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| CAS No.: | 6790-58-5 |
|---|---|
| Name: | Ambroxane |
| Molecular Structure: | |
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| Formula: | C16H28O |
| Molecular Weight: | 236.398 |
| Synonyms: | Naphtho[2,1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-, [3aR-(3aa,5ab,9aa,9bb)]-;(-)-Ambrox;(-)-Ambroxan;(-)-Ambroxide;(-)-Norlabdane oxide;Amberlyn Super;Amberlyn Super PM 577;Ambroxide; |
| EINECS: | 229-861-2 |
| Density: | 0.939 g/cm3 |
| Melting Point: | 73-77 °C |
| Boiling Point: | 273.9 °C at 760 mmHg |
| Flash Point: | 104.8 °C |
| Solubility: | 1.88mg/L at 20℃ |
| Appearance: | white crystals |
| PSA: | 9.23000 |
| LogP: | 4.40800 |
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- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
A
- 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol
B
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With RuCl2(2-(diphenylphosphino)-N-(thiophen-2-ylmethyl)ethanamine)PPh3; hydrogen In toluene at 100℃; under 37503.8 Torr; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Autoclave; | A 99.5% B n/a |
| With RuCl2(2-(diphenylphosphino)-N-(2-(methylthio)ethyl)ethanamine)PPh3; hydrogen; sodium methylate In toluene at 100℃; for 16h; Catalytic behavior; Autoclave; | A 67% B 12% |
- 320756-17-0
biscyclohomofarnesane-8α,12-diol
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 11h; | 98% |
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 10h; | 97% |
- 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With n-butyllithium; p-toluenesulfonyl chloride In tetrahydrofuran; hexane at 0 - 20℃; | 96% |
| With sodium hydride; p-toluenesulfonyl chloride In dichloromethane at 25℃; | 94% |
| With zinc(II) chloride In 1,2-dichloro-ethane for 3h; | 92% |
- 1038482-07-3
Δ2(3)-ambrox
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With 10% Pd/C; hydrogen In ethyl acetate at 20℃; for 12h; | 96% |
| With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr; | 92% |
- 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water; toluene | 95% |
- 121067-50-3
<1R-(1α,2β,4aβ,8aα)>-decahydro-1-(2-chloroethyl)-2,5,5,8a-tetramethyl-2-naphthalenol acetate
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; isopropyl alcohol | 92% |
- 116163-57-6
(3aS,5aS,9aS,9bR)-3a,6,6,9a-Tetramethyl-decahydro-naphtho[2,1-b]furan-4-one
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With potassium hydroxide; hydrazine | 90% |
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; zinc(II) iodide In tetrahydrofuran for 1h; Heating; | 85% |
| Multi-step reaction with 2 steps 1: 95 percent / potassium borohydride / ethanol / 10 h / Heating 2: 92 percent / bromotrichloromethane; triphenylphosphine; NaHCO3 / CH2Cl2 / 6 h / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: 97 percent / LiAlH4 / tetrahydrofuran / 3 h / 20 °C 2: 96 percent / n-BuLi; TsCl / hexane; tetrahydrofuran / 0 - 20 °C View Scheme |
- 121067-46-7
<1R-(1α,2β,4aβ,8aα)>-1-decahydro-1-(2-iodoethyl)-2,5,5,8a-tetramethyl-2-naphthalenol acetate
- 6790-58-5
(-)-ambroxide
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; isopropyl alcohol for 18h; Heating; | 81% |
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Chemistry
Molecular Structure of Ambroxide (CAS NO. 6790-58-5):
EINECS: 229-861-2
Systematic Name: 3a,6,6,9a-Tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e]benzofuran
Molecular Formula: C16H28O
Molecular Weight: 236.3929
SMILES: O2C1(CCC3C(C1CC2)(C)CCCC3(C)C)C
InChI: InChI=1/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3
InChIKey: YPZUZOLGGMJZJO-UHFFFAOYAI
Index of Refraction: 1.48
Molar Refractivity: 71.59 cm3
Molar Volume: 251.6 cm3
Surface Tension: 34.6 dyne/cm
Density: 0.939 g/cm3
Flash Point: 104.8 °C
Enthalpy of Vaporization: 49.16 kJ/mol
Boiling Point: 273.9 °C at 760 mmHg
Vapour Pressure: 0.00934 mmHg at 25 °C
Melting Point: 74-76 °C(lit.)
Water Solubility: 2.436 mg/L at 25 °C
Alpha: -30 º (c=1% in toluene )
Safety Profile
Safety Information of Ambroxide (CAS NO. 6790-58-5):
WGK Germany: 1
Specification
Ambroxide with cas registry number of 6790-58-5 is colorless to white crystalline solid, known as 8alpha,12-Oxido-13,14,15,16-tetranorlabdane ; Dodecahydro-3a,6,6,9a-tetramethylnaphtho(2,1-b)furan, (3aR-(3aalpha,5abeta,9aalpha,9bbeta))- ; FEMA No. 3471 ; Naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR-(3aalpha,5abeta,9aalpha,9bbeta))- ; (3AR-(3aalpha,5abeta,9aalpha,9bbeta))-dodecahydro-3a,6,6,9a-tetramethylnaphtho(2,1-b)furan ; Naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)- ; 1,5,5,9-Tetramethyl-13-oxatricyclo(8.3.0.0(sup 4,9))tridecane . It is used in flavor of advanced perfumes and cosmetics.