beta-Cyclocitral

Base Information

• Chemical Name: beta-Cyclocitral
• CAS No.: 432-25-7
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 29122990
• European Community (EC) Number: 207-081-3
• UNII: 77Y0U2X29G
• DSSTox Substance ID: DTXSID7047142
• Nikkaji Number: J127.248I
• Wikidata: Q27124011
• Metabolomics Workbench ID: 49230
• ChEMBL ID: CHEMBL1952257
• Mol file: 432-25-7.mol

Synonyms:beta-cyclocitral

Chemical Property of beta-Cyclocitral

Chemical Property:

• Vapor Pressure: 0.176mmHg at 25°C
• Melting Point: 62-63 C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 212.1°Cat760mmHg
• Flash Point: 76.9°C
• PSA: 17.07000
• Density: 0.947g/cm³
• LogP: 2.71190
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Dichloromethane, Ethyl Acetate (Slightly), Methanol (Slig
• Water Solubility.: Soluble in chloroform, dichloromethane, ethyl acetate and methanol. Insoluble in water.
• 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: 199

Purity/Quality:

98%,99%, ^*data from raw suppliers

β-Cyclocitral,TechnicalGrade ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=O
• Uses: beta-Cyclocitral is used as flavoring agent, nutrient, stabilizers, surfactants and emulsifiers.

Technology Process of beta-Cyclocitral

There total 85 articles about beta-Cyclocitral 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: 93.0%

(E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-acrylic acid methyl ester (15356-72-6) → 2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7)

Guidance literature:

(E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-acrylic acid methyl ester; With ozone; In methanol; at -78 ℃; for 2.5h;

With acetic acid; zinc; In water;

DOI:10.1002/anie.200460259

Reference yield: 93.0%

(E)-β-ionone (79-77-6,14901-07-6) → 2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7)

Guidance literature:

(E)-β-ionone; With ozone; In methanol; at -78 ℃; for 2.5h;

With zinc; In water; acetic acid;

DOI:10.1002/hlca.200590149

Reference yield: 80.0%

4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one (79-77-6,14901-07-6) → 2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7)

Guidance literature:

4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one; With ozone; In methanol; at 30 - 40 ℃; under 4500.45 Torr;

In methanol; Product distribution / selectivity; Steam distillation;

upstream raw materials:

ethanol

α-cyclocitral

sodium ethanolate

(E/Z)-3,7-dimethyl-2,6-octadienal

Downstream raw materials:

(E)-4-methyl-1-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-1-en-3-one

5,4-Dihydro-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2H-pyran-2-one

2-[1,3]dioxolan-2-yl-1,3,3-trimethyl-cyclohexene

borat

Refernces

• 1、 Mosaferi, Shabnam,Jelley, Rebecca E.,Fedrizzi, Bruno,Barker, David. "Scalable synthesis of the aroma compounds d6-β-ionone and d6-β-cyclocitral for use as internal standards in stable isotope dilution assays". supporting information. . Retrieved 2020/12/02.
• 2、 Zha, Gao-Feng,Fang, Wan-Yin,Leng, Jing,Qin, Hua-Li. "A Simple, Mild and General Oxidation of Alcohols to Aldehydes or Ketones by SO2F2/K2CO3 Using DMSO as Solvent and Oxidant". supporting information. p. 2262 - 2267. Retrieved 2019/04/17.