Arenarone

Base Information

Chemical Name:Arenarone
CAS No.:87764-16-7
Molecular Formula:C₂₁H₂₈O₂
Molecular Weight:312.452
Hs Code.:
NSC Number:613794
DSSTox Substance ID:DTXSID601007782
Wikidata:Q83003968

Synonyms:Arenarone;NSC613794;87764-16-7;DTXSID601007782;NSC-613794;2-[(1,2,4a-Trimethyl-5-methylidenedecahydronaphthalen-1-yl)methyl]cyclohexa-2,5-diene-1,4-dione

Suppliers and Price of Arenarone

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

Total 0 raw suppliers

Chemical Property of Arenarone

Chemical Property:

Vapor Pressure:1.02E-06mmHg at 25°C
Boiling Point:403.4°Cat760mmHg
Flash Point:151.1°C
Density:1.05g/cm³
XLogP3:5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:312.208930132
Heavy Atom Count:23
Complexity:624

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CCC2(C(C1(C)CC3=CC(=O)C=CC3=O)CCCC2=C)C
Isomeric SMILES:CC1CC[C@]2([C@@H]([C@@]1(C)CC3=CC(=O)C=CC3=O)CCCC2=C)C

Technology Process of Arenarone

There total 14 articles about Arenarone 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: 73.0%

: (1R,2S,4aR,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

: 87764-16-7,106190-06-1,129445-46-1
Arenarone

Guidance literature:: With ammonium cerium(IV) nitrate; sodium hydrogencarbonate; In Dimethyl ether; acetonitrile; for 43.2h; Ambient temperature;
DOI:10.1021/jo00121a030

Reference yield:

: 22418-80-0
3-oxopent-4-enoic acid ethyl ester

: 87764-16-7,106190-06-1,129445-46-1
Arenarone

Guidance literature:: Multi-step reaction with 12 steps

1: 58 percent / KF / methanol / 15 h / Ambient temperature

2: 88 percent / TsOH / benzene / Heating

3: 70 percent / t-BuOK / benzene

4: 45 percent / TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 20 h / Ambient temperature

5: 93 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

6: 97 percent / H₂ / (tricyclohexylphosphine)(1,5-cyclooctadiene)(pyridine)iridium(I) hexafluorophosphate / CH₂Cl₂ / 144 h / 51714.8 Torr / Ambient temperature

7: 97 percent / 2percent aq. HCl / tetrahydrofuran / 17 h / Ambient temperature

8: 74 percent / TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 19 h / Ambient temperature

9: 94 percent / Et₃N / CH₂Cl₂

10: 98 percent / NaI, DMPU / 1,2-dimethoxy-ethane / 84 h / 80 °C

11: 44 percent / (dppf)NiCl₂ / tetrahydrofuran / 19 h / Ambient temperature

12: 73 percent / aq. NaHCO₃, (NH₄)2Ce(NO₂)6 / acetonitrile; dimethyl ether / 43.2 h / Ambient temperature

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium fluoride; lithium aluminium tetrahydride; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ammonium cerium(IV) nitrate; potassium tert-butylate; hydrogen; titanium tetrachloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; Crabtree's catalyst; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; Dimethyl ether; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00121a030

Reference yield:

: 3733-18-4,1173675-23-4
4a-methyl-2,5-dioxo-2,3,4,4a,5,6,7,8-octahydro-[1]naphthoic acid ethyl ester

: 87764-16-7,106190-06-1,129445-46-1
Arenarone

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / TsOH / benzene / Heating

2: 70 percent / t-BuOK / benzene

3: 45 percent / TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 20 h / Ambient temperature

4: 93 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

5: 97 percent / H₂ / (tricyclohexylphosphine)(1,5-cyclooctadiene)(pyridine)iridium(I) hexafluorophosphate / CH₂Cl₂ / 144 h / 51714.8 Torr / Ambient temperature

6: 97 percent / 2percent aq. HCl / tetrahydrofuran / 17 h / Ambient temperature

7: 74 percent / TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 19 h / Ambient temperature

8: 94 percent / Et₃N / CH₂Cl₂

9: 98 percent / NaI, DMPU / 1,2-dimethoxy-ethane / 84 h / 80 °C

10: 44 percent / (dppf)NiCl₂ / tetrahydrofuran / 19 h / Ambient temperature

11: 73 percent / aq. NaHCO₃, (NH₄)2Ce(NO₂)6 / acetonitrile; dimethyl ether / 43.2 h / Ambient temperature

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ammonium cerium(IV) nitrate; potassium tert-butylate; hydrogen; titanium tetrachloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; Crabtree's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; Dimethyl ether; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00121a030