(-)-Nopol

Base Information

• Chemical Name: (-)-Nopol
• CAS No.: 128-50-7
• Molecular Formula: C11H18 O
• Molecular Weight: 166.263
• European Community (EC) Number: 252-744-2
• UNII: XK8HU7WJQC,149HVE6X29
• DSSTox Substance ID: DTXSID601044956
• Nikkaji Number: J319.539B
• Wikidata: Q27251609
• Mol file: 128-50-7.mol

Synonyms:nopol

Chemical Property of (-)-Nopol

Chemical Property:

• Vapor Pressure: 0.00937mmHg at 25°C
• Refractive Index: 1.492-1.494
• Boiling Point: 235°Cat760mmHg
• PKA: 15.03±0.10(Predicted)
• Flash Point: 98.9°C
• PSA: 20.23000
• Density: 0.978g/cm³
• LogP: 2.36120
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

99%, ^*data from raw suppliers

Nopol,99-100%(PuritybyGC),FEMA3938 99-100%(PuritybyGC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CC=C(C1C2)CCO)C
• Isomeric SMILES: CC1([C@H]2CC=C([C@@H]1C2)CCO)C

Technology Process of (-)-Nopol

There total 15 articles about (-)-Nopol 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Beta-pinene (177698-19-0,25719-60-2) → nopol (128-50-7)

Guidance literature:

With iron(III) phosphate; In acetonitrile; at 80 ℃; for 4h;

DOI:10.1039/b313747c

Reference yield: 95.0%

benzyl nopyl ether → nopol (128-50-7)

Guidance literature:

With hydrogen; benzyl bromide; Pd<*>MCM-48; In methanol; under 760.051 Torr;

DOI:10.1039/b517082f

Reference yield: 93.0%

2-<2-(methoxymethoxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene (77661-66-6) → nopol (128-50-7)

Guidance literature:

zirconium(IV) chloride; In isopropyl alcohol; for 4h; Heating;

DOI:10.1016/j.tetlet.2004.10.091

upstream raw materials:

formaldehyd

Beta-pinene

nopyl acetate

6,6-dimethyl-2-(p-tolylsulphonylethyl)bicyclo<3.1.1>hept-2-ene

Refernces

• 1、 Pillai, Unnikrishnan R,Sahle-Demessie, Endalkachew. "Mesoporous iron phosphate as an active, selective and recyclable catalyst for the synthesis of nopol by Prins condensation.". . p. 826 - 827. Retrieved 2004.
• 2、 Wang, Xueyan,Wang, Tao,Hua, Weiming,Yue, Yinghong,Gao, Zi. "Synthesis of zirconia porous phosphate heterostructures (Zr-PPH) for Prins condensation". . p. 97 - 101. Retrieved 2014.
• 3、 Chen, Ming,Duan, Wen-Gui,Fan, Zhong-Tian,Lin, Gui-Shan,Wang, Xiu. "Synthesis, antifungal activity, and 3d-qsar study of novel nopol-derived 1,3,4-thiadiazole-thiourea compounds". . . Retrieved 2021.
• 4、 -. "Design, synthesis and application of pinenyl chiral olefin and carbene ligand". Paragraph 0031; 0035-0037. . Retrieved 2020/11/10.