Grandlure III

Base Information

• Chemical Name: Grandlure III
• CAS No.: 26532-24-1
• Deprecated CAS: 36872-03-4
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2912299000
• UNII: OT3PHA562D
• DSSTox Substance ID: DTXSID2035277
• Nikkaji Number: J4.088F
• Wikidata: Q27285825
• Mol file: 26532-24-1.mol

Synonyms:Grandlure III;26532-24-1;UNII-OT3PHA562D;EPA Pesticide Chemical Code 112404;OT3PHA562D;(Z)-(3,3-Dimethylcyclohexylidene)acetaldehyde;cis-3,3-Dimethylcyclohexylideneethanal;(Z)-2-(3,3-Dimethylcyclohexylidene)acetaldehyde;Acetaldehyde, (3,3-dimethylcyclohexylidene)-, (2Z)-;Acetaldehyde, 2-(3,3-dimethylcyclohexylidene)-, (2Z)-;delta1,alpha-Cyclohexaneacetaldehyde, 3,3-dimethyl-, (Z)-;.delta.1,.alpha.-Cyclohexaneacetaldehyde, 3,3-dimethyl-, (Z)-;DMCHA-cis;Acetaldehyde, (3,3-dimethylcyclohexylidene)-, (E)-;Acetaldehyde, 2-(3,3-dimethylcyclohexylidene)-, (2E)-;(E)-3,3-Dimethyl-.delta.1,.alpha.-cyclohexaneacetaldehyde;trans-3,3-Dimethyl-.delta.1,.alpha.-cyclohexaneacetaldehyde;.delta.1,.alpha.-Cyclohexaneacetaldehyde, 3,3-dimethyl-, (E)-;SCHEMBL1300985;DTXSID2035277;TYHKWUGMKWVPDI-UITAMQMPSA-N;(E)-(3,3-Dimethylcyclohexylidene)ethanal;(z)-(3,3-dimethyl)-cyclohexylideneacetaldehyde;Acetaldehyde, 3,3-dimethylcyclohexylidene-, E-;(2Z)-2-(3,3-dimethyl-cyclohexylidene)-acetaldehyde;Acetaldehyde, (3,3-dimethylcyclohexylidene)-, (Z)-;Q27285825;(E)-3,3-Dimethylcyclohexane-.delta.1,.alpha.-acetaldehyde;trans-3,3-Dimethyl-.delta.1,.alpha.-cyclohexanacetaldehyde;(Z)-3,3-DIMETHYL-.DELTA.1,.ALPHA.-CYCLOHEXANEACETALDEHYDE

Chemical Property of Grandlure III

Chemical Property:

• Vapor Pressure: 0.081mmHg at 25°C
• Refractive Index: 1.4851 (28℃)
• Boiling Point: 226.6±9.0℃ (760 Torr)
• Flash Point: 95.6±11.0℃
• PSA: 17.07000
• Density: 0.955±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 2.71190
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%Min ^*data from raw suppliers

GRANDLURE III AND IV 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(=CC=O)C1)C
• Isomeric SMILES: CC1(CCC/C(=C/C=O)/C1)C

Technology Process of Grandlure III

There total 23 articles about Grandlure III 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: 53.0%

(Z)-3,3-Dimethylcyclohexane-Δ1,β-ethanol (26532-23-0,41370-29-0) → (Z)-3,3-Dimethylcyclohexane-Δ1,?-acetaldehyde (26532-24-1,36872-03-4)

Guidance literature:

With manganese(IV) oxide; In pentane; at 0 ℃; for 0.5h;

Reference yield:

N-methoxy-N-methyl-2-(3,3-dimethylcyclohexylidene)acetamide → (Z)-3,3-Dimethylcyclohexane-Δ1,?-acetaldehyde (26532-24-1,36872-03-4) + (E)-3,3-Dimethylcyclohexane-Δ1,?-acetaldehyde (26532-25-2,36872-03-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

DOI:10.1002/1099-0690(200007)2000:13<2417::AID-EJOC2417>3.0.CO;2-X

Reference yield:

(EZ)-1-hydroxy-2-ochtoden-6-one (82528-42-5,82528-53-8) → (Z)-3,3-Dimethylcyclohexane-Δ1,?-acetaldehyde (26532-24-1,36872-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) p-toluenesulfonyl hydrazide, 2) NaBH₄ / 1) MeOH, reflux, 4 h, 2) MeOH, reflux, 2 h

2: MnO₂ / pentane

With manganese(IV) oxide; sodium tetrahydroborate; toluene-4-sulfonic acid hydrazide; In pentane;

DOI:10.1246/bcsj.57.3466

upstream raw materials:

(Z)-3,3-Dimethylcyclohexane-Δ^1,β-ethanol

(E)-2-(3,3-Dimethylcyclohexylidene)ethanol

Acetic acid 1-ethynyl-3,3-dimethyl-cyclohexyl ester

(EZ)-1-hydroxy-2-ochtoden-6-one

Refernces

• 1、 Piva, Olivier,Comesse, Sebastien. "Tandem Michael - Wittig - Horner reaction: One-pot synthesis of δ- substituted α,β-unsaturated carboxylic acid derivatives - application to a concise synthesis of (Z)- and (E)-ochtoden-1-al". . p. 2417 - 2424. Retrieved 2010/12/01.
• 2、 Harris, Francis L.,Weiler, Larry. "THE STEREOSPECIFIC FORMATION OF AN EXOCYCLIC ALKENE BY A CONSECUTIVE RADICAL CYCLIZATION-ELEIMINATION". . p. 2941 - 2944. Retrieved 2007/10/02.