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4-Ethylbenzaldehyde

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CAS:4748-78-1
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4-Ethylbenzaldehyde Basic information
Product Name:4-Ethylbenzaldehyde
Synonyms:Benzaldehyde,4-ethyl;Ebal;Ethyl-benzaldehyde;ethylbenzaldhyde;P-ETHYLBENZALDEHYDE;LABOTEST-BB LT00429577;FEMA 3756;4-ETHYLBENZALDEHYDE
CAS:4748-78-1
MF:C9H10O
MW:134.18
EINECS:225-268-8
Product Categories:Thiophenes ,Thiazolines/Thiazolidines;Aromatic Aldehydes & Derivatives (substituted);Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Benzaldehyde;Benzaldehyde (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Aldehydes;Alphabetical Listings;E-F;Flavors and Fragrances;C9;Carbonyl Compounds
Mol File:4748-78-1.mol
4-Ethylbenzaldehyde Structure
4-Ethylbenzaldehyde Chemical Properties
Boiling point 221 °C (lit.)
density 0.979 g/mL at 25 °C (lit.)
vapor pressure 16.67Pa at 25℃
FEMA 3756 | 4-ETHYLBENZALDEHYDE
refractive index n20/D 1.539(lit.)
Fp 198 °F
storage temp. 4°C, stored under nitroge
form Liquid
color Clear colorless to light yellow
Odorat 10.00 % in dipropylene glycol. bitter almond sweet anise
Odor Typefruity
biological sourcesynthetic
Water Solubility Not miscible or difficult to mix in water. Soluble in alcohol.
Sensitive Air Sensitive
JECFA Number865
BRN 636027
Major Applicationflavors and fragrances
Cosmetics Ingredients FunctionsPERFUMING
InChI1S/C9H10O/c1-2-8-3-5-9(7-10)6-4-8/h3-7H,2H2,1H3
InChIKeyQNGNSVIICDLXHT-UHFFFAOYSA-N
SMILES[H]C(=O)c1ccc(CC)cc1
LogP2.75 at 25℃
CAS DataBase Reference4748-78-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzaldehyde, 4-ethyl-(4748-78-1)
EPA Substance Registry SystemBenzaldehyde, 4-ethyl- (4748-78-1)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-22
Safety Statements 26-27-28-36/37/39-37/39
WGK Germany 3
TSCA TSCA listed
HazardClass IRRITANT
HS Code 29122990
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
ProviderLanguage
4-Ethylbenzaldehyde English
SigmaAldrich English
ACROS English
ALFA English
4-Ethylbenzaldehyde Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID
Chemical Properties4-Ethylbenzaldehyde has a sweet, bitter-almond odor
OccurrenceReported found in roasted turkey, grilled and roasted beef, roasted chicken, cider, black tea, roasted peanuts and cooked trassi
Uses4-Ethylbenzaldehyde has been used in the synthesis of 4,4′-diaminotriphenylmethanes under microwave irradiation, which is useful for parallel library syntheses.
UsesIt is used as a perfuming agent in cosmetics industry. It is also used as a pharmaceutical intermediate.
DefinitionChEBI: 4-Ethylbenzaldehyde is a carbonyl compound.
Aroma threshold valuesDetection: 13 ppb; recognition: 40 ppb
Synthesis Reference(s)Synthetic Communications, 26, p. 315, 1996 DOI: 10.1080/00397919608003620
General Description4-Ethylbenzaldehyde is a by-product of disinfection. Kinetic constants (KI) of 4-ethylbenzaldehyde for inhibition of the diphenolase activity of mushroom tyrosinase has been investigated.
Synthesis
4-ETHYLSTYRENE

3454-07-7

4-Ethylbenzaldehyde

4748-78-1

The general procedure for the synthesis of 4-ethylbenzaldehyde from 1-ethyl-4-vinylbenzene was as follows: in a 50 mL two-necked round-bottomed flask, the substrate (1 mmol) was stirred and mixed with CoCN catalyst (0.02 g) in MeCN (5.0 mL). Subsequently, 30 wt% H2O2 (0.34 g) was slowly added to the reaction mixture and the reaction temperature was raised to 65 °C with continuous stirring for 6 hours. Upon completion of the reaction, the catalyst was separated by centrifugation and the product was extracted with EtOAc and saturated aqueous NaCl. The organic phase was dried with Na2SO4 and purified by column chromatography to give 4-ethylbenzaldehyde (Table 2, entry 16): colorless liquid; yield: 91 mg (91%).

References[1] Synlett, 2018, vol. 29, # 16, p. 2181 - 2184
Tag:4-Ethylbenzaldehyde(4748-78-1) Related Product Information
3-(Trifluoromethyl)benzaldehyde 2-Nitrobenzaldehyde Benzaldehyde 4-Hydroxybenzaldehyde 3-(METHOXYMETHOXY)BENZALDEHYDE p-Tolualdehyde Salicylaldehyde 4-Dimethylaminobenzaldehyde p-Anisaldehyde 3-Methoxybenzaldehyde 4-CYANOPHENYL 4-N-BUTYLBENZOATE 4-N-HEPTYLBENZOYL CHLORIDE 2-Ethyl anthraquinone 4-CYANOPHENYL 4-HEPTYLBENZOATE 4'-CYCLOHEXYLACETOPHENONE 4-BROMOBENZHYDROL 4-N-HEXYLBENZOYL CHLORIDE 4-Ethylbenzoic acid