ChemicalBook Product Catalog Flavors and fragrances Synthetic fragrances Carboxylic acids and esters Aliphatic dicarboxylic acid esters P-TOLYL ACETATE

P-TOLYL ACETATE

Product NameP-TOLYL ACETATE
CAS140-39-6
MFC9H10O2
MW150.17
EINECS205-413-1
MOL File140-39-6.mol

Chemical Properties

Melting point	48.5 °C
Boiling point	210-211 °C(lit.)
Density	1.047 g/mL at 25 °C(lit.)
vapor pressure	21.864Pa at 25℃
FEMA	3073 \| P-TOLYL ACETATE
refractive index	n20/D 1.501(lit.)
Flash point	194 °F
storage temp.	Sealed in dry,Room Temperature
solubility	Insoluble in water
form	powder to lump to clear liquid
color	White or Colorless to Almost white or Almost colorless
Specific Gravity	1.052 (20/4℃)
Odor	at 1.00 % in dipropylene glycol. narcissus phenolic animal
Odor Type	floral
Water Solubility	1.195g/L at 25℃
JECFA Number	699
Cosmetics Ingredients Functions	PERFUMING
InChI	1S/C9H10O2/c1-7-3-5-9(6-4-7)11-8(2)10/h3-6H,1-2H3
InChIKey	CDJJKTLOZJAGIZ-UHFFFAOYSA-N
SMILES	CC(=O)Oc1ccc(C)cc1
LogP	2.11 at 25℃
CAS DataBase Reference	140-39-6(CAS DataBase Reference)
NIST Chemistry Reference	Acetic acid, 4-methylphenyl ester(140-39-6)
EPA Substance Registry System	Acetic acid, 4-methylphenyl ester (140-39-6)

Safety Information

Hazard Codes	Xn
Risk Statements	22-36/37/38
Safety Statements	26-36/37/39
RIDADR	NA 1993 / PGIII
WGK Germany	2
RTECS	AJ7570000
TSCA	TSCA listed
HS Code	2915.39.3500
HazardClass	3
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral
Toxicity	The acute oral LD₅₀ in rats was reported as 1.9 (1.12-3.23) g/kg (Denine, 1973). The acute dermal LD₅₀ in rabbits was reported as 2.1 (1.24-3.57) g/kg (Denine, 1973).

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Aroma

P-TOLYL ACETATE has pungent Lily-like odor, penetrating, floral, Narcissus-like in high dilution, Horse-like, urine-like undertones in higher concentration. Pleasant notes are obtained normally at concentrations below 1% in the perfume creation, but the material is still capable of totally ruining a composition when the acetate is applied in combination with certain fragrance notes or single chemicals.
Finds some use in flavor compositions for its intensely floral power, which can support fruity notes, nut-like aromas, etc.
The concentration in the finished product is usually about 0.5 to 10 ppm, but may reach 220 ppm in chewing gums.

Chemical Properties

Colorless liquid, volatile with steam. Poorly soluble in water, miscible with alcohol and oils. soluble in Propylene glycol. Sp.Gr. 1.05. B.P. 212°C.

Chemical Properties

p-Tolyl acetate has a strong, floral odor (narcissus) with a characteristic honey-like flavor

Occurrence

Reported as a constituent of the essential oils of wallflower, cananga and ylang-ylang.

Uses

Perfumery, flavoring.

Uses

p-Tolyl acetate has been used in the total synthesis of ()-incrustoporin.

Definition

ChEBI: Tolylacetate is a member of phenols and a benzoate ester.

Preparation

By acetylation of p-cresol.

Aroma threshold values

Detection: 25 ppb

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 2417, 1978 DOI: 10.1021/jo00406a025

General Description

The Fries rearrangement of p-tolyl acetate has been investigated using the H-form of various zeolites as catalysts. Mechanism of photo-Fries rearrangement of p-tolyl acetate has been studied.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by ingestion and skin contact. Combustible liquid. When heated to decomposition it emits toxic smoke and irritating fumes.