Lyral

Base Information

• Chemical Name: Lyral
• CAS No.: 31906-04-4
• Deprecated CAS: 56493-02-8,80449-98-5,1384450-22-9,80449-98-5
• Molecular Formula: C13H22O2
• Molecular Weight: 210.316
• Hs Code.: 2912491000
• European Community (EC) Number: 250-863-4
• UNII: QUE43B9Z2Q
• DSSTox Substance ID: DTXSID1027970
• Nikkaji Number: J68.877K
• Wikipedia: Hydroxymethylpentylcyclohexenecarboxaldehyde
• Wikidata: Q5955634
• RXCUI: 1426621
• ChEMBL ID: CHEMBL3182066
• Mol file: 31906-04-4.mol

Synonyms:4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde;hydroxyisohexyl 3-cyclohexene carboxaldehyde;Lyral

Chemical Property of Lyral

Chemical Property:

• Appearance/Colour: a colorless thick liquid
• Refractive Index: 1.486-1.493
• Boiling Point: 318.7 °C at 760 mmHg
• PKA: 15.31±0.29(Predicted)
• Flash Point: 135.1 °C
• PSA: 37.30000
• Density: 1.023 g/cm³
• LogP: 2.85300
• Storage Temp.: 2-8°C
• Solubility.: Benzene (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 210.161979940
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

Lyral,mixtureofisomers ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CCCC1=CCC(CC1)C=O)O
• Uses: hydroxyisohexyl 3-cyclohexene carboxaldehyde is fragrance with a light floral scent. It may cause skin irritation. Lyral (mixture of isomers) is a suspected fragrance allergen.

Technology Process of Lyral

There total 4 articles about Lyral 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: 92.0%

myrcenol (543-39-5) + acrolein (107-02-8,25068-14-8) → 4-(4-hydroxy-4-methylpentyl)cyclohex-3-enecarbaldehyde (31906-04-4)

Guidance literature:

DOI:10.1246/cl.1986.157

Reference yield:

(E)-N,N-diethyl-3,7-dimethyl-2,6-octadienylamine (40267-53-6) → 4-(4-hydroxy-4-methylpentyl)cyclohex-3-enecarbaldehyde (31906-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / 50percent sulfuric acid / H₂O / 1 h / 0 °C

2: 93.5 percent Chromat. / 3-C3H5)Ph2p(CH2)5PPh2>(+)ClO4(-) / 3 h / 130 °C / 20 Torr / other catalysts

3: 92 percent

With sulfuric acid; 3-C3H5)Ph2P(CH2)5PPh2>(+)ClO4(-); In water;

DOI:10.1246/cl.1986.157

Reference yield:

(E)-N,N-diethyl-7-hydroxy-3,7-octenylamine (68759-12-6) → 4-(4-hydroxy-4-methylpentyl)cyclohex-3-enecarbaldehyde (31906-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.5 percent Chromat. / 3-C3H5)Ph2p(CH2)5PPh2>(+)ClO4(-) / 3 h / 130 °C / 20 Torr / other catalysts

2: 92 percent

3-C3H5)Ph2P(CH2)5PPh2>(+)ClO4(-);

DOI:10.1246/cl.1986.157

upstream raw materials:

myrcenol

acrolein

(E)-N,N-diethyl-3,7-dimethyl-2,6-octadienylamine

(E)-N,N-diethyl-7-hydroxy-3,7-octenylamine

Downstream raw materials:

C₂₁H₂₉NO₃

Refernces

• 1、 Kumobayashi, Hidenori,Mitsuhashi, Shigeru,Akutagawa, Susumu,Ohtsuka, Sei. "A PRACTICAL SYNTHESIS OF MYRCENOL BY PALLADIUM COMPLEX-CATALYZED ELIMINATION REACTION". . p. 157 - 160. Retrieved 2007/10/02.