Abietal

Base Information

• Chemical Name: Abietal
• CAS No.: 6704-50-3
• Molecular Formula: C20H32O
• Molecular Weight: 286.458
• DSSTox Substance ID: DTXSID10332107
• Nikkaji Number: J15.229C
• Wikidata: Q27104073
• Metabolomics Workbench ID: 51961
• ChEMBL ID: CHEMBL563793
• Mol file: 6704-50-3.mol

Synonyms:Abietal;Abietinal;Abietaldehyde;abietadienal;abieta-7,13-dien-18-al;6704-50-3;abieta-7,13-diene-18-al;CHEBI:29509;(1R,4aR,4bR,10aR)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carbaldehyde;Abietadien-18-al;7,13-Abietadien-18-al;CHEMBL563793;SCHEMBL2727840;DTXSID10332107;Q27104073

Chemical Property of Abietal

Chemical Property:

• Vapor Pressure: 2.17E-06mmHg at 25°C
• Melting Point: 45-48 °C
• Boiling Point: 393.2°C at 760 mmHg
• Flash Point: 141.4°C
• PSA: 17.07000
• Density: 0.99g/cm³
• LogP: 5.32050
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 286.229665576
• Heavy Atom Count: 21
• Complexity: 498

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC2=CCC3C(CCCC3(C2CC1)C)(C)C=O
• Isomeric SMILES: CC(C)C1=CC2=CC[C@H]3[C@](CCC[C@@]3([C@H]2CC1)C)(C)C=O

Technology Process of Abietal

There total 7 articles about Abietal 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: 89.0%

abietic acid (514-10-3) → abieta-7,13-dien-18-al (6704-50-3)

Guidance literature:

With sodium hydride; sodium iodide; In tetrahydrofuran; at 40 ℃; chemoselective reaction;

DOI:10.1002/hlca.201800049

Reference yield: 44.0%

abietinol (666-84-2) → abieta-7,13-dien-18-al (6704-50-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 6h;

DOI:10.1016/S0040-4020(01)00605-6

Reference yield: 38.0%

abietinol (666-84-2) → dehydroabietinal (13601-88-2) + abieta-7,13-dien-18-al (6704-50-3) + dehydroabietinol (3772-55-2)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 24h; Ambient temperature;

upstream raw materials:

abietinol

levopimaradien-18-ol

abietic acid

methyl abietate

Downstream raw materials:

abietadien-(7,13)-al-⁽¹⁸⁾-semicarbazone

(4aS,10aS)-7-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene

ar-abietatriene

Refernces

• 1、 Gonzalez, Miguel A.,Correa-Royero, Julieth,Agudelo, Lee,Mesa, Ana,Betancur-Galvis, Liliana. "Synthesis and biological evaluation of abietic acid derivatives". experimental part. p. 2468 - 2472. Retrieved 2009/12/03.
• 2、 Cambie, Richard C.,Rutledge, Peter S.,Ryan, Glen R.,Strange, Gary A.,Woodgate, Paul D.. "Conversion of Abietic Acid into Analogues of Ambergris Odorants". . p. 867 - 881. Retrieved 2007/10/02.