Cinamil-formijat

SintetičkaCVETOVIbalzamski · voćni · cvetni
Srednje note·Bazne notePiramida
3/5Jačina
244hTrajnost
1Poreklo
Uzorak
Cinamil-formijat kao sirovina za parfeme
Srednje i bazne note
N/A - synthetic molecule
Definicija

Sweet, balsamic-spicy with a warm, slightly fruity character. Cinnamyl formate is cinnamon softened to a whisper — delicate, ester-bright, with a cherry-like sweetness.

BALZAMSKI ZELEN BILJNI VOĆNI CVETNI
CINNAMYL METHANOATE 3-PHENYL-2-PROPEN-1-YL FORMATE
Type
Sirovina
Olfactive family
Cvetni
Source
synthetic molecule
Chemical class
ester (formate)
Instrumenti
Piramida
GGornje note
SSrednje note
BBazne note
3/5Jačina
Srednja
jačina mirisa
Trajnost na mirisnoj traci
244sati · 10 dana
1 h6 h24 h3 d7 d400 h
pri 100 %
Zemlje proizvođači
Proizvodi se širom sveta

Miris

Documented descriptions: green, herbaceous, balsamic (JECFA specification); balsamic, fruity, floral, green, herbal, cinnamyl, narcissus at 100 % (The Good Scents Company, W. Luebke, 1985); "green-herbaceous, yet 'cinnamic' [scent], balsamic, but more 'dry'-fruity than the higher cinnamates. Powerful and of good tenacity" (Arctander, 1969). Our reading: a warm cinnamic, balsamic note, softer than cinnamaldehyde, whose green and fruity edge fades first on the strip and leaves a long balsamic residue.

Detaljno

CAS 104-65-4. The formate ester of cinnamyl alcohol. Cinnamyl formate has a softer, more fruity-balsamic character than cinnamyl alcohol — the formate group adds a sweet, slightly cherry-like quality while retaining the warm, spicy backbone.

The scent is warm, sweet, gently balsamic, with a subtle fruity-cherry top note. It is milder than cinnamaldehyde, sweeter than cinnamyl alcohol, and has a particular ester brightness that makes it diffusive and pleasant. The material is used in balsamic-amber compositions and in certain floral accords where warm, spicy sweetness is needed.

Cinnamyl formate is one of several cinnamyl esters used in perfumery — each with a slightly different character. The formate is the lightest, most volatile, and most fruity of the series.

Cinnamyl formate is made by synthesis; The Good Scents Company reports it at about 0.01 % in champaca concrete [3]. It boils at about 250 °C [5] and has a vapour pressure of 0.020 mmHg at 20 °C [3], more volatile than cinnamyl acetate (262–265 °C; 0.011 mmHg) [4]. This places it in the heart of a formula, yet it lasts about 244 hours on a smelling strip at 100 % [3], and Arctander called it "powerful and of good tenacity" [9]: a heart note that carries into the base. Its volume of use is 0.1–1 metric tons per year (IFRA 2015, cited by Api et al. 2021) [11]. It is not the subject of an IFRA Standard and is not an EU labelling allergen [12][13]; most companies notifying ECHA classify it as a possible skin sensitiser (H317) [1].

Explore all seven extraits in the Discovery Set.

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Related: Accord Eudora · African Marigold · Alpha Amylcinnamaldehyde · Alyssum · Angels Trumpet · Aquaflora · Ashoka Flower · Aurantiol

Sources

  1. Cinnamyl formate (CID 5354883), CAS 104-65-4. PubChem, NCBI (incl. GHS classification from the ECHA C&L Inventory). https://pubchem.ncbi.nlm.nih.gov/compound/5354883
  2. 2-Propen-1-ol, 3-phenyl-, formate, CAS 104-65-4. NIST Chemistry WebBook, SRD 69. https://webbook.nist.gov/cgi/cbook.cgi?ID=104-65-4
  3. Cinnamyl formate, 104-65-4 (rw1020931). The Good Scents Company Information System. https://www.thegoodscentscompany.com/data/rw1020931.html
  4. Cinnamyl acetate, 103-54-8 (rw1003372). The Good Scents Company Information System. https://www.thegoodscentscompany.com/data/rw1003372.html
  5. Cinnamyl formate, JECFA No. 649. Specifications for Flavourings, FAO. https://www.fao.org/food/food-safety-quality/scientific-advice/jecfa/jecfa-flav/details/en/c/181/
  6. Cinnamyl formate. Summary of Evaluations Performed by the Joint FAO/WHO Expert Committee on Food Additives (2000, TRS 901). IPCS INCHEM. https://www.inchem.org/documents/jecfa/jeceval/jec_427.htm
  7. Cinnamyl formate, FEMA 2299. FEMA Flavor Ingredient Library. https://www.femaflavor.org/flavor-library/cinnamyl-formate
  8. Hall, R.L.; Oser, B.L. (1965). "Recent progress in the consideration of flavor ingredients under the Food Additives Amendment. 3. GRAS substances". Food Technology 19 (2, Part 2): 151–197. Listed at FEMA, GRAS Publications. https://www.femaflavor.org/gras-publications
  9. Arctander, S. (1969). Perfume and Flavor Chemicals (Aroma Chemicals), monograph 636 "Cinnamyl formate". Montclair, N.J.: the author.
  10. "Cinnamyl formate" (1976). Fragrance raw materials monograph. Food and Cosmetics Toxicology 14: 719. https://doi.org/10.1016/S0015-6264(76)80089-2
  11. Api, A.M. et al. (2021). "RIFM fragrance ingredient safety assessment, cinnamyl formate, CAS Registry Number 104-65-4". Food and Chemical Toxicology 153 (Suppl. 1): 112366. https://doi.org/10.1016/j.fct.2021.112366
  12. CINNAMYL FORMATE (substance 39335). CosIng, European Commission. https://ec.europa.eu/growth/tools-databases/cosing/details/39335
  13. IFRA Standards Library (51st Amendment). International Fragrance Association. https://ifrafragrance.org/standards-library

Zanimljivosti

In 1969 Steffen Arctander singled out cinnamyl formate for flavours rather than perfume: used in traces, it could give "true-to-Nature notes" to an imitation banana flavour, perhaps with a trace of mimosa absolute. He also listed it for apple, cherry, pear and spice flavours [9].

Dobijanje i hemija

Način dobijanja

Synthetic. Made by esterifying cinnamyl alcohol with formic acid; Arctander (1969) gives cinnamic alcohol with acetic anhydride and formic acid (formylation by the mixed anhydride), or cinnamic alcohol with carbon monoxide under pressure. Reported in nature at about 0.01 % in champaca concrete (The Good Scents Company).

Formula
C10H10O2
CAS
104-65-4
Botanički naziv
N/A - synthetic molecule
Izgled
colorless to pale yellow clear liquid
Jačina mirisa
Srednji
Trajnost
244 hour(s) at 100.00 %
Sinonimi
CINNAMYL METHANOATE 3-PHENYL-2-PROPEN-1-YL FORMATE
Status prema standardima IFRA
Pogledajte napomenu

Not subject to an IFRA Standard (51st Amendment).

Fizička svojstva
Tačka ključanja
250.00 to 254.00 °C. @ 760.00 mm Hg
Tačka paljenja
> 230.00 °F. TCC ( > 110.00 °C. )
Relativna gustina
1.07700 to 1.08200 @ 25.00 °C.
Indeks prelamanja
1.55000 to 1.55600 @ 20.00 °C.

U parfemima

Heart modifier with good tenacity in balsamic, chypre and oriental (amber) compositions. Arctander (1969) found it blends excellently with patchouli and heavy woody materials and gives good effects in chypre and oriental types; he also noted very good stability in functional products. It brings a green-herbaceous, balsamic cinnamic note with a dry fruitiness. Pairs with benzoin, vanillin and fruit notes.

Uloga u formuli
01modifikator
02sirovina za stapanje
03fiksativ
Oblici na tržištu
sintetički

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