Piperonyl acetone

Piperonyl acetone Basic information

Product Name:	Piperonyl acetone
Synonyms:	PIPERONYLACETONE;2-Butanone, 4-(1,3-benzodioxol-5-yl)-;4-(2H-1,3-benzodioxol-5-yl)butan-2-one;4-(1,3-benzodioxol-5-yl)-2-butanon;DULCINYL;FEMA 2701;HELIOTROPYL ACETONE;3,4-METHYLENEDIOXYBENZYL ACETONE
CAS:	55418-52-5
MF:	C11H12O3
MW:	192.21
EINECS:	259-630-1
Product Categories:	Aromatic Ketones (substituted)
Mol File:	55418-52-5.mol

Piperonyl acetone Chemical Properties

Melting point	49-54 °C(lit.)
Boiling point	176 °C17 mm Hg(lit.)
density	1.175±0.06 g/cm3(Predicted)
FEMA	2701 \| 4-(3,4-METHYLENEDIOXYPHENYL)-2-BUTANONE
refractive index	1.52-1.522
Fp	>230 °F
storage temp.	4°C
solubility	Chloroform (Slightly), DMSO (Slightly)
form	Solid
color	Colourless crystals.
Odor	at 10.00 % in dipropylene glycol. sweet raspberry heliotrope powdery cotton candy
Odor Type	floral
JECFA Number	2048
BRN	169843
InChIKey	TZJLGGWGVLADDN-UHFFFAOYSA-N
LogP	1.53
CAS DataBase Reference	55418-52-5(CAS DataBase Reference)
NIST Chemistry Reference	4-(3,4-Methylenedioxyphenyl)-2-butanone(55418-52-5)
EPA Substance Registry System	2-Butanone, 4-(1,3-benzodioxol-5-yl)- (55418-52-5)

Safety Information

Safety Statements	22-24/25
WGK Germany	2
TSCA	Yes
HS Code	2914.19.0000
toxicity	The acute oral LD₅₀ value in rats was reported as 4Og/kg and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg (Wohl, 1974).

MSDS Information

Provider	Language
SigmaAldrich	English
ALFA	English

Piperonyl acetone Usage And Synthesis

Description	4-(3,4-Methylenedioxyphenyl)-2-butanone has an intensely sweet, floral, slightly woody odor. May be prepared by condensation of heliotropin with acetone, followed by hydrogenation in the presence of a palladium catalyst.
Chemical Properties	4-(3,4-Methylenedioxyphenyl)-2-butanone has an intensely sweet, floral, slightly woody odor reminiscent of raspberry, cotton candy (i.e., candy floss) with a cassie, heliotrope association.
Occurrence	Has apparently not been reported to occur in nature.
Definition	ChEBI: 4-(3,4-Methylenedioxyphenyl)-2-butanone is a member of benzodioxoles.
Preparation	By condensation of heliotropin with acetone, followed by hydrogenation in the presence of a palladium catalyst
Taste threshold values	Taste characteristics at 40 ppm: sweet, berry-like with spicy, jamy nuances
Metabolism	The oxygen-aromatic carbon link of aromatic ethers is generally biologically stable, and possible metabolites include the p-hydroxy derivative of the ether, the phenol or the p-hydroxyphenol (Williams, 1959). Ketones are not readily metabolized in the body. As a derivative of 2-butanone, piperonyl acetone might be expected to be partially reduced to the secondary alcohol and excreted as the glucuronide (Williams, 1959), since Saneyoshi (1911) isolated the glucuronide of 2-butanol from the urine of rabbits receiving methyl ethyl ketone.

Piperonyl acetone Preparation Products And Raw materials

Raw materials	2-Butanone, 4-(6-iodo-1,3-benzodioxol-5-yl)--->5(2H)-Isoxazolone, 4-(1,3-benzodioxol-5-ylmethyl)-3-methyl--->(E)-4-(benzo[d][1,3]dioxol-6-yl)but-3-en-2-one-->Piperonyl alcohol-->Sulfuric acid-->Ethyl acetate-->Methyl vinyl ketone-->Ethanol-->3,4-METHYLENEDIOXYPHENYLBORONIC ACID-->Acetone-->Piperonyl aldehyde-->Protocatechualdehyde
Preparation Products	3,4-Methylenedioxyacetophenone

Piperonyl acetone Methyltris(methylethylketoxime)silane Chlorodimethylphenylsilane 3-Oxobutanenitrile Acetylacetone [3-(1,3-BENZODIOXOL-5-YL)OXIRAN-2-YL][2-(BENZYLOXY)PHENYL]METHANONE Phenylacetone Piperonyl butoxide 2-Butanone 2',4',6'-TRIHYDROXY-3,4-METHYLENEDIOXYDIHYDROCHALCONE Calcium pyruvate PIPERONYL METHYL KETONE 1,4-Dioxane 2,10,12-TRIAZA-9-BENZO[D]1,3-DIOXOLAN-5-YL-5,5-DIMETHYLTRICYCLO[9.4.0.0(3,8)]PENTADECA-1(15),3(8),11(12),13-TETRAEN-7-ONE Selenium dioxide Methoxyacetone 1-Deuteriopropan-2-one 4-Methyl-2-pentanone

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