3,7-Dimethyl-7-hydroxyoctanal

Base Information

• Chemical Name: 3,7-Dimethyl-7-hydroxyoctanal
• CAS No.: 107-75-5
• Deprecated CAS: 123238-75-5
• Molecular Formula: C10H20O2
• Molecular Weight: 172.268
• Hs Code.: 2912.30
• European Community (EC) Number: 203-518-7
• NSC Number: 406740,163509
• UNII: 8SQ0VA4YUR
• DSSTox Substance ID: DTXSID6042232
• Nikkaji Number: J2.859B
• Wikipedia: Hydroxycitronellal
• Wikidata: Q25100775
• RXCUI: 1362893
• Pharos Ligand ID: HN2AHTZ5PWWD
• Metabolomics Workbench ID: 45072
• ChEMBL ID: CHEMBL3186027
• Mol file: 107-75-5.mol

Synonyms:Octanal,7-hydroxy-3,7-dimethyl-;3,7-Dimethyl-7-hydroxyoctanal;7-Hydroxy-3,7-dimethyloctanal;7-Hydroxycitronellal;Citronellal hydrate;Citronellal, hydroxy-;Cyclalia;Cyclosia;Cyclosia base;Fixol;Laurine;Lilyl aldehyde;Muguet synthetic;Muguettine principle;NSC 406740;Phixia;

Chemical Property of 3,7-Dimethyl-7-hydroxyoctanal

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.00318mmHg at 25°C
• Melting Point: 19oC
• Refractive Index: 1.445 - 1.450
• Boiling Point: 251.6 °C at 760 mmHg
• PKA: 15.31±0.29(Predicted)
• Flash Point: 103.8 °C
• PSA: 37.30000
• Density: 0.912 g/cm³
• LogP: 2.15270
• Storage Temp.: room temp
• Solubility.: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 35g/L at 20℃
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

7-Hydroxycitronellal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41-43
• Safety Statements: 26-39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CC(CCCC(C)(C)O)CC=O
• Description: Hydroxycitronellal has an intense, sweet, floral, lily-type odor. It may be prepared by hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; P-pinene is converted to myrcene, which on hydration may yield either linalool or a mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl- 7-hydroxy-2-octen-2-al over palladium carbon in ethyl acetate solution.
• Uses: Hydroxycitronellal is a fragrance for use in various perfumes, antiseptics, insecticides and household products; some perfumery uses (sweet pea Pois De Senteur; gardenia; cherry; melon; mint). 7-Hydroxycitronellal shows fungicide activity the strains of Candida tropicalis.

Technology Process of 3,7-Dimethyl-7-hydroxyoctanal

There total 13 articles about 3,7-Dimethyl-7-hydroxyoctanal 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: 86.0%

→ 7-hydroxy-3,7-dimethyl-octanal (107-75-5)

Guidance literature:

Reference yield: 80.47%

3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) → 7-hydroxy-3,7-dimethyl-octanal (107-75-5)

Guidance literature:

With POL-PPh₃/PdCl₂ catalyst; In water; toluene; at 200 ℃; for 12h; Temperature;

Reference yield: 78.8%

7-hydroxycitronellol (98206-63-4,122612-23-1,107-74-4) → 7-hydroxy-3,7-dimethyl-octanal (107-75-5)

Guidance literature:

With Iron(III) nitrate nonahydrate; TEMPOL; oxygen; In acetonitrile; at 50 ℃; for 3h; under 375.038 - 525.053 Torr; Reagent/catalyst; Temperature;

upstream raw materials:

(R)-Citronellal

7-hydroxy-3,7-dimethyloctanenitrile

methanol

N-(3,7-dimethyl-1,6-octadienyl)-piperidine

Downstream raw materials:

2,6-dimethyl-2-octanol

1-methyl-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene

1-chloro-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene

1-carboxy-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene

Refernces

• 1、 -. "Efficient green synthesis method of hydroxycitronellal". Paragraph 0013; 0027; 0030-0032; 0035; 0038-0040; 0041; .... . Retrieved 2021/06/26.
• 2、 Ogibin, Yu. N.,Ilovaiskii, A. I.,Nikishin, G. I.. "OXIDATION OF PRIMARY ALCOHOLS TO ALDEHYDES CATALYZED BY RUTHENIUM COMPOUNDS". . p. 99 - 105. Retrieved 2007/10/02.