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Basic Information
CAS No.: 122-78-1
Name: Phenylacetaldehyde
Article Data: 1186
Molecular Structure:
Molecular Structure of 122-78-1 (Phenylacetaldehyde)
Formula: C8H8O
Molecular Weight: 120.151
Synonyms: Phenylacetic aldehyde;Phenylethanal;a-Phenylacetaldehyde;a-Tolualdehyde;a-Toluic aldehyde;Acetaldehyde,phenyl- (8CI);Benzylcarboxaldehyde;Hyacinthin;NSC 406309;Phenacetaldehyde;Benzeneacetaldehyde;
EINECS: 204-574-5
Density: 1.029 g/cm3
Melting Point: -10 °C(lit.)
Boiling Point: 198 °C at 760 mmHg
Flash Point: 89.2 °C
Solubility: 2.210 g/L (25 ºC)
Appearance: colourless to slightly yellow liquid
Hazard Symbols: HarmfulXn,FlammableF
Risk Codes: 22-36/37/38-43-11
Safety: 26-36-37-24-16-7
Transport Information: UN 1170 3/PG 2
PSA: 17.07000
LogP: 1.42800
Synthetic route
96-09-3

styrene oxide

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With trimethylaluminum; bis(3,5-di-t-butyl-2-hydroxyphenyl)sulfone; 1-phenylpropylene oxide In hexane; dichloromethane at -80℃; for 1h; Rearrangement;100%
100%
With Cr-pillared montmorillonite In tetrahydrofuran for 0.25h; Solvent; Reagent/catalyst; Temperature; Time; Reflux;100%
14629-58-4

trimethyl(phenethyloxy)silane

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With nitrogen dioxide at 20℃; for 0.166667h;100%
With NTPPPODS In acetonitrile for 0.5h; Reflux;92%
With phosphomolybdic acid In toluene for 0.833333h; Heating;90%
197230-95-8

N,N-dimethyl-2-[2-(phenyl)ethenyloxy]ethanamine

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 1h;100%
101-48-4

phenylacetaldehyde dimethyl acetal

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 15h;100%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetonitrile95%
With water at 120℃; for 0.5h; microwave irradiation;95%
300-57-2

allylbenzene

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide In water at 75℃; for 6h;100%
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique;96%
Stage #1: allylbenzene With sodium periodate; C22H23N7Ru(2+)*F6P(1-)*CF3O3S(1-) In water; acetone at 20℃; for 2h;
Stage #2: With sodium sulfite In dichloromethane; water for 0.166667h; Catalytic behavior; Reagent/catalyst;
65%
96-09-3

styrene oxide

allyl(1,5-cyclooctadiene)palladium trifluoromethanesulfonate

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
In benzene100%
In benzene100%
In benzene
96-09-3

styrene oxide

bis(1,5-cyclooctadiene)rhodium trifluoromethansulfonate

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
In benzene100%
1256776-45-0

5'-benzylspiro[adamantane-2,3'-[1,2,4]trioxolane]

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With iron(II) bromide In dichloromethane; acetonitrile at 35℃; for 0.0833333h;100%

A

96-09-3

styrene oxide

B

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With C16H17MoN3O6S; dihydrogen peroxide; sodium hydrogencarbonate In water; acetonitrile at 60℃; for 4h; Catalytic behavior; Overall yield = 94.0 %;A 99.1%
B 0.9%
With 4C17H18ClMoN3O5S2*2C2H6OS; dihydrogen peroxide; sodium hydrogencarbonate In water; acetonitrile at 60℃; for 4h; Catalytic behavior; Overall yield = 92.0 %;A 99.2%
B 0.8%
With C20H18ClMoN3O4S2; dihydrogen peroxide; sodium hydrogencarbonate In water; acetonitrile at 60℃; for 4h; Catalytic behavior; Overall yield = 93.0 %;A 99.4%
B 0.6%
60-12-8

2-phenylethanol

122-78-1

phenylacetaldehyde

Conditions
ConditionsYield
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 24h; Sealed tube; Irradiation;99%
With oxygen; isobutyraldehyde In 1,2-dichloro-ethane at 40℃; for 5.5h;98%
With oxygen In water at 25℃; under 760.051 Torr; for 1.5h;98%
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    Product Name: Phenylacetaldehyde CAS: 122-78-1 MF: C8H8O MW: 120.15 EINECS: 204-574-5 Mol File: 122-78-1.mol Phenylacetaldehyde Structure Phenylacetaldehyde Chemical Properties Melting point −10 °C(lit.) Boiling poin

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Reported in EPA TSCA Inventory.

Specification

1.Introduction of Phenylacetaldehyde

The Benzeneacetaldehyde, with the CAS registry number 122-78-1, is also known as 1-Oxo-2-phenylethane. It belongs to the product categories of Aldehydes; C8; Carbonyl Compounds; Alphabetical Listings; Flavors and Fragrances; O-P. Its EINECS registry number is 204-574-5. This chemical's molecular formula is C8H8O and molecular weight is 120.15. Its IUPAC name is called 2-phenylacetaldehyde. What's more, this chemical's classification codes are Natural Product; Skin / Eye Irritant. Benzeneacetaldehyde is used for aldehyde synthesis flavors. This chemical can be used as concocting spices of Flower scent flavor in hyacinth, clove, rose, lily, daffodil, farnesylacetone, sweet pea, sowbread.

2. Physical properties of Benzeneacetaldehyde

(1)ACD/LogP: 1.78; (2)ACD/LogD (pH 5.5): 1.78; (3)ACD/LogD (pH 7.4): 1.78; (4)ACD/BCF (pH 5.5): 13.25; (5)ACD/BCF (pH 7.4): 13.25; (6)ACD/KOC (pH 5.5): 221.2; (7)ACD/KOC (pH 7.4): 221.2; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.513; (11)Molar Refractivity: 35.98 cm3; (12)Molar Volume: 119.5 cm3; (13)Surface Tension: 35.9 dyne/cm; (14)Density: 1.004 g/cm3; (15)Flash Point: 89.2 °C; (16)Enthalpy of Vaporization: 43.42 kJ/mol; (17)Boiling Point: 198 °C at 760 mmHg; (18)Vapour Pressure: 0.368 mmHg at 25°C.

3.Structure descriptors of Phenylacetaldehyde

(1)Canonical SMILES: C1=CC=C(C=C1)CC=O
(2)InChI: InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2
(3)InChIKey: DTUQWGWMVIHBKE-UHFFFAOYSA-N
 

4. Preparation of Benzeneacetaldehyde

Phenylacetaldehyde can be prepared by phenethylamine. This reaction will need reagent KMnO4-FeSO4•7H2O and solvent CH2Cl2. The reaction time is 6 hours. The yield is about 80%.

Benzeneacetaldehyde can be prepared by phenethylamine

5. Safety information of Phenylacetaldehyde

This chemical is highly flammable. 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 and gloves.

6. The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3890mg/kg (3890mg/kg)   Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.
mouse LC50 inhalation 2gm/m3 (2000mg/m3)   Toksikologicheskii Vestnik. Vol. (2), Pg. 35, 1995.
mouse LD50 oral 3890mg/kg (3890mg/kg)   Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 377, 1979.
rat LD50 oral 1550mg/kg (1550mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 377, 1979.