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ChemicalBook > CAS DataBase List > 2-PHENYLPROPIONALDEHYDE

2-PHENYLPROPIONALDEHYDE

Description References
Product Name
2-PHENYLPROPIONALDEHYDE
CAS No.
93-53-8
Chemical Name
2-PHENYLPROPIONALDEHYDE
Synonyms
2-PHENYLPROPANAL;HYDRATROPIC ALDEHYDE;HYDRATROPALDEHYDE;HYACINTHAL;2-PHENYLPROPANOL;NSC 5231;FEMA 2886;cumenealdehyde;Cumene aldehyde;2-PHENYLPRPANAL
CBNumber
CB0778080
Molecular Formula
C9H10O
Formula Weight
134.18
MOL File
93-53-8.mol
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2-PHENYLPROPIONALDEHYDE Property

Melting point:
60°C
Boiling point:
92-94 °C/12 mmHg (lit.)
Density 
1.002 g/mL at 25 °C (lit.)
vapor pressure 
40Pa at 20℃
FEMA 
2886 | 2-PHENYLPROPIONALDEHYDE
refractive index 
n20/D 1.517(lit.)
Flash point:
169 °F
storage temp. 
2-8°C
solubility 
Soluble in most fixed oils, propylene glycol. Insoluble in glycerin.
form 
Liquid
color 
Clear colorless
Odor
at 10.00 % in dipropylene glycol. fresh sharp green hyacinth leaf lilac
Odor Type
green
Water Solubility 
10μg/L
Sensitive 
Air Sensitive
JECFA Number
1467
BRN 
4291321
InChIKey
IQVAERDLDAZARL-UHFFFAOYSA-N
LogP
1.96
CAS DataBase Reference
93-53-8(CAS DataBase Reference)
EPA Substance Registry System
Benzeneacetaldehyde, .alpha.-methyl- (93-53-8)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
RTECS 
CY1460000
9-23
TSCA 
Yes
HS Code 
29122990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

H303May be harmfulif swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W288608
Product name
2-Phenylpropionaldehyde
Purity
≥95%, FCC, FG
Packaging
1kg
Price
$220
Updated
2024/03/01
Sigma-Aldrich
Product number
W288608
Product name
2-Phenylpropionaldehyde
Purity
≥95%, FCC, FG
Packaging
5kg
Price
$755
Updated
2024/03/01
Sigma-Aldrich
Product number
W288608
Product name
2-Phenylpropionaldehyde
Purity
≥95%, FCC, FG
Packaging
10Kg
Price
$1240
Updated
2024/03/01
Sigma-Aldrich
Product number
241369
Product name
2-Phenylpropionaldehyde
Purity
98%
Packaging
100g
Price
$63.5
Updated
2024/03/01
TCI Chemical
Product number
P0646
Product name
2-Phenylpropionaldehyde
Purity
>95.0%(GC)
Packaging
25g
Price
$19
Updated
2024/03/01
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2-PHENYLPROPIONALDEHYDE Chemical Properties,Usage,Production

Description

2-phenylpropionaldehyde is also known as 2-phenylpropanal. It belongs to the family of phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. 2- phenylpropionaldehyde is a naturally occurring compound in various foods including roasted nuts, cooked potatoes, cheese, wine, fruit, vegetables, coffee, tea, and cocoa. 2-phenylpropionaldehyde is used as a flavoring agent. Once absorbed, 2-phenylpropionaldehyde can be converted to phenyl-substituted carboxylic acids, which can be conjugated with glucuronic acid and excreted in the urine. 2-phenylpropionaldehyde can also undergo β- oxidation to benzoic acid or phenylacetic acid derivatives, which are conjugated with glycine or glutamine before being excreted in the urine.

References

[1] WHO Food Additives Series: 54, Safety evaluation of certain food additives
[2] https://webgate.ec.europa.eu

Chemical Properties

clear colorless liquid

Chemical Properties

2-PHENYLPROPIONALDEHYDE identified in dried mushroom, is a colorless liquid with a green hyacinth odor. Hydratropaldehyde can be hydrogenated to hydratropic alcohol, which is also used to a limited extent by reaction of p-ethylbenzyl chloride and isobutyric aldehyde in the presence of catalysts. The product is used in perfumes for, for example, household products.

Chemical Properties

2-Phenylpropionaldehyde has an intense, green, floral odor reminiscent of hyacinth.

Occurrence

Reported found in microbially fermented tea and some varieties of mushrooms.

Uses

2-Phenylpropionaldehyde is a precursor in the synthesis of N,N,β-Trimethyl-phenethylamine Hydrochloride (T796625).

Definition

ChEBI: 2-phenylpropanal is a member of the class of phenylacetaldehydes that is phenylacetaldehyde in which a hydrogen alpha to the aldehyde carbonyl group has been replaced by a methyl group. The major species at pH 7.3.

Production Methods

The most important synthetic route to 2-phenylpropionaldehyde is the rhodiumcatalyzed hydroformylation of styrene. The catalyst [HCo(CO)4] is unsuitable in this process because it favors the hydrogenation of styrene. The use of chiral rhodium complexes leads to the formation of optically active aldehydes when prochiral olefins, such as styrene, are used. Asymmetric hydroformylation, however, has so far found only small industrial application because of insufficient purity of the enantiomers. Other synthetic methods are the gas-phase oxidation of a-methylstyrene on Cu, Bi–Mo– P–SiO2, or Pd salt catalysts, the rearrangement of epoxidized a-methylstyrene, and the dehydrogenation of 2-phenyl-1-propanol on Ag catalysts at reaction temperatures of ca. 600 ℃.

Preparation

By alkaline condensation of acetophenone and ethyl chloroacetate; also by distillation of methylphenyl ethylene glycol in 91% yields (under atmospheric pressure).

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 5608, 1975 DOI: 10.1021/ja00852a062
Organic Syntheses, Coll. Vol. 3, p. 733, 1955
Tetrahedron Letters, 15, p. 3059, 1974

General Description

2-Phenylpropionaldehyde is used in perfumes for its green hyacinth odor.

Flammability and Explosibility

Non flammable

Trade name

Floralozone (IFF), Florazon (Symrise).

Safety Profile

: Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Purification Methods

It may contain up to 15% of acetophenone. Purify it via the bisulfite addition compound [Lodge & Heathcock J Am Chem Soc 109 3353 1987] and see Chapter 2 for preparation and decomposition of bisulfite adducts. [Beilstein 7 IV 695.]

2-PHENYLPROPIONALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-PHENYLPROPIONALDEHYDE manufacturers

Jinan Finer Chemical Co., Ltd
Product
Hydratropic aldehyde 93-53-8
Price
US $0.00/Kg/Drum
Min. Order
1Kg/Drum
Purity
99%
Supply Ability
200mt/year
Release date
2021-07-08
Hebei Longbang Technology Co., Ltd
Product
2-PHENYLPROPIONALDEHYDE 93-53-8
Price
US $6.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-05-28
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Phenylpropionaldehyde 93-53-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-10

93-53-8, 2-PHENYLPROPIONALDEHYDERelated Search:


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  • alpha-Tolualdehyde, alpha-methyl-
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  • hydratropaaldehyde
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