2,3-Epoxy-3,7-dimethyloct-6-enol

Base Information

• Chemical Name: 2,3-Epoxy-3,7-dimethyloct-6-enol
• CAS No.: 50727-94-1
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• Hs Code.: 2910900090
• European Community (EC) Number: 256-740-1
• DSSTox Substance ID: DTXSID40964970
• Nikkaji Number: J264.185B
• Wikidata: Q82947118
• Mol file: 50727-94-1.mol

Synonyms:2,3-Epoxy-3,7-dimethyloct-6-enol;50727-94-1;EINECS 256-740-1;Oxiranemethanol, 3-methyl-3-(4-methyl-3-pentenyl)-;82188-73-6;trans-Linaloloxide;[3-Methyl-3-(4-methyl-3-pentenyl)-2-oxiranyl]methanol;racemic nerol oxide;(2S,3S)-Epoxygeraniol;SCHEMBL310618;DTXSID40964970;AKOS015905963;3,7-DIMETHYL-2,3-EPOXY-6-OCTEN-1-OL;3-Methyl-3-(4-methyl-3-pentenyl)oxiranemethanol;[3-Methyl-3-(4-methyl-3-pentenyl)-2-oxiranyl]methanol #;[3-methyl-3-(4-methyl-pent-3-enyl)-oxiran-2-yl]-methanol;[3-METHYL-3-(4-METHYLPENT-3-EN-1-YL)OXIRAN-2-YL]METHANOL

Chemical Property of 2,3-Epoxy-3,7-dimethyloct-6-enol

Chemical Property:

• Vapor Pressure: 0.00744mmHg at 25°C
• Boiling Point: 238.6°C at 760 mmHg
• PKA: 14.44±0.10(Predicted)
• Flash Point: 86.7°C
• PSA: 32.76000
• Density: 0.954g/cm³
• LogP: 1.88260
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC1(C(O1)CO)C)C

Technology Process of 2,3-Epoxy-3,7-dimethyloct-6-enol

There total 59 articles about 2,3-Epoxy-3,7-dimethyloct-6-enol 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: 100.0%

Geraniol (106-24-1) → [3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol (50727-94-1)

Guidance literature:

With tetrahexylammonium tetrakis(diperoxomolybdo)phosphate; In chloroform; at 40 ℃; for 7h;

DOI:10.1021/jo00052a017

Reference yield: 100.0%

Nerol (106-25-2) → [3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol (50727-94-1)

Guidance literature:

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In chlorobenzene; at 80 ℃; for 5h;

DOI:10.1021/jo971270b

Reference yield: 94.0%

Geraniol (106-24-1) → [3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol (50727-94-1) + 3,7-dimethyl-2,6-octadienal (141-27-5,96680-15-8)

Guidance literature:

With tert.-butylhydroperoxide; 4 A molecular sieve; ytterbium(III) isopropoxide; In dichloromethane; at 0 ℃; for 24h; also with La(Oi-Pr)3, Ce(Oi-Pr)3, Sm(Oi-Pr)3;

DOI:10.1016/S0040-4039(00)79922-9

upstream raw materials:

2,3-epoxygeranial

Nerol

Geraniol

(2R^*,3R^*)-2,3-epoxy-3,7-dimethyl-6-octenyl acetate

Downstream raw materials:

linalool

(S)-(+)-linalool

11-p-toluenesulphonyloxydriman-7α-ol

(2R,3R)-1-benzyloxy-3-methoxy-3,7-dimethyl-6-octene-2-ol

Refernces

• 1、 Kanemoto, Shigekazu,Nonaka, Tsuyoshi,Oshima, Koichiro,Utimoto, Kiitiro,Nozaki, Hitosi. "SELECTIVE EPOXIDATION OF ALLYLIC ALCOHOLS WITH DIBUTYLTIN OXYPEROXYDE". . p. 3387 - 3390. Retrieved 1986.
• 2、 Takai,Oshima,Nozaki. "STEREOSELECTIVE EPOXIDATION OF ALLYLIC ALCOHOLS AND DEHYDROGENATIVE OXIDATION OF SECONDARY ALCOHOLS BY MEANS OF t-BUTYL HYDROPEROXIDE AND ALUMINIUM REAGENTS.". . p. 3791 - 3795. Retrieved 1983.
• 3、 Kryshtal', G. V.,Gavrilova, L. A.,Titov, L. V.,Yanovskaya, L. A.. "USE OF TETRABUTYLAAMONIUM BOROHYDRIDE AND ITS CHLORODERIVATIVES FOR THE SELECTIVE REDUCTION OF SOME ACETALS AND ALDEHYDES". . p. 907 - 909. Retrieved 1981.
• 4、 Yu, Xiao-Qiang,Hirai, Atsushi,Miyashita, Masaaki. "Palladium-catalyzed stereospecific epoxide-opening reaction of γ,δ-epoxy-α,β-unsaturated esters with boric acid leading to γ,δ-diol derivatives with double inversion of configuration". . p. 764 - 765. Retrieved 2004.
• 5、 Ferreira, Sukarno Olavo,Rodrigues, Alana Alves,Vilanculo, Castelo Bandane,da Silva, Márcio José,da Silva, Rene Chagas. "Vanadium-doped sodium phosphomolybdate salts as catalysts in the terpene alcohols oxidation with hydrogen peroxide". . p. 24072 - 24085. Retrieved 2021/07/29.
• 6、 Vilanculo, Castelo Bandane,da Silva, Márcio José. "Can Br?nsted acids catalyze the epoxidation of allylic alcohols with H2O2? With a little help from the proton, the H3PMo12O40 acid did it and well". . . Retrieved 2021/08/04.