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Formiate de cis-3-Hexènyle (N°Cas : 33467-73-1)

Crédits photo: ScenTree SAS

CAS number :

33467-73-1

EINECS number :

251-532-7

FEMA number :

3353

JECFA number :

123

FLAVIS number :

09.240

Volatility :

Head/Heart

Appearance :

Colorless liquid

Price Range :

€€€€

Stability :

Esters may form their corresponding acid through time. Cis-3-Hexenyl Formate is especially unstable in shower gel and shampoo bases.

Density :

0,91

Molecular formula :

C₇H₁₂O₂

Molecular Weight :

128.17 g/mol

Flash Point :

113°F (45°C)

Log P :

2,07

Fusion Point :

Data not available.

Boiling Point :

314°F (157°C)

Detection Threshold :

Data not available.

Crédits photo: ScenTree SAS

Year of discovery :

Data not available.

Synthesis route :

Cis-3-Hexenyl Formiate results from an esterification of cis-3-Hexenol with formic acid (or methanoic acid), in the presence of an acid catalysor as concentrated sulfuric acid. Using formic anhydride or chloromethanoic acid can also enhance the yield of this reaction.

Synthesis precursor :

Cis-3-Hexenyl Formate is not a precursor to the synthesis of another compound of olfactory interest.

Isomerism :

Trans-3-Hexenyl Formate, the cis-3-Hexenyl Formate diastereoisomer, is almost not used in perfumes. One positional isomer called trans-2-Hexenyl Formate is sometimes used for its rummy green apple note.

Natural availability :

Cis-3-Hexenyl Formate can be extracted from Corn Mint EO, and is found in raspberry and mango in trace amounts.

Allergens :

This ingredient does not contain any allergen.

For more information on allergens used in perfumery, please consult our article about allergens

IFRA :

This ingredient is not restricted

Maximum usage according to the product category :
Ingredients containing
Ingredient Name	CAS N°	Estimated Concentration
Citral	5392-40-5	23
Geraniol	106-24-1	2
Citral	5392-40-5	69
Citronellol	106-22-9	0,15
Geraniol	106-24-1	1,1
Citral	5392-40-5	0,2

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5	Cat.6	Cat.7	Cat.8	Cat.9	Cat.10	Cat.11
0,001 %	0,001 %	0,002 %	0,002 %	0,002 %	0,02 %	0,002 %	0,002 %	0,002 %	0,002 %	Not restricted

Skin contact products	Non skin contact products
Leave on products	Rinse off products
0,7 %	X	X

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration

Maximum usage according to the product category :
Ingredients containing
Ingredient Name	CAS N°	Estimated Concentration
Citronellal	106-23-0	1
Geraniol	106-24-1	2
3,7-Dimethyl-3,6-octadienal (Isocitral)	1754-00-3; 55722-59-3	0,7
Citral	5392-40-5	23
(Z) 3,7-Dimethyl-3,6-octadienal (iso-Neral)	72203-97-5	0,2
(E) 3,7-Dimethyl-3,6-octadienal (iso Geranial)	72203-98-6	0,5
d,l-Citronellol	106-22-9	0,15
Citronellal	106-23-0	1,1
Geraniol	106-24-1	1,1
3,7-Dimethyl-3,6-octadienal (Isocitral)	1754-00-3; 55722-59-3	1,4
Longifolene	475-20-7	0,2
Citral	5392-40-5	69
(Z) 3,7-Dimethyl-3,6-octadienal (iso-Neral)	72203-97-5	0,4
(E) 3,7-Dimethyl-3,6-octadienal (iso Geranial)	72203-98-6	1
Safrole	94-59-7	0,05
Citral	5392-40-5	0,2

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5A	Cat.5B	Cat.5C	Cat.5D	Cat.6
0,0018 %	0,00055 %	0,011 %	0,01 %	0,0026 %	0,0026 %	0,0026 %	0,0026 %	0,0061 %
Cat.7A	Cat.7B	Cat.8	Cat.9	Cat.10A	Cat.10B	Cat.11A	Cat.11B	Cat.12
0,021 %	0,021 %	0,0011 %	0,02 %	0,072 %	0,072 %	0,04 %	0,04 %	Not restricted

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration
Balm oil	Melissa officinalis L.	8014-71-9	1,3
Citron oil	Citrus medica L.	68991-25-3	0,2
Citronella oil, Ceylon type	Cymbopogon nardus (L.) Rendle	8000-29-1	4,5
Citronella oil, Java type	Cymbopogon winterianus Jowitt	8000-29-1	36
Citrus hystrix extract	Citrus hystrix DC	91771-50-5	11,7
Clementine oil	Citrus clementina Hort. Ex Tan	93686-22-7	0,1
Eucalyptus citriodora oil	Corymbia citriodora (Hook.) K.D. Hill & L.A. Johnson	85203-56-1	75
Fir balsam oleoresin	Abies balsamea (L.) Mill.	8024-15-5	0,6
Geranium oil	Pelargonium graveolens l'Hertier ex Aiton	8000-46-2	0,15
Ginger oil	Zingiber officinale Rosc.	8007-08-7	0,4
Grapefruit oil	Citrus paradisi Macf.	8016-20-4	0,1
Grapefruit oil, folded	Citrus paradisi Macf.	68916-46-1	0,1
Grapefruit oil, terpeneless	Citrus paradisi Macf.	68916-46-1	3,2
Kumquat oil, Fortunella margarita	Fortunella (Lour.) Swingle	938464-05-2	3
Lemon extract	Citrus limon (L.) Burm. f.	84929-31-7	0,03
Lemon oil folded (5X)	Citrus limon (L.) Burm. f.	8008-56-8	1
Lemon oil folded (10X)	Citrus limon (L.) Burm. f.	8008-56-8	2
Lemon oil terpeneless	Citrus limon (L.) Burm. f.	68648-39-6	3
Lemon oil, distilled	Citrus limon (L.) Burm. f.	8008-56-8	0,1
Lemon oil, expressed	Citrus limon (L.) Burm. f.	8008-56-8	0,1
Lemon oil, furocoumarin free	Citrus limon (L.) Burm. f.	68916-89-2	0,1
Lemon oil. essence	Citrus limon (L.) Burm. f.	8008-56-8	0,1
Lemongrass oil, East Indian	Cymbopogon flexuosus (Nees ex Steudel) Will. Watson	8007-02-1	0,7
Lemongrass oil, West Indian	Cymbopogon citratus (DC) Stapf.	8007-02-1	0,3
Lime oil, cold pressed, furocoumarin free	Citrus aurantifolia (Christman) Swingle	68916-83-6	1,4
Lime oil, expressed	Citrus aurantifolia (Christman) Swingle	8008-26-2	1,4
Lime oil. expressed folded (2-5X)	Citrus aurantifolia (Christman) Swingle	93685-55-3	5
Litsea cubeba oil	Litsea Cubeba(Lour.) Pers.	68855-99-2	1,1
Mandarin oil, terpeneless	Citrus reticulata Blanco	68917-20-4	3
Meyer lemon oil. cold pressed	Citrus x meyerii	1370641-98-7	0,2
Murcote oil, expressed	Citrus reticulata spp. murcote, Swingle	93686-22-7	0,1
Orange peel oil, sweet terpeneless	Citrus sinensis (L.) Osbeck	68606-94-0	2
Orange sweet oil folded	Citrus sinensis (L.) Osbeck	8008-57-9	2
Persian lime oil, expressed	Citrus latifolia Tanaka	8008-26-2	1,4
Petitgrain bigarade oil	Citrus aurantium L. spp. Amara Link	8014-17-3	0,05
Petitgrain lemon oil	Citrus limon (L.) Burm. f.	8048-51-9	1
Petitgrain mandarin oil	Citrus reticulata Blanco	8014-17-3	0,05
Petitgrain mandarin oil terpeneless	Citrus reticulata Blanco	84929-38-4	0,1
Rose oil	Rosa x damascena Mill.	8007-01-0	0,1
Tangelo oil, expressed	Citrus x tangelo Ingram and Moore	72869-73-9	0,1
Tangerine oil	Citrus reticulata blanco	8016-85-1	0,1
Tangerine oil terpeneless	Citrus reticulata blanco	68607-01-2	3
Tangor oil, expressed	Citrus reticulata x Citrus sinensis	93686-22-7	0,1

To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/understanding-the-ifra-standards
To find out the specificities of each category and the ingredients prohibited by IFRA, click article about l'IFRA

Uses in perfumery :

Cis-3-Hexenyl Formate is used in small quantities in some perfumes to give a juicy aspect to an apple or pear note. It can be used in combination with other cis-3-Hexenol derivatives to give many effects and bring roundness to fruity notes. It can be used with Galbanum EO and Violet Leaf Absolute notes.

Other names :

cis-3-Hexenyl formiate, cis-3-hexen-1-yl formiate, cis-3-hexen-1-yl formate, cis-3-hexen-1-yl formiate, cis-hex-3-enyl formate, cis-hex-3-enyl formiate, cis-hex-3-en-1-yl formate, cis-hex-3-en-1-yl formiate, (Z)-3-hexen-1-yl formate, (Z)-3-hexen-1-yl formiate

Other comments :

Cis-3-Hexenyl Formate has a very etheric smell making the difference with cis-3-Hexenyl Acetate, less heady.

Exploring the branches of scent

Year of discovery :

Data not available.

Synthesis route :

Cis-3-Hexenyl Formiate results from an esterification of cis-3-Hexenol with formic acid (or methanoic acid), in the presence of an acid catalysor as concentrated sulfuric acid. Using formic anhydride or chloromethanoic acid can also enhance the yield of this reaction.

Synthesis precursor :

Cis-3-Hexenyl Formate is not a precursor to the synthesis of another compound of olfactory interest.

Isomerism :

Trans-3-Hexenyl Formate, the cis-3-Hexenyl Formate diastereoisomer, is almost not used in perfumes. One positional isomer called trans-2-Hexenyl Formate is sometimes used for its rummy green apple note.

Natural availability :

Cis-3-Hexenyl Formate can be extracted from Corn Mint EO, and is found in raspberry and mango in trace amounts.

Allergens :

This ingredient does not contain any allergen.

Annexe I :

Restriction type :

RESTRICTION QRA

Cause of restriction :

SENSITIZATION

Amendment :

43

Comments :

Quantitative usage limits :

Annexe I :

Annexe I :

Restriction type :

Cause of restriction :

DERMAL SENSITIZATION

Amendment :

49

Comments :

Quantitative limit on the use :

Annexe I :