(2Z,4E,6Z,8E)-9-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

Base Information

Chemical Name:(2Z,4E,6Z,8E)-9-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal
CAS No.:6890-91-1
Molecular Formula:C20H28O2
Molecular Weight:300.441
Hs Code.:
Mol file:6890-91-1.mol

Synonyms:3-hydroxyretinal;all-trans-3-hydroxyretinal

Suppliers and Price of (2Z,4E,6Z,8E)-9-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
rac-all-trans3-HydroxyRetinal(80%)
0.5mg
$ 180.00

American Custom Chemicals Corporation
ALL-TRANS-3-HYDROXYRETINAL 95.00%
10MG
$ 1871.10

American Custom Chemicals Corporation
ALL-TRANS-3-HYDROXYRETINAL 95.00%
1MG
$ 739.20

Total 5 raw suppliers

Chemical Property of (2Z,4E,6Z,8E)-9-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

Chemical Property:

Vapor Pressure:1.73E-10mmHg at 25°C
Refractive Index:1.558
Boiling Point:462.3°C at 760 mmHg
Flash Point:196.7°C
PSA：37.30000
Density:1.012g/cm³
LogP:4.68770
Storage Temp.:Amber Vial, -20°C Freezer, Under Inert Atmosphere
Solubility.:Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)
XLogP3:4.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:300.208930132
Heavy Atom Count:22
Complexity:554

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

rac-all-trans3-HydroxyRetinal(80%) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=O)C)C
Isomeric SMILES:CC1=C(C(CC(C1)O)(C)C)/C=C/C(=C\C=C\C(=C/C=O)\C)/C
Uses This item is provided at a purity of approximately 80%.

Technology Process of (2Z,4E,6Z,8E)-9-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

There total 35 articles about (2Z,4E,6Z,8E)-9-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 6890-93-3,60046-52-8,106623-46-5,106623-47-6,120674-70-6,120674-71-7,120674-72-8,120674-73-9,120674-87-5,120674-88-6
4-((1E,3Z,5E,7E)-9-Hydroxy-3,7-dimethyl-nona-1,3,5,7-tetraenyl)-3,5,5-trimethyl-cyclohex-3-enol

: 6890-91-1,60046-53-9,81600-86-4,81600-87-5,102918-00-3,115075-58-6,120657-98-9,120674-41-1,120674-42-2,120674-45-5,121521-19-5,145681-21-6,7584-74-9
3-hydroxy-9-cis-retinal

Guidance literature:: With manganese(IV) oxide; In dichloromethane; Yield given; Ambient temperature;
DOI:10.1021/ja00375a048

Reference yield:

: 14398-35-7
(3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one

: 6890-91-1,60046-53-9,81600-86-4,81600-87-5,102918-00-3,115075-58-6,120657-98-9,120674-41-1,120674-42-2,120674-45-5,121521-19-5,145681-21-6,7584-74-9
3-hydroxy-9-cis-retinal

Guidance literature:: Multi-step reaction with 9 steps

1: 70 percent / p-TsOH / benzene / Heating

2: 1.) 9-BBN, 2.) NaOH, H₂O₂ / 1.) 55-60 deg C

3: 90 percent / Im*DMF / Ambient temperature

4: 90 percent / HCl / acetone

5: 1.) LDA, 2.) HCO₂H / 1.) THF, -78 deg C, 2.) room temperature

6: 85 percent / NaH / tetrahydrofuran / -10 °C

7: n-Bu₄N(+)F(-) / tetrahydrofuran / Ambient temperature

8: Dibal / diethyl ether / -78 °C

9: MnO₂ / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; formic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1021/ja00375a048

Reference yield:

: 39760-56-0,3917-43-9,41891-54-7
triethyl 3-methyl-4-phosphonocrotonate

: 6890-91-1,60046-53-9,81600-86-4,81600-87-5,102918-00-3,115075-58-6,120657-98-9,120674-41-1,120674-42-2,120674-45-5,121521-19-5,145681-21-6,7584-74-9
3-hydroxy-9-cis-retinal

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / NaH / tetrahydrofuran / -10 °C

2: n-Bu₄N(+)F(-) / tetrahydrofuran / Ambient temperature

3: Dibal / diethyl ether / -78 °C

4: MnO₂ / CH₂Cl₂ / Ambient temperature

With manganese(IV) oxide; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00375a048