[(2E)-3,7-dimethylocta-2,6-dienyl] N-phenylcarbamate

Base Information

• Chemical Name: [(2E)-3,7-dimethylocta-2,6-dienyl] N-phenylcarbamate
• CAS No.: 57706-89-5
• Molecular Formula: C17H23NO2
• Molecular Weight: 273.375
• NSC Number: 408660
• DSSTox Substance ID: DTXSID50419724
• Nikkaji Number: J403.564J
• Mol file: 57706-89-5.mol

Synonyms:57706-89-5;[(2E)-3,7-dimethylocta-2,6-dienyl] N-phenylcarbamate;NSC408660;geranyl n-phenylcarbamate;SCHEMBL7217155;SCHEMBL7223388;DTXSID50419724;NSC-408660;Phenylcarbamic acid (2E)-3,7-dimethyl-2,6-octadienyl ester

Chemical Property of [(2E)-3,7-dimethylocta-2,6-dienyl] N-phenylcarbamate

Chemical Property:

• Vapor Pressure: 1.95E-05mmHg at 25°C
• Boiling Point: 362.3°Cat760mmHg
• Flash Point: 172.9°C
• Density: 1.034g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 273.172878976
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCCC(=CCOC(=O)NC1=CC=CC=C1)C)C
• Isomeric SMILES: CC(=CCC/C(=C/COC(=O)NC1=CC=CC=C1)/C)C

Technology Process of [(2E)-3,7-dimethylocta-2,6-dienyl] N-phenylcarbamate

There total 1 articles about [(2E)-3,7-dimethylocta-2,6-dienyl] N-phenylcarbamate 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) + phenyl isocyanate (103-71-9) → (E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate (57706-89-5)

Guidance literature:

With MoCl₂O₂(dmf)2; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1055/s-0030-1258552

Reference yield: 49.0%

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate (57706-89-5) → (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate (122313-77-3)

Guidance literature:

In ethanol; water; for 48h; Aspergillus niger, pH 4.8;

DOI:10.1021/jo00280a043

Reference yield:

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate (57706-89-5) → C17H23NO3 (185759-00-6)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at 5 - 20 ℃; for 12h;

upstream raw materials:

Geraniol

phenyl isocyanate

Downstream raw materials:

(6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

racemic (2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

(6R,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

(6S,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate

Refernces

• 1、 Stock, Christian,Brueckner, Reinhard. "Mild and high-yielding molybdenum(VI) dichloride dioxide-catalyzed formation of Mono-, Di-, Tri-, and tetracarbamates from alcohols and aromatic or aliphatic isocyanates". . p. 2309 - 2330. Retrieved 2012/11/07.
• 2、 Oestreich, Martin,Auer, Gertrud. "Practical synthesis of allylic silanes from allylic esters and carbamates by stereoselective copper-catalyzed allylic substitution reactions". . p. 637 - 640. Retrieved 2007/10/03.