- Retinol
- Retinol palmitate
- Retinol, 13-cis-
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Cas Database |
| Name |
Retinol, 13-cis- |
EINECS | N/A |
| CAS No. | 2052-63-3 | Density | 0.954 g/cm3 |
| PSA | 20.23000 | LogP | 5.51030 |
| Solubility | N/A | Melting Point |
58-60° |
| Formula | C20H30O | Boiling Point | 421.2 °C at 760 mmHg |
| Molecular Weight | 286.458 | Flash Point | 147.3 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-36/37 | Risk Codes | 38 |
| Molecular Structure |
|
Hazard Symbols | Xi |
| Synonyms |
(13Z)-Retinol;13-cis-Retinol;13-cis-Vitamin A;Neovitamin A;Neovitamin A1;neo-Retinol; |
Article Data | 30 |
Retinol, 13-cis- Synthetic route
- 103905-07-3
1-acetoxy-3,7-dimethyl-8-(tetrahydropyran-2-yl)oxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene
A
- 2052-63-3
2-cis-Vitamin-A
C
- 22737-96-8
11-cis-retinol
D
- 68-26-8
RETINOL
| Conditions | Yield |
|---|---|
| With potassium methanolate In cyclohexane at 38℃; for 2h; | A n/a B n/a C n/a D 77% |
| With potassium methanolate In cyclohexane at 38℃; for 2h; Title compound not separated from byproducts; |
- 181053-77-0
9-(2',6',6'-trimethylcyclohex-1'-enyl)-8-acetoxy-3,7-dimethyl-9-(p-tolylsulfonyl)nona-2Z,4E,6E-trien-1-ol
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| With methanol; potassium dihydrogenphosphate; sodium amalgam In diethyl ether for 0.5h; Ambient temperature; | 63% |
| With potassium dihydrogenphosphate; sodium amalgam In diethyl ether; ethanol at 20℃; for 0.5h; | 63% |
- 16760-45-5
(2Z,4E,6E,8E)-methyl 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride; diethyl ether at -50℃; |
- 118304-60-2
triethylsilyl ether of 13-cis-retinol
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| With pyridine hydrogenfluoride; sodium fluoride Ambient temperature; Yield given; | |
| With pyridine hydrogenfluoride; sodium fluoride In tetrahydrofuran; acetonitrile for 5h; Ambient temperature; |
- 103905-07-3, 105615-50-7
Acetic acid (2Z,6E)-9-benzenesulfonyl-3,7-dimethyl-8-(tetrahydro-pyran-2-yloxy)-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl ester
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| With potassium methanolate In cyclohexane at 38℃; for 2h; |
- 103905-07-3, 105615-50-7
Acetic acid (2Z,6E)-9-benzenesulfonyl-3,7-dimethyl-8-(tetrahydro-pyran-2-yloxy)-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl ester
A
- 2052-63-3
2-cis-Vitamin-A
B
- 17706-49-9
11,13-Di-cis-vitamin A
C
- 29444-25-5
(9Z,13Z)-retinol
D
- 68-26-8
RETINOL
| Conditions | Yield |
|---|---|
| With potassium methanolate In cyclohexane at 38℃; for 2h; Yield given. Title compound not separated from byproducts; | |
| With potassium methanolate In cyclohexane at 38℃; for 2h; Title compound not separated from byproducts; |
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| With iodine; benzene Einwirkung von Tageslicht; |
- 181053-78-1
ethyl (2E,4E,6Z)-8-hydroxy-2,6-dimethylocta-2,4,6-trienoate
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1.1: 98 percent / imidazole / dimethylformamide / 1 h / 20 °C 2.1: 96 percent / LiAlH4; AlCl3 / diethyl ether / 3 h / 0 °C 3.1: 100 percent / MnO2 / hexane; CHCl3 / 12 h / 20 °C 4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 4.2: tetrahydrofuran; hexane / 3 h / -78 °C 5.1: 118.2 mg / tetrahydrofuran; hexane / -78 - 20 °C 6.1: 99 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 7.1: 63 percent / KH2PO4; Na/Hg / ethanol; diethyl ether / 0.5 h / 20 °C View Scheme | |
| Multi-step reaction with 6 steps 1: 98 percent 2: 96 percent / AlCl3, LiAlH4 3: 100 percent / MnO2 4: 1.) nBuLi 5: n-Bu4NF 6: 63 percent / Na/Hg, KH2PO4, MeOH / diethyl ether / 0.5 h / Ambient temperature View Scheme |
- 181053-73-6
ethyl (2E,4E,6Z)-8-tert-butyldimethylsiloxy-2,6-dimethylocta-2,4,6-trienoate
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1.1: TBAF / tetrahydrofuran / 0.5 h / 20 °C 2.1: 98 percent / imidazole / dimethylformamide / 1 h / 20 °C 3.1: 96 percent / LiAlH4; AlCl3 / diethyl ether / 3 h / 0 °C 4.1: 100 percent / MnO2 / hexane; CHCl3 / 12 h / 20 °C 5.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 5.2: tetrahydrofuran; hexane / 3 h / -78 °C 6.1: 118.2 mg / tetrahydrofuran; hexane / -78 - 20 °C 7.1: 99 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 8.1: 63 percent / KH2PO4; Na/Hg / ethanol; diethyl ether / 0.5 h / 20 °C View Scheme |
- 181053-74-7
(3E,6Z)-8-(tert-Butyl-dimethyl-silanyloxy)-2-(N,N-dimethyl-aminooxy)-2,6-dimethyl-octa-3,6-dienoic acid ethyl ester
- 2052-63-3
2-cis-Vitamin-A
| Conditions | Yield |
|---|---|
| Multi-step reaction with 9 steps 1.1: methanol / 72 h / 20 °C 2.1: TBAF / tetrahydrofuran / 0.5 h / 20 °C 3.1: 98 percent / imidazole / dimethylformamide / 1 h / 20 °C 4.1: 96 percent / LiAlH4; AlCl3 / diethyl ether / 3 h / 0 °C 5.1: 100 percent / MnO2 / hexane; CHCl3 / 12 h / 20 °C 6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 6.2: tetrahydrofuran; hexane / 3 h / -78 °C 7.1: 118.2 mg / tetrahydrofuran; hexane / -78 - 20 °C 8.1: 99 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 9.1: 63 percent / KH2PO4; Na/Hg / ethanol; diethyl ether / 0.5 h / 20 °C View Scheme |
Retinol, 13-cis- Specification
The Retinol, 13-cis- is an organic compound with the formula C20H30O. The IUPAC name of this chemical is (2Z,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol. With the CAS registry number 2052-63-3, it is also named as 13-cis-Retinol.
Physical properties about Retinol, 13-cis- are: (1)ACD/LogP: 6.84; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.84; (4)ACD/LogD (pH 7.4): 6.84; (5)ACD/BCF (pH 5.5): 93126.2; (6)ACD/BCF (pH 7.4): 93126.2; (7)ACD/KOC (pH 5.5): 125441.47; (8)ACD/KOC (pH 7.4): 125441.47; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.549; (14)Molar Refractivity: 95.49 cm3; (15)Molar Volume: 300 cm3; (16)Polarizability: 37.85×10-24cm3; (17)Surface Tension: 36.6 dyne/cm; (18)Density: 0.954 g/cm3; (19)Flash Point: 147.3 °C; (20)Enthalpy of Vaporization: 77.99 kJ/mol; (21)Boiling Point: 421.2 °C at 760 mmHg; (22)Vapour Pressure: 7.35E-09 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: OC/C=C(\C=C\C=C(/C=C/C1=C(/CCCC1(C)C)C)C)C
(2)InChI: InChI=1/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8-,17-13-
(3)InChIKey: FPIPGXGPPPQFEQ-BOOMUCAABT
(4)Std. InChI: InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8-,17-13-
(5)Std. InChIKey: FPIPGXGPPPQFEQ-BOOMUCAASA-N
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