5560-99-6

Basic information

• Product Name: (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal
• Synonyms: (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal
• CAS NO: 5560-99-6
• Molecular Weight: 218.339
• Mol File: 5560-99-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal(CAS DataBase Reference)
• NIST Chemistry Reference: (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal(5560-99-6)
• EPA Substance Registry System: (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal(5560-99-6)

Safety Data

• Hazardous Substances Data: 5560-99-6(Hazardous Substances Data)

Upstream product

• 79-77-6 (E)-β-ionone 
• 78108-48-2 2-lithio-1-trimethylsiloxyethylene 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 180736-80-5 (4E)-3-methylene-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-4-pentenal 
• 151018-50-7 1-bromo-4-ethoxy-2-methylbuta-1,3-diene 
• 145572-39-0 1-bromo-4,4-diethoxy-2-methylbut-1-ene 
• 145572-38-9 1,2-dibromo-4,4-diethoxy-2-methylbutane 
• 54340-95-3 1,1-diethoxy-3-methyl-3-butene 
• 49817-16-5 β-apo-12-carotenol 
• 37384-77-3 ethyl β-ionylidene acetate 
• 180736-79-2 2-[3-(2,2-dimethoxy-ethyl)-buta-1,3-dienyl]-1,3,3-trimethylcyclohexene 
• 105175-91-5 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile 

Downstream Products

• 862098-80-4 6-Methyl-8-<1.3.3-trimethyl-cyclohexen-(1)-yl-(2)>-octatrien-(3.5.7)-on-(2) 
• 137046-92-5 4,6-Dimethyl-6-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-cyclohexa-1,3-dienecarbaldehyde 
• 134962-99-5 4-Methyl-6-[(1E,3E)-2-methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-5,6-dihydro-2H-pyran-2-ol 
• 77150-97-1 1-bromo-3-(β-ionilidene)-1-propene 
• 20638-88-4 retinonitrile 
• 84621-92-1 9-cis,13-cis-13-Desmethyl-13-methoxyretinsaeure-methylester 
• 80367-69-7 methyl (all E)-7-methyl-3-methoxy-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate 
• 67567-19-5 9-cis-β-ionylidenecrotonaldehyde 
• 6980-79-6 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 564-87-4 (11Z)-retinal 
• 116-31-4 all-trans-Retinal 

Relevant articles and documents

Synthesis of isotopically labeled all-trans retinals for DNP-enhanced solid-state NMR studies of retinylidene proteins

Three all-trans retinals containing multiple 13C labels have been synthesized to enable dynamic nuclear polarization enhanced solid-state magic angle spinning NMR studies of novel microbial retinylidene membrane proteins including proteorhodpsi

Method for preparing vitamin A

The invention relates to a process for making vitamin A from ethynyl-retro-α-ionol using an allene acetate as intermediate.

Obtention of 2,2-(diethoxy) vinyl lithium and 2-methyl-4-ethoxy butadienyl lithium by Arene-catalysed lithiation of the corresponding chloro derivatives. Synthetic applications

Vinylic lithium reagents 1 and 2 could be obtained by the title procedure from their chloro precursors 5 and 6 instead of the less stable corresponding bromo derivatives 3 and 4. Condensation with carbonyl compounds leads to interesting synthetic applications such as a two steps synthesis of retinal 13 from β-cyclocitral 10.