: 4-(p-hydroxyphenyl)-2-butanone acetate With pyrrolidine; acetic acid In diethyl ether at 0℃; for 0.5h;
Stage #2: (E)-3-(4-(tetrahydro-2H-pyran-2yloxy)phenyl)acryl aldehyde In diethyl ether at 20℃; for 12h; Claisen Schmidt condensation; Further stages;		59%
6007-26-7

2-methyl-1,3-dithian

3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

4-(3-hydroxy-3-(2-methyl-1,3-dithian-2-yl)butyl)phenyl acetate

Conditions
ConditionsYield
With 3,5-difluoro-2,4,6-tris(N-phenylanilino)benzonitrile; triisopropylsilanethiol; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane In N,N-dimethyl-formamide at 0℃; for 19h; Corey-Seebach Umpolung; Molecular sieve; Irradiation; Sealed tube; Inert atmosphere;38%
3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

525558-18-3

(2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-[1-hydroxy-3-(4-hydroxy-phenyl)-1-methyl-propyl]-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 82 percent / SmI2 / tetrahydrofuran / 20 °C
2.1: NaOMe / methanol / 8 h
2.2: KOH / H2O
View Scheme
103909-81-5

(E)-3-(4-(tetrahydro-2H-pyran-2yloxy)phenyl)acryl aldehyde

3572-06-3

4-(p-hydroxyphenyl)-2-butanone acetate

A

C21H20O4

B

C24H26O4

C

C26H28O5

Conditions
ConditionsYield
Stage #1: 4-(p-hydroxyphenyl)-2-butanone acetate With pyrrolidine; acetic acid In diethyl ether at 0℃; for 0.5h;
Stage #2: (E)-3-(4-(tetrahydro-2H-pyran-2yloxy)phenyl)acryl aldehyde In diethyl ether at 20℃; for 12h; Claisen Schmidt condensation;
Stage #3: With hydrogenchloride; water In diethyl ether

4-(3-Oxobutyl)phenyl acetate Chemical Properties

Acetate of 4-(Hydroxyphenyl)-2-Butanone(3572-06-3) is also named as 4-(p-Acetoxyphenyl)-2-butanone;2-Butanone, 4-(p-hydroxyphenyl)-, acetate; 2-Butanone, 4-[4-(acetyloxy)phenyl]-; 4-(p-hydroxyphenyl)-2-butanonacetate; 4-[4-(acetyloxy)phenyl]-2-butanon,and so on.

Molecular Formula: C12H14O3
Molecular Weight: 206.24
EINECS: 222-682-0
Molecular structure:
Boiling point:  123-124 °C0.2 mm Hg(lit.)
Density:  1.099 g/mL at 25 °C(lit.)
Refractive index:  n20/D 1.509(lit.)
FEMA:  3652
Flash point:  >230 °F
Merck:  13,2643

4-(3-Oxobutyl)phenyl acetate Uses

Acetate of 4-(Hydroxyphenyl)-2-Butanone(3572-06-3) is commonly used in melon fly traps as an attractant.

4-(3-Oxobutyl)phenyl acetate Toxicity Data With Reference

1.    

orl-rat LD50:3038 mg/kg

     TXAPA9    Toxicology and Applied Pharmacology. 31 (1975),421.

 
RTECS:  EL8950000

4-(3-Oxobutyl)phenyl acetate Consensus Reports

Reported in EPA TSCA Inventory.

4-(3-Oxobutyl)phenyl acetate Safety Profile

Acetate of 4-(Hydroxyphenyl)-2-Butanone(3572-06-3) is moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.

Hazard Codes:  Xi
Risk Statements:  36/37/38
Safety Statements:  26-36
WGK Germany:  2
Hazard Note:  Irritant

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