[(2R,3R,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate
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Identifiers
Molecular formula
C16H22O11SMILES
CC(=O)OC[C@@H]1[C@H](C([C@H]([C@@H](O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
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Odor profile
Fragrance Odorless 73.51% Ethereal 21.21% Winey 21.09% Clean 20.35% Sour 19.82% Alcoholic 19.79% Burnt 16.79% Creamy 16.23% Sharp 15.68% Grape 15.67% Flavor Fruity 67.33% Bitter 49.11% Mild 34.92% Tropical 31.98% Odorless 31.51% Sweet 26.57% Creamy 25.68% Grape 24.18% Toffee 22.18% Marshmallow 22.14% Odor impact est.
Low -
Properties
XLogP3-AA
0.6pKa est.
3.18 (weak acid)Molecular weight
390.34 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
351°CFlash point
- 200.51 ˚C est.
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Applications
[(2R,3R,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate is a protected sugar derivative with acetyl protection, serving as a building block in organic synthesis and particularly in carbohydrate chemistry. It is commonly used as a glycosyl donor or a precursor for synthesizing glycosides, oligosaccharides, and other complex carbohydrate architectures after activation or deprotection. Additionally, it can function as a pharmaceutical intermediate and as a precursor for carbohydrate-based materials; it is also used as a research reagent in carbohydrate-focused synthesis in both academic and industrial settings. Its use is subject to local regulations and formulation limits.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 34.86 methanol 64.08 isopropanol 19.48 water 4.91 ethyl acetate 44.4 n-propanol 18.93 acetone 119.68 n-butanol 10.96 acetonitrile 52.58 DMF 339.27 toluene 4.65 isobutanol 10.36 1,4-dioxane 69.24 methyl acetate 86.2 THF 118.62 2-butanone 58.97 n-pentanol 7.75 sec-butanol 12.91 n-hexane 0.76 ethylene glycol 18.17 NMP 597.13 cyclohexane 0.75 DMSO 758.14 n-butyl acetate 21.34 n-octanol 3.3 chloroform 54.43 n-propyl acetate 30.08 acetic acid 181.88 dichloromethane 97.1 cyclohexanone 73.58 propylene glycol 15.66 isopropyl acetate 19.41 DMAc 614.8 2-ethoxyethanol 71.64 isopentanol 7.37 n-heptane 0.29 ethyl formate 76.08 1,2-dichloroethane 58.18 n-hexanol 3.06 2-methoxyethanol 140.77 isobutyl acetate 11.28 tetrachloromethane 5.55 n-pentyl acetate 8.06 transcutol 89.54 n-heptanol 2.05 ethylbenzene 4.34 MIBK 11.56 2-propoxyethanol 40.06 tert-butanol 17.65 MTBE 12.3 2-butoxyethanol 18.65 propionic acid 60.74 o-xylene 4.99 formic acid 204.18 diethyl ether 15.09 m-xylene 2.49 p-xylene 6.98 chlorobenzene 12.13 dimethyl carbonate 59.88 n-octane 0.18 formamide 274.19 cyclopentanone 127.61 2-pentanone 29.69 anisole 23.75 cyclopentyl methyl ether 20.65 gamma-butyrolactone 279.04 1-methoxy-2-propanol 61.19 pyridine 68.09 3-pentanone 29.01 furfural 274.38 n-dodecane 0.21 diethylene glycol 43.64 diisopropyl ether 2.17 tert-amyl alcohol 14.19 acetylacetone 66.18 n-hexadecane 0.24 acetophenone 40.42 methyl propionate 59.31 isopentyl acetate 15.45 trichloroethylene 105.72 n-nonanol 3.38 cyclohexanol 9.29 benzyl alcohol 21.39 2-ethylhexanol 2.59 isooctanol 1.71 dipropyl ether 8.2 1,2-dichlorobenzene 17.32 ethyl lactate 25.59 propylene carbonate 115.07 n-methylformamide 182.05 2-pentanol 4.73 n-pentane 0.49 1-propoxy-2-propanol 22.21 1-methoxy-2-propyl acetate 30.35 2-(2-methoxypropoxy) propanol 41.14 mesitylene 1.46 ε-caprolactone 95.31 p-cymene 2.17 epichlorohydrin 183.19 1,1,1-trichloroethane 27.0 2-aminoethanol 26.13 morpholine-4-carbaldehyde 328.99 sulfolane 452.62 2,2,4-trimethylpentane 0.3 2-methyltetrahydrofuran 51.9 n-hexyl acetate 11.34 isooctane 0.1 2-(2-butoxyethoxy)ethanol 35.14 sec-butyl acetate 13.97 tert-butyl acetate 15.9 decalin 0.65 glycerin 46.16 diglyme 96.92 acrylic acid 80.84 isopropyl myristate 4.9 n-butyric acid 44.19 acetyl acetate 39.09 di(2-ethylhexyl) phthalate 10.46 ethyl propionate 35.46 nitromethane 443.27 1,2-diethoxyethane 22.79 benzonitrile 22.51 trioctyl phosphate 5.07 1-bromopropane 14.37 gamma-valerolactone 280.61 n-decanol 2.43 triethyl phosphate 24.87 4-methyl-2-pentanol 2.27 propionitrile 22.65 vinylene carbonate 114.25 1,1,2-trichlorotrifluoroethane 166.89 DMS 30.6 cumene 2.96 2-octanol 1.42 2-hexanone 22.36 octyl acetate 7.02 limonene 2.86 1,2-dimethoxyethane 153.05 ethyl orthosilicate 18.21 tributyl phosphate 10.43 diacetone alcohol 27.04 N,N-dimethylaniline 21.05 acrylonitrile 46.84 aniline 16.15 1,3-propanediol 35.45 bromobenzene 9.43 dibromomethane 41.7 1,1,2,2-tetrachloroethane 72.29 2-methyl-cyclohexyl acetate 16.91 tetrabutyl urea 18.29 diisobutyl methanol 1.67 2-phenylethanol 8.82 styrene 5.65 dioctyl adipate 14.51 dimethyl sulfate 190.79 ethyl butyrate 24.39 methyl lactate 52.09 butyl lactate 12.08 diethyl carbonate 24.44 propanediol butyl ether 16.0 triethyl orthoformate 20.34 p-tert-butyltoluene 1.84 methyl 4-tert-butylbenzoate 25.04 morpholine 88.72 tert-butylamine 6.35 n-dodecanol 1.82 dimethoxymethane 114.94 ethylene carbonate 81.22 cyrene 62.1 2-ethoxyethyl acetate 20.07 2-ethylhexyl acetate 12.5 1,2,4-trichlorobenzene 28.85 4-methylpyridine 62.6 dibutyl ether 6.44 2,6-dimethyl-4-heptanol 1.67 DEF 86.02 dimethyl isosorbide 73.32 tetrachloroethylene 42.0 eugenol 21.18 triacetin 31.72 span 80 17.34 1,4-butanediol 13.84 1,1-dichloroethane 30.86 2-methyl-1-pentanol 6.58 methyl formate 171.16 2-methyl-1-butanol 8.59 n-decane 0.35 butyronitrile 16.17 3,7-dimethyl-1-octanol 3.12 1-chlorooctane 1.82 1-chlorotetradecane 0.85 n-nonane 0.29 undecane 0.26 tert-butylcyclohexane 0.43 cyclooctane 0.2 cyclopentanol 17.45 tetrahydropyran 27.52 tert-amyl methyl ether 11.33 2,5,8-trioxanonane 70.15 1-hexene 2.8 2-isopropoxyethanol 33.01 2,2,2-trifluoroethanol 108.41 methyl butyrate 49.55 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 |