1,3,5-Undecatriene, (3E,5Z)-
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Identifiers
CAS number
19883-27-3Molecular formula
C11H18SMILES
CCCCC/C=C\C=C\C=C
Safety labels
HealthRetention indicies (RI)
- Carbowax: 1683.0
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Odor profile
Green 74.84% Herbal 52.73% Citrus 47.92% Fatty 47.55% Oily 42.99% Woody 41.37% Fruity 41.01% Gassy 35.56% Fresh 35.41% Waxy 34.98% Scent© AI
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Properties
XLogP3-AA
4.8Molecular weight
150.26 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Moderately fastBoiling point
- 280.00 to 285.00 °C. @ 760.00 mm Hg
Flash point est.
72.16 ˚C -
Synonyms
- (3E,5Z)-undeca-1,3,5-triene
- Cystophorene
- (Z,E)-Undeca-1,3,5-triene
- 19883-27-3
- (3E,5Z)-1,3,5-Undecatriene
- cis-Galbanolene
- X2G6CDE7MH
- 1,3,5-Undecatriene, (3E,5Z)-
- GALBANOLENE
- (E,Z)-1,3,5-undecatriene
- EINECS 243-397-8
- (Z,E)-1,3,5-UNDECATRIENE
- 1,3,5-Undecatriene, (Z,E)-
- UNDECATRIENE, (3E,5Z)-1,3,5-
- 3-TRANS,5-CIS-1,3,5-UNDECATRIENE
- FEMA NO. 3795, (3E,5Z)-
- UNII-X2G6CDE7MH
- cis,trans-1,3,5-Undecatriene
- 1,3(E),5(Z)-undecatriene
- 1-(E,Z)-3,5-undecatriene
- 1,(E)3,(Z)5-Undecatriene
- CHEBI:191588
- DTXSID601015894
- Undeca-1,3,5-triene (Isomer 1)
- Q27293433
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Applications
(3E,5Z)-1,3,5-Undecatriene (CAS 19883-27-3) is used primarily as a research-grade building block in organic synthesis and flavor/fragrance chemistry: a representative substrate for developing and benchmarking olefin functionalizations (hydroboration–oxidation to allylic alcohols, epoxidation, ozonolysis, dihydroxylation, and selective hydrogenation to di/monoenes), a platform for olefin metathesis (self- and cross-metathesis) to assemble functionalized long-chain olefins, a model for photochemistry and 6π electrocyclizations and for E/Z isomerization studies of conjugated trienes, a reference/standard in GC–MS and in stability/autooxidation assessments of unsaturated hydrocarbons; it also serves as an intermediate building block toward polyene motifs in terpenoid analogs, agrochemical semiochemical scaffolds, or fragrance precursors after selective transformations, and can be derivatized for radical additions (thiol–ene) or coupling to access monomers/prepolymers for UV-curable formulation research.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 1877.26 methanol 939.68 isopropanol 1878.84 water 0.01 ethyl acetate 4633.47 n-propanol 1887.85 acetone 3647.66 n-butanol 2481.34 acetonitrile 1359.67 DMF 1365.9 toluene 2770.17 isobutanol 1463.51 1,4-dioxane 4905.71 methyl acetate 2079.07 THF 9762.71 2-butanone 3731.77 n-pentanol 1809.04 sec-butanol 2206.25 n-hexane 4980.0 ethylene glycol 74.54 NMP 1094.63 cyclohexane 5537.82 DMSO 2688.47 n-butyl acetate 8310.86 n-octanol 906.29 chloroform 4176.84 n-propyl acetate 2831.06 acetic acid 558.53 dichloromethane 4981.5 cyclohexanone 4158.6 propylene glycol 208.63 isopropyl acetate 2953.4 DMAc 1071.44 2-ethoxyethanol 1178.58 isopentanol 2286.39 n-heptane 4836.24 ethyl formate 957.4 1,2-dichloroethane 4589.74 n-hexanol 4156.93 2-methoxyethanol 1654.85 isobutyl acetate 1668.1 tetrachloromethane 915.12 n-pentyl acetate 1875.2 transcutol 5935.05 n-heptanol 946.47 ethylbenzene 1288.86 MIBK 2542.61 2-propoxyethanol 3001.01 tert-butanol 2943.95 MTBE 6482.28 2-butoxyethanol 1047.58 propionic acid 649.94 o-xylene 1075.7 formic acid 48.23 diethyl ether 10431.69 m-xylene 1511.05 p-xylene 1207.49 chlorobenzene 1667.39 dimethyl carbonate 378.92 n-octane 938.54 formamide 93.5 cyclopentanone 3425.68 2-pentanone 4543.2 anisole 1451.88 cyclopentyl methyl ether 5647.54 gamma-butyrolactone 2051.29 1-methoxy-2-propanol 1761.49 pyridine 3620.73 3-pentanone 2920.31 furfural 1171.74 n-dodecane 298.29 diethylene glycol 712.35 diisopropyl ether 3252.81 tert-amyl alcohol 2577.97 acetylacetone 2536.06 n-hexadecane 358.58 acetophenone 872.49 methyl propionate 2059.72 isopentyl acetate 5338.33 trichloroethylene 4752.61 n-nonanol 829.33 cyclohexanol 2364.1 benzyl alcohol 646.18 2-ethylhexanol 3820.94 isooctanol 836.04 dipropyl ether 11021.94 1,2-dichlorobenzene 1111.26 ethyl lactate 397.18 propylene carbonate 1154.27 n-methylformamide 438.15 2-pentanol 2561.13 n-pentane 3454.02 1-propoxy-2-propanol 3623.03 1-methoxy-2-propyl acetate 3226.57 2-(2-methoxypropoxy) propanol 865.44 mesitylene 970.29 ε-caprolactone 2763.14 p-cymene 1186.99 epichlorohydrin 3957.68 1,1,1-trichloroethane 3831.93 2-aminoethanol 242.59 morpholine-4-carbaldehyde 1400.69 sulfolane 2219.4 2,2,4-trimethylpentane 784.47 2-methyltetrahydrofuran 8427.92 n-hexyl acetate 2295.65 isooctane 757.53 2-(2-butoxyethoxy)ethanol 1359.88 sec-butyl acetate 1960.03 tert-butyl acetate 2911.24 decalin 1164.43 glycerin 192.12 diglyme 2955.72 acrylic acid 309.47 isopropyl myristate 862.48 n-butyric acid 1957.97 acetyl acetate 1382.07 di(2-ethylhexyl) phthalate 386.42 ethyl propionate 2273.69 nitromethane 967.62 1,2-diethoxyethane 7233.74 benzonitrile 961.46 trioctyl phosphate 357.5 1-bromopropane 6816.94 gamma-valerolactone 2605.23 n-decanol 610.35 triethyl phosphate 772.52 4-methyl-2-pentanol 1277.44 propionitrile 1654.8 vinylene carbonate 727.67 1,1,2-trichlorotrifluoroethane 1161.33 DMS 862.63 cumene 698.79 2-octanol 694.41 2-hexanone 3374.89 octyl acetate 923.62 limonene 2805.26 1,2-dimethoxyethane 3905.95 ethyl orthosilicate 969.71 tributyl phosphate 528.35 diacetone alcohol 1698.33 N,N-dimethylaniline 841.76 acrylonitrile 1071.26 aniline 1335.2 1,3-propanediol 595.3 bromobenzene 2253.98 dibromomethane 4841.27 1,1,2,2-tetrachloroethane 3983.82 2-methyl-cyclohexyl acetate 1739.21 tetrabutyl urea 689.24 diisobutyl methanol 1933.66 2-phenylethanol 1222.48 styrene 1638.42 dioctyl adipate 868.03 dimethyl sulfate 440.77 ethyl butyrate 4831.44 methyl lactate 344.01 butyl lactate 702.73 diethyl carbonate 1717.16 propanediol butyl ether 534.51 triethyl orthoformate 2417.58 p-tert-butyltoluene 1139.68 methyl 4-tert-butylbenzoate 609.92 morpholine 5670.62 tert-butylamine 2846.92 n-dodecanol 507.6 dimethoxymethane 2415.57 ethylene carbonate 806.2 cyrene 436.51 2-ethoxyethyl acetate 1872.61 2-ethylhexyl acetate 4679.81 1,2,4-trichlorobenzene 1129.8 4-methylpyridine 3306.96 dibutyl ether 5488.24 2,6-dimethyl-4-heptanol 1933.66 DEF 2932.09 dimethyl isosorbide 1668.77 tetrachloroethylene 2397.89 eugenol 495.27 triacetin 951.03 span 80 863.52 1,4-butanediol 181.77 1,1-dichloroethane 4563.77 2-methyl-1-pentanol 1689.35 methyl formate 323.16 2-methyl-1-butanol 1916.27 n-decane 704.45 butyronitrile 2823.17 3,7-dimethyl-1-octanol 1349.09 1-chlorooctane 1568.14 1-chlorotetradecane 492.71 n-nonane 932.85 undecane 429.67 tert-butylcyclohexane 1011.43 cyclooctane 1952.67 cyclopentanol 1583.8 tetrahydropyran 11157.98 tert-amyl methyl ether 4000.93 2,5,8-trioxanonane 1508.71 1-hexene 8256.18 2-isopropoxyethanol 1039.62 2,2,2-trifluoroethanol 72.79 methyl butyrate 2845.99 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Celery plant | 8015-90-5 | Apium graveolens L. var. dulce, fam. Apiaceae (Umbelliferae) | 0.01% |
| Galbanum 4 | 9000-24-2 | Ferula galbaniflua Boiss. et Buhse, fam. Apiaceae (Umbelliferae) | 0.4% |
| Lavender (France) 6 | 8000-28-0 | Lavandula angustifolia Mill., fam. Lamiaceae (Labiatae) | 0.11% |
| Pineapple pulp | Ananas comosus (L.) Merr., fam. Bromeliaceae | 0.12% | |
| Mandarin (Italy) 8 | 8008-31-9 | Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae | 0.01% |