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Benzeneacetaldehyde, alpha-ethylidene-
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Name

Benzeneacetaldehyde, alpha-ethylidene-

 EINECS 224-567-0
CAS No. 4411-89-6 Density 0.99 g/cm3
PSA 17.07000 LogP 2.28880
Solubility Soluble in oil and ethanol. Insoluble in water. Melting Point N/A
Formula C10H10O Boiling Point 271.6 °C at 760 mmHg
Molecular Weight 146.189 Flash Point 95.9 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 4411-89-6 (2-PHENYL-2-BUTENAL) Hazard Symbols Xi
Synonyms

Crotonaldehyde,2-phenyl- (7CI,8CI);Crotonaldehyde, a-phenyl- (4CI);2-Phenyl-2-butenal;2-Phenylcrotonaldehyde;a-Phenylcrotonaldehyde;

Article Data 42

Benzeneacetaldehyde, alpha-ethylidene- Synthetic route

90-15-3

α-naphthol

1459246-62-8

4-phenyl-4-vinyl-1,3-dioxolan -2-one

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)) In toluene at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;95%
673-32-5

1-Phenylprop-1-yne

201230-82-2

carbon monoxide

A

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

B

15174-47-7

α-methyl-trans-cinnamaldehyde

Conditions
ConditionsYield
With hydrogen; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium(II) iodide In toluene at 70℃; under 75007.5 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Autoclave;A n/a
B 83%
113446-25-6

1-methoxy-1,3-diethoxy-2-phenylbutane

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
With hydrogenchloride at 70 - 90℃; for 1h;77.8%
1459246-62-8

4-phenyl-4-vinyl-1,3-dioxolan -2-one

A

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

B

(Z)-6-hydroxy-2,5-diphenyl-2-vinylhex-4-enal

Conditions
ConditionsYield
With [1,2-bis-(phenylsulfinyl)ethane]palladium(II) acetate; bis[2-(diphenylphosphino)phenyl] ether In N,N-dimethyl-formamide at 20℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;A n/a
B 75%
97699-36-0

2-phenyl-2-vinyloxirane

A

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

B

4-chloro-2-phenylbut-2-enal

Conditions
ConditionsYield
With copper(II) choride dihydrate; lithium chloride In ethyl acetate for 1.5h;A 8%
B 59%
97699-36-0

2-phenyl-2-vinyloxirane

A

(E)-4-chloro-2-phenylbut-2-enal

B

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
With copper(II) choride dihydrate; lithium chloride In ethyl acetate for 1.5h; Reflux; Inert atmosphere;A 59%
B 8%
64-18-6

formic acid

19261-14-4

1-phenyl-3-butene-1,2-diol

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
optically inactive 1-phenyl-butene-(3)-diol-(1.2) of mp: 43 degree;
1515-78-2

buta-1,3-dien-1-ylbenzene

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
With diethyl ether; iodine; mercury(II) oxide anschliessend Behandeln mit AgNO3-Loesung;
174309-35-4

2-amino-1-phenyl-but-3-en-1-ol

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
With acetic acid; sodium nitrite at 0℃;
122-78-1

phenylacetaldehyde

75-07-0

acetaldehyde

4411-89-6

(E/Z)-2-phenylcrotonaldehyde

Conditions
ConditionsYield
With ethanol; sodium acetate at 110℃;

Benzeneacetaldehyde, alpha-ethylidene- Specification

The Benzeneacetaldehyde, alpha-ethylidene-, with the CAS registry number 4411-89-6, is also known as alpha-Phenylcrotonaldehyde. It belongs to the product categories of Alphabetical Listings; Flavors and Fragrances; O-P. Its EINECS registry number is 224-567-0. This chemical's molecular formula is C10H10O and molecular weight is 146.19. Its IUPAC name is called (E)-2-phenylbut-2-enal.

Physical properties of Benzeneacetaldehyde, alpha-ethylidene-: (1)ACD/LogP: 2.68; (2)ACD/LogD (pH 5.5): 2.68; (3)ACD/LogD (pH 7.4): 2.68; (4)ACD/BCF (pH 5.5): 63.59; (5)ACD/BCF (pH 7.4): 63.59; (6)ACD/KOC (pH 5.5): 679.94; (7)ACD/KOC (pH 7.4): 679.94; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.53; (11)Molar Refractivity: 45.6 cm3; (12)Molar Volume: 147.5 cm3; (13)Surface Tension: 35 dyne/cm; (14)Density: 0.99 g/cm3; (15)Flash Point: 95.9 °C; (16)Enthalpy of Vaporization: 50.98 kJ/mol; (17)Boiling Point: 271.6 °C at 760 mmHg; (18)Vapour Pressure: 0.00639 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-methoxy-1,3-diethoxy-2-phenylbutane. This reaction will need reagent 18percent aq. HCl. The reaction time is 1 hour with reaction temperature of 70 - 90 °C. The yield is about 77.8%.

Uses of Benzeneacetaldehyde, alpha-ethylidene-: it can be used to produce 1-trimethylsilyloxy-2-phenyl-1,3-butadiene at temperature of 50 °C. This reaction will need reagent triethylamine, zinc chloride. The yield is about 61%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC=C(C=O)C1=CC=CC=C1
(2)Isomeric SMILES: C/C=C(/C=O)\C1=CC=CC=C1
(3)InChI: InChI=1S/C10H10O/c1-2-9(8-11)10-6-4-3-5-7-10/h2-8H,1H3/b9-2-
(4)InChIKey: DYAOGZLLMZQVHY-MBXJOHMKSA-N

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