4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-on e

Base Information

Chemical Name:4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-on e
CAS No.:89-89-4
Molecular Formula:C₁₅H₂₂O
Molecular Weight:218.339
Hs Code.:
Mol file:89-89-4.mol

Synonyms:4βH,5α-Eremophila-1(10),7(11)-dien-2-one;2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethylidene)-, (4R-cis)-;LITHIUM ACETATE;(+)-α-Vetivone;(+)-Isonootkatone;(+)-α-Vetivon;

Suppliers and Price of 4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-on e

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
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Total 4 raw suppliers

Chemical Property of 4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-on e

Chemical Property:

PSA：17.07000
LogP:4.04830

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-on e

There total 28 articles about 4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-on e 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: 81.0%

: 72453-44-2
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone

: 15764-04-2,89-89-4
(4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one

Guidance literature:: With silica gel; In chloroform; at 60 ℃; for 27h;
DOI:10.1021/jo01292a010

Reference yield:

: 72453-44-2
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone

: 15764-04-2,89-89-4
(4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one

: 4674-50-4
(+)-nootkatone

Guidance literature:: With aluminum oxide; In hexane; at 60 ℃; for 24h;
DOI:10.1021/jo01292a010

Reference yield:

: 38651-65-9
(1R,5S)-(+)-nopinone

: 15764-04-2,89-89-4
(4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / triethylamine / dimethylformamide / 24 h / 95 °C

2: 96 percent / TiCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

3: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating

4: 81 percent / TiCl₄ / CH₂Cl₂

5: 71 percent / NaNH₂ / benzene

6: 1.) O₃; 2.) Zn/CH₃COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight.

7: 73 percent / HCl / acetic acid / 21 h / Ambient temperature

8: 81 percent / SiO₂ / CHCl₃ / 27 h / 60 °C

With hydrogenchloride; silica gel; titanium tetrachloride; toluene-4-sulfonic acid; ozone; sodium amide; acetic acid; triethylamine; zinc; In dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo01292a010