Triphenyl-[(2,6,6-trimethylcyclohexen-1-yl)methyl]phosphanium;bromide

Base Information

• Chemical Name: Triphenyl-[(2,6,6-trimethylcyclohexen-1-yl)methyl]phosphanium;bromide
• CAS No.: 56013-01-5
• Molecular Formula: C28H32P.Br
• Molecular Weight: 479.44
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10449446
• ChEMBL ID: CHEMBL346599
• Mol file: 56013-01-5.mol

Synonyms:56013-01-5;BETA-CYCLOGERANYLTRIPHENYLPHOSPHONIUM BROMIDE;triphenyl-[(2,6,6-trimethylcyclohexen-1-yl)methyl]phosphanium;bromide;Triphenyl((2,6,6-trimethylcyclohex-1-en-1-yl)methyl)phosphonium bromide;|A-Cyclogeranyltriphenylphosphonium Bromide;AGN-PC-0NDDF9;CHEMBL346599;SCHEMBL3183402;DTXSID10449446;FT-0665338;F77918;triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide

Chemical Property of Triphenyl-[(2,6,6-trimethylcyclohexen-1-yl)methyl]phosphanium;bromide

Chemical Property:

• PSA: 13.59000
• LogP: 3.51110
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 478.14250
• Heavy Atom Count: 30
• Complexity: 507

Purity/Quality:

97% ^*data from raw suppliers

β-CyclogeranyltriphenylphosphoniumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Uses: Intermediate in the preparation of Retinoic Acid derivatives and Retinoid analogs.

Technology Process of Triphenyl-[(2,6,6-trimethylcyclohexen-1-yl)methyl]phosphanium;bromide

There total 5 articles about Triphenyl-[(2,6,6-trimethylcyclohexen-1-yl)methyl]phosphanium;bromide 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: 99.9%

2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene (59633-88-4) + triphenylphosphine (603-35-0) → triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide (56013-01-5)

Guidance literature:

In hexane; at 50 - 55 ℃; for 4h; Inert atmosphere;

Reference yield: 78.0%

β-cyclogeraniol (472-20-8) + triphenylphosphine hydrobromide (6399-81-1) → triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide (56013-01-5)

Guidance literature:

In methanol; at 20 ℃; for 18h;

Reference yield:

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) → triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide (56013-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether / 0 °C

2: PBr₃ / diethyl ether; pentane / 1.) -30 deg C, 2 h, 2.) room temperature, overnight

3: 22 percent / ethyl acetate / 1 h / Heating

With lithium aluminium tetrahydride; phosphorus tribromide; In diethyl ether; ethyl acetate; pentane;

upstream raw materials:

β-cyclogeraniol

triphenylphosphine hydrobromide

2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene

triphenylphosphine

Downstream raw materials:

tert-Butyl-[(2E,4E,6E,8E)-3,6-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyloxy]-dimethyl-silane

13-cis-20,20,20-trifluororetinal

(13E)-20,20,20-trifluororetinol

(1E,3E)-1-(4-carboethoxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene