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Piperonal

CAS number 120-57-0

Piperonal formula: C8H6O3

General


Synonyms: 3,4-(methylenedioxy)benzaldehyde, 1,3-benzodioxole-5-carboxaldehyde, heliotropin, heliotropine, piperonaldehyde, protocatechuic aldehyde, piperonyl aldehyde

Molecular Weight: 150.131440 [g/mol]
H-Bond Donor: 0 H-Bond Acceptor: 3
Molecular formula: C8H6O3
CAS No: 120-57-0
EINECS No: 204-409-7

Physical data

Appearance: white crystalline solid
Melting point: 35 - 37 C
Boiling point: 264 C
Vapour density:
Vapour pressure:
Density (g cm-3):
Flash point: 113 C (closed cup)
Explosion limits:
Autoignition temperature:
Water solubility:

Stability

Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents, bases.

Toxicology

Skin irritant.

ORL-RAT LD50 2700 mg kg IPR-MUS LD50 480 mg kg Risk phrases R38 R52 R53.

Environmental information

Harmful to aquatic organisms - may cause long-term environmental damage.

Personal protection

Safety glasses.

Piperonal

is an aromatic aldehyde that comes as transparent crystals, C8H6O3, and has a floral odor. It is used as flavoring and in perfume. It can be obtained by oxidation of piperonyl alcohol or piperic acid. It is also a minor natural component of the extract of vanilla.

Piperonal's aroma is described as being similar to that of vanillin. It finds use as a flavoring and in perfume. Piperonal has powerful aromatherapeutic qualities which appear to elevate mood and general well-being, and has shown in tests done by the Memorial Sloan-Kettering Cancer
It may be used in the synthesis of 3,4-methylenedioxyamphetamine (MDA). In one synthetic path, nitroethane in a glacial acetic acid solution with an ammonium acetate catalyst yields a substituted nitrostyrene via a condensation reaction.

Description

Piperonal is found in oils of Spirea ulmaria L., Doriphora sassafras Endl., and other oils. It is prepared by oxidation of isosafrole. It is a white crystalline substance with a sweet floral odour resembling heliotrope and free from safrole by-odour.

PIPERONAL (heliotropine, protocatechuic aldehyde methylene ether), C8H6O3

an aromatic aldehyde . It is prepared by oxidizing piperic See also:

Piperonal  powderACID (from the Lat. root ac-, sharp; acere, to be sour) acid with See also: POTASSIUM [symbol K (from kalium), atomic weight 39.114 0=16)] potassium permanganate (R . See also: * FITTIG, RUDOLF (1835– ) Fittig, See also: ANN Ann., 1869, 152, p . 35); by condensing methylene iodide with protocatechuic aldehyde (R . See also: * WEGSCHEIDER, JULIUS AUGUST LUDWIG (1771-1849) Wegscheider, Monats., 1893, 14, p . 388) ; or by oxidizing isosafrol with chromic acid . It forms See also: LONG, GEORGE (1800-1879)  LONG, JOHN DAVIS (1838– ) long colourless crystals which melt at 370 C. and See also:  BOIL boil at 263° C . It has an agreeable See also: SMELL (connected etymologically with " smoulder " and " smoke ") smell, resembling that of See also:
HELIOTROPE  HELIOTROPE, or TURNSOLE heliotrope, and is much used in See also:  PERFUMERY (Lat. per, through, and fumare, to smoke) perfumery . It is only slightly soluble in See also:  COLD (in O. Eng. cald and ceald, a word coming ultimately from a root cognate with the Lat. gelu, gelidus, and common in the Teutonic languages, which usually have two distinct forms for the substantive and the adjective, cf. Ger. Kolte, kalt, Dutch koude cold See also:  WATER water, but is readily soluble in See also:  ALCOHOL alcohol and in See also: ETHER, (C2H5)2O ether . When heated with dilute hydrochloric acid to Zoo° C. it yields protocatechuic aldehyde, C7H6O3, and See also: CARBON (symbol C, atomic weight 12) carbon . It readily combines with See also:  SODIUM [symbol Na, from Lat. natrium; atomic weight 23.00 (0=16)] sodium bisulphite and with various bases .

 

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The Controlled Substances Act (CSA) was enacted into law by the Congress of the United States as Title II of the Comprehensive Drug Abuse Prevention and Control Act of 1970.[1] The CSA is the federal U.S. drug policy under which the manufacture, importation, possession, use and distribution of certain substances is regulated. The Act also served as the national implementing legislation for the Single Convention on Narcotic Drugs

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