Dihydrojasmonic acid

Base Information

• Chemical Name: Dihydrojasmonic acid
• CAS No.: 3572-64-3
• Molecular Formula: C12H20O3
• Molecular Weight: 212.289
• Hs Code.: 2918300090
• European Community (EC) Number: 222-687-8
• DSSTox Substance ID: DTXSID30883989
• Nikkaji Number: J216.211C
• Wikidata: Q82862759
• ChEMBL ID: CHEMBL3039153
• Mol file: 3572-64-3.mol

Synonyms:Dihydrojasmonic acid;3572-64-3;(+/-)-Dihydrojasmonic Acid;2-(3-oxo-2-pentylcyclopentyl)acetic acid;3-Oxo-2-pentylcyclopentaneacetic acid;Cyclopentaneacetic acid, 3-oxo-2-pentyl-;2-Amyl-3-oxocyclopentaneacetic Acid;EINECS 222-687-8;2-Amyl-3-(carboxymethyl)cyclopentanone;Alethea;SpecPlus_000429;Spectrum2_001650;Spectrum3_001615;Spectrum4_001665;Spectrum5_000569;BSPBio_003249;KBioGR_002189;Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9CI);DivK1c_006525;SCHEMBL216000;SPECTRUM1504104;SPBio_001779;CHEMBL3039153;KBio1_001469;KBio3_002469;DTXSID30883989;CHEBI:177664;CCG-38766;MFCD08276352;MFCD18781916;2-pentyl-3-oxo-cyclopentylacetic acid;AKOS037645758;3-oxo-2-pentyl-cyclopentaneacetic acid;SDCCGMLS-0066883.P001;3-(Carboxymethyl)-2-pentylcyclopentanone;NCGC00095830-01;NCGC00095830-02;AS-63120;HY-131116;CS-0128623;D3225;2-(3-oxo-2-(pentanyl)cyclopentyl)acetic acid;SR-05000002455;3-Oxo-2-pentyl-(1R-trans)-Cyclopentaneacetic acid;SR-05000002455-1;W-109908

Chemical Property of Dihydrojasmonic acid

Chemical Property:

• Vapor Pressure: 3.21E-06mmHg at 25°C
• Refractive Index: 1.4700-1.4750
• Boiling Point: 361.9°C at 760 mmHg
• PKA: 4.52±0.10(Predicted)
• Flash Point: 186.8°C
• PSA: 54.37000
• Density: 1.038g/cm³
• LogP: 2.63670
• Storage Temp.: <0°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 212.14124450
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

98% ^*data from raw suppliers

(±)-9,10-DihydrojasmonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1C(CCC1=O)CC(=O)O
• Uses: (±)-9,10-Dihydrojasmonic Acid can be used as analyte in biological and analytical study for UHPLC-MS/MS based target profiling of stress-induced phytohormones including jasmonic acid and its precursors and amino acid conjugates.

Technology Process of Dihydrojasmonic acid

There total 18 articles about Dihydrojasmonic acid 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: 99.0%

methyl 3-oxo-2-pentylcyclopentaneacetate (24851-98-7,128087-96-7) → 2-(3-oxy-2-pentylcyclopentyl)acetic acid (3572-64-3,76968-33-7)

Guidance literature:

methyl 3-oxo-2-pentylcyclopentaneacetate; With sodium hydroxide; In methanol; at 20 ℃; for 24h;

With hydrogenchloride; In methanol; water; pH=~ 1;

Reference yield: 90.7%

methyl 1-carboxymethyl-1-(2-pentyl-3-oxocyclopentyl)acetate (51806-23-6) → methyl 3-oxo-2-pentylcyclopentaneacetate (24851-98-7,128087-96-7) + 2-(3-oxy-2-pentylcyclopentyl)acetic acid (3572-64-3,76968-33-7)

Guidance literature:

With water; at 180 - 215 ℃; for 4 - 16h; Product distribution / selectivity;

Reference yield:

3-(2-oxoethyl)-2-pentylcyclopentanone (42607-76-1) → 2-(3-oxy-2-pentylcyclopentyl)acetic acid (3572-64-3,76968-33-7)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In water; acetonitrile; at 20 ℃; for 24h;

DOI:10.1002/1099-0690(200110)2001:20<3837::AID-EJOC3837>3.0.CO;2-3

upstream raw materials:

methyl 1-carboxymethyl-1-(2-pentyl-3-oxocyclopentyl)acetate

3-(2-oxoethyl)-2-pentylcyclopentanone

2-pentyl-2-cyclopenten-1-one

1-Bromopentane

Downstream raw materials:

(+/-)-methyl dihydroepijasmonate

(+/-)-methyl trans-dihydrojasmonate

methyl 3-oxo-2-pentylcyclopentaneacetate

Refernces

• 1、 -. "SALTS OF DIHYDROJASMONIC ACID AND USE THEREOF IN AGRICULTURE". Page/Page column 14. . Retrieved 2008/06/13.
• 2、 Tsuji, Jiro,Kobayashi, Yuichi,Kataoka, Hideaki,Takahashi, Takashi. "PREPARATION OF FIVE- AND SIX- MEMBERED CYCLIC KETONES BY THE PALLADIUM-CATALYZED CYCLIZATION REACTION. APPLICATION TO METHYL DIHYDROJASMONATE SYNTHESIS". . p. 1475 - 1478. Retrieved 2007/10/02.