Toscanol

SintetičkaZAČINIzačinski · topao · aromatičan
Srednje notePiramida
4/5Jačina
—Trajnost
1Poreklo
Uzorak
Toscanol kao sirovina za parfeme
Srednje note
N/A — synthetic molecule
Definicija

Anisic, sweet-spicy, herbal. Toscanol is a synthetic aromatic ether, 1-(cyclopropylmethyl)-4-methoxybenzene, with a tarragon and liquorice character close to estragole.

ZELEN ZAČINSKI SLADAK TOPAO SVEŽ
1-(CYCLOPROPYLMETHYL)-4-METHOXYBENZENE P-(CYCLOPROPYLMETHYL)ANISOLE
Type
Sirovina
Olfactive family
Začinski
Source
Synthetic molecule
Chemical class
synthetic aroma chemical
Instrumenti
Piramida
GGornje note
SSrednje note
BBazne note
4/5Jačina
Visoka
jačina mirisa
Zemlje proizvođači
Sintetizuje se širom sveta

Miris

Powerful and linear: an anisic, sweet-spicy scent close to estragole (methyl chavicol), with a liquorice and sassafras-oil character. At 10% in dipropylene glycol it reads sweet, anisic, tarragon, spicy, black liquorice, root beer and herbal (The Good Scents Company). Its territory is that of tarragon, basil and anise, not clove.

Detaljno

Toscanol is the trade name of 1-(cyclopropylmethyl)-4-methoxybenzene (CAS 16510-27-3, C11H14O, 162.23 g/mol), a synthetic aromatic ether. Its structure is an anisole carrying a cyclopropylmethyl group in the para position. It has no phenol group and no allyl chain, so it is not a eugenol derivative. The molecule has no stereocentre: the CAS number covers a single compound, not a mixture of isomers.

Its scent is anisic and sweet-spicy, close to estragole (methyl chavicol), liquorice and sassafras, with a herbal side. Perfumers use it in place of basil oil, tarragon oil, estragole and safrole, usually at 0.1 to 5% of the concentrate.

—

Related: Allspice · Anethole · Anise · Asafoetida · Baking Spices · Bay Leaf · Biryani · Caraway

Sources

  1. 1-(Cyclopropylmethyl)-4-methoxybenzene (CID 6422476), CAS 16510-27-3. PubChem, NCBI. https://pubchem.ncbi.nlm.nih.gov/compound/6422476
  2. 1-cyclopropylmethyl-4-methoxybenzene, EC 444-110-0, CAS 16510-27-3. ECHA CHEM, European Chemicals Agency. https://chem.echa.europa.eu/100.103.938
  3. Sassafras acetate (Toscanol), CAS 16510-27-3. The Good Scents Company. https://www.thegoodscentscompany.com/data/rw1589981.html
  4. Fragrance and flavour compositions, US 7,704,942 B2, granted 27 April 2010 (priority EP 01115991, 30 June 2001). https://patents.google.com/patent/US7704942B2/en

Zanimljivosti

Toscanol is made from estragole, the main scent molecule of tarragon and basil: the patent adds a single carbon to its side chain to close a three-membered cyclopropane ring. According to the same patent, its detection threshold, measured by olfactometer, is 80 times lower than that of estragole.

Dobijanje i hemija

Način dobijanja

Fully synthetic. Toscanol is not made from eugenol or clove oil: its structure has no phenol group and no allyl chain. Patent US 7,704,942 describes its preparation from estragole by cyclopropanation of the allyl side chain (dibromomethane, zinc, copper(I) chloride), followed by distillation.

Formula
C₁₁H₁₄O
CAS
16510-27-3
Botanički naziv
N/A — synthetic molecule
Izgled
Colourless liquid
Jačina mirisa
Visok
Sinonimi
1-(CYCLOPROPYLMETHYL)-4-METHOXYBENZENE P-(CYCLOPROPYLMETHYL)ANISOLE
Status prema standardima IFRA
Pogledajte napomenu

Not subject to an IFRA Standard (51st Amendment)

Fizička svojstva
Tačka ključanja
240.00 to 241.00 °C @ 760.00 mm Hg (est)
Relativna gustina
0.986 to 0.990 @ 25.00 °C
Indeks prelamanja
1.522 to 1.526 @ 20.00 °C

U parfemima

Toscanol is a synthetic anisic material used to bring an anisic, agrestic and aromatic character to accords. It is offered as a substitute for basil oil, tarragon oil, synthetic estragole and safrole, at 0.1 to 5% of the concentrate, in fine fragrance and consumer products. In the patent's fougère example it blends with the anisic and spicy notes and, compared with estragole, gives more character and freshness. It is stable in most bases, including soap and candles.

Uloga u formuli
01modifikator
02nota potpisa
03sirovina za stapanje
04graditelj volumena
05svežina
Oblici na tržištu
standardni oblik

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