(RS)-norcoclaurinium
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Identifiers
Molecular formula
C16H18NO3+SMILES
C1C[NH2+]C(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O
Safety labels
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Odor profile
Fragrance Phenolic 64.76% Odorless 41.31% Spicy 39.52% Smoky 38.16% Burnt 34.75% Medicinal 30.16% Animal 28.82% Balsamic 23.1% Vanilla 22.6% Savory 21.25% Flavor Fruity 70.28% Sweet 68.4% Bitter 42.62% Mild 26.61% Phenolic 24.33% Powdery 22.45% Milky 21.36% Orange blossom 19.85% Animal 19.81% Smoked 19.55% Odor impact est.
Low -
Properties
XLogP3-AA
2.2pKa est.
11.74 (strong base)Molecular weight
272.32 g/molFlash point
- 230.59 ˚C est.
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Synonyms
- (RS)-norcoclaurinium
- CHEBI:58482
- RefChem:1051126
- Norcoclaurine
- (RS)-norcoclaurinium cation
- 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6,7-isoquinolinediol
- Q27125821
- 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinolinium
- (RS)-norcoclaurinium
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Applications
(RS)-norcoclaurinium is a chiral quaternary ammonium salt commonly used as a phase-transfer catalyst for enantioselective reactions in pharmaceutical and fine-chemical synthesis; it can serve as an intermediate or building block in the preparation of alkaloid-derived compounds; it may function as a specialty surfactant or as a component in ionic-liquid formulations for coatings and cleaners; and it can act as a salt-forming reagent or stabilizer in polymerization processes and related plastics applications.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 5.71 methanol 28.22 isopropanol 6.48 water 0.24 ethyl acetate 15.24 n-propanol 6.03 acetone 9.77 n-butanol 8.42 acetonitrile 3.86 DMF 17.98 toluene 1.25 isobutanol 3.41 1,4-dioxane 16.85 methyl acetate 7.84 THF 77.96 2-butanone 9.17 n-pentanol 4.7 sec-butanol 3.49 n-hexane 0.02 ethylene glycol 10.47 NMP 4.01 cyclohexane 0.05 DMSO 85.88 n-butyl acetate 6.18 n-octanol 3.14 chloroform 0.44 n-propyl acetate 5.54 acetic acid 26.68 dichloromethane 0.27 cyclohexanone 10.23 propylene glycol 9.76 isopropyl acetate 11.47 DMAc 51.0 2-ethoxyethanol 73.27 isopentanol 10.29 n-heptane 0.23 ethyl formate 8.5 1,2-dichloroethane 0.79 n-hexanol 7.08 2-methoxyethanol 131.46 isobutyl acetate 3.55 tetrachloromethane 0.44 n-pentyl acetate 5.58 transcutol 79.34 n-heptanol 6.52 ethylbenzene 0.74 MIBK 10.84 2-propoxyethanol 57.34 tert-butanol 18.35 MTBE 4.84 2-butoxyethanol 25.76 propionic acid 7.34 o-xylene 1.37 formic acid 34.79 diethyl ether 2.77 m-xylene 1.83 p-xylene 0.88 chlorobenzene 0.85 dimethyl carbonate 9.45 n-octane 0.15 formamide 72.59 cyclopentanone 20.13 2-pentanone 13.15 anisole 4.57 cyclopentyl methyl ether 9.23 gamma-butyrolactone 24.24 1-methoxy-2-propanol 72.35 pyridine 6.28 3-pentanone 4.91 furfural 24.75 n-dodecane 0.15 diethylene glycol 70.17 diisopropyl ether 1.5 tert-amyl alcohol 8.52 acetylacetone 32.78 n-hexadecane 0.17 acetophenone 6.31 methyl propionate 10.79 isopentyl acetate 7.72 trichloroethylene 2.33 n-nonanol 4.07 cyclohexanol 3.86 benzyl alcohol 7.59 2-ethylhexanol 4.0 isooctanol 5.86 dipropyl ether 4.76 1,2-dichlorobenzene 1.34 ethyl lactate 8.99 propylene carbonate 8.99 n-methylformamide 18.56 2-pentanol 4.68 n-pentane 0.03 1-propoxy-2-propanol 28.15 1-methoxy-2-propyl acetate 21.09 2-(2-methoxypropoxy) propanol 22.11 mesitylene 1.37 ε-caprolactone 10.26 p-cymene 1.66 epichlorohydrin 28.52 1,1,1-trichloroethane 1.21 2-aminoethanol 18.29 morpholine-4-carbaldehyde 28.54 sulfolane 26.68 2,2,4-trimethylpentane 0.09 2-methyltetrahydrofuran 9.06 n-hexyl acetate 5.64 isooctane 0.12 2-(2-butoxyethoxy)ethanol 35.67 sec-butyl acetate 4.35 tert-butyl acetate 16.23 decalin 0.1 glycerin 43.6 diglyme 69.75 acrylic acid 8.33 isopropyl myristate 3.48 n-butyric acid 21.91 acetyl acetate 10.59 di(2-ethylhexyl) phthalate 4.67 ethyl propionate 6.0 nitromethane 63.35 1,2-diethoxyethane 15.74 benzonitrile 3.83 trioctyl phosphate 3.75 1-bromopropane 0.26 gamma-valerolactone 48.88 n-decanol 3.28 triethyl phosphate 4.9 4-methyl-2-pentanol 5.23 propionitrile 3.48 vinylene carbonate 7.79 1,1,2-trichlorotrifluoroethane 34.65 DMS 6.46 cumene 0.8 2-octanol 3.15 2-hexanone 4.97 octyl acetate 4.41 limonene 1.7 1,2-dimethoxyethane 64.8 ethyl orthosilicate 5.32 tributyl phosphate 3.79 diacetone alcohol 32.77 N,N-dimethylaniline 3.59 acrylonitrile 6.88 aniline 4.21 1,3-propanediol 51.19 bromobenzene 0.58 dibromomethane 0.15 1,1,2,2-tetrachloroethane 3.06 2-methyl-cyclohexyl acetate 5.63 tetrabutyl urea 5.99 diisobutyl methanol 3.99 2-phenylethanol 9.81 styrene 0.65 dioctyl adipate 5.47 dimethyl sulfate 14.99 ethyl butyrate 6.14 methyl lactate 16.69 butyl lactate 8.2 diethyl carbonate 4.68 propanediol butyl ether 14.75 triethyl orthoformate 6.7 p-tert-butyltoluene 1.83 methyl 4-tert-butylbenzoate 12.57 morpholine 21.64 tert-butylamine 3.35 n-dodecanol 2.49 dimethoxymethane 49.77 ethylene carbonate 7.73 cyrene 16.99 2-ethoxyethyl acetate 14.8 2-ethylhexyl acetate 4.35 1,2,4-trichlorobenzene 2.05 4-methylpyridine 4.43 dibutyl ether 3.14 2,6-dimethyl-4-heptanol 3.99 DEF 9.59 dimethyl isosorbide 33.61 tetrachloroethylene 3.03 eugenol 14.39 triacetin 10.55 span 80 12.69 1,4-butanediol 12.13 1,1-dichloroethane 0.41 2-methyl-1-pentanol 5.6 methyl formate 16.37 2-methyl-1-butanol 5.28 n-decane 0.24 butyronitrile 3.99 3,7-dimethyl-1-octanol 4.35 1-chlorooctane 0.9 1-chlorotetradecane 0.49 n-nonane 0.17 undecane 0.18 tert-butylcyclohexane 0.11 cyclooctane 0.06 cyclopentanol 4.63 tetrahydropyran 5.46 tert-amyl methyl ether 3.83 2,5,8-trioxanonane 50.2 1-hexene 0.13 2-isopropoxyethanol 31.93 2,2,2-trifluoroethanol 11.25 methyl butyrate 7.44 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 |