(-)-CIS, TRANS-ABSCISIC ACID

Base Information

• Chemical Name: (-)-CIS, TRANS-ABSCISIC ACID
• CAS No.: 14398-53-9
• Molecular Formula: C15H20 O4
• Molecular Weight: 264.321
• Mol file: 14398-53-9.mol

Synonyms:2,4-Pentadienoicacid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-,(Z,E)-(-)- (8CI); 2,4-Pentadienoic acid,5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, [R-(Z,E)]-;(-)-(R)-Abscisic acid; (-)-(cis,trans)-Abscisic acid; (-)-ABA; (-)-Abscisicacid; (R)-(-)-Abscisic acid; (R)-Abscisic acid; PBI 145

Chemical Property of (-)-CIS, TRANS-ABSCISIC ACID

Chemical Property:

• Vapor Pressure: 2.41E-10mmHg at 25°C
• Melting Point: 162-163°
• Boiling Point: 458.7°C at 760 mmHg
• PKA: 4.87±0.33(Predicted)
• Flash Point: 245.4°C
• PSA: 74.60000
• Density: 1.193g/cm³
• LogP: 2.24990
• Storage Temp.: −20°C

Purity/Quality:

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

(+)-cis,trans-AbscisicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Abscisic acid (ABA) plays an important role in plant growth and development, regulation of seed maturation, germination, and adaptation to environmental stresses.

Technology Process of (-)-CIS, TRANS-ABSCISIC ACID

There total 64 articles about (-)-CIS, TRANS-ABSCISIC 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:

abscisic acid 2-nitrobenzyl ester → 2-Nitrobenzyl alcohol (612-25-9) + Abscisic acid (2228-72-0,6755-41-5,7773-56-0,14375-45-2,14398-53-9,14674-85-2,40331-02-0,52392-36-6,72029-68-6,72029-69-7,113349-29-4,21293-29-8)

Guidance literature:

With water; at 30 ℃; for 168h; Sealed tube; Irradiation;

DOI:10.1016/j.phytol.2015.04.015

Reference yield:

4-O-sulpho-β-D-glucopyranosyl abscisate → D-glucose (50-99-7) + Abscisic acid (2228-72-0,6755-41-5,7773-56-0,14375-45-2,14398-53-9,14674-85-2,40331-02-0,52392-36-6,72029-68-6,72029-69-7,113349-29-4,21293-29-8)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 2h;

DOI:10.1080/14786419.2015.1126261

Reference yield:

(S)-methyl abscisate (6901-90-2,6901-96-8,14398-52-8,15734-36-8,15734-37-9,20496-94-0,30816-18-3,60102-39-8,79434-13-2,93164-18-2,132340-88-6,132488-74-5,7200-31-9) → methanol (67-56-1) + Abscisic acid (2228-72-0,6755-41-5,7773-56-0,14375-45-2,14398-53-9,14674-85-2,40331-02-0,52392-36-6,72029-68-6,72029-69-7,113349-29-4,21293-29-8)

Guidance literature:

With water; at 30 ℃; for 168h; Sealed tube; Irradiation;

DOI:10.1016/j.phytol.2015.04.015

upstream raw materials:

(S)-methyl abscisate

(2Z,4E)-5-<(S)-1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

(2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid

methyl (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

Downstream raw materials:

(S)-methyl abscisate

N-(3-aminopropyl)-1,4-diaminobutane

Spermine

1,4-diaminobutane

Refernces

• 1、 Wan, Chuan,Zhang, Yuanzhi,Yang, Dongyan,Han, Xiaoqiang,Li, Xiuyun,Li, Hong,Xiao, Yumei,Qin, Zhaohai. "Synthesis and biological activity of abscisic acid esters". . p. 267 - 272. Retrieved 2015/06/22.
• 2、 Lim, Eng-Kiat,Doucet, Charlotte J.,Hou, Bingkai,Jackson, Rosamond G.,Abrams, Suzanne R.,Bowles, Dianna J.. "Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase". . p. 143 - 147. Retrieved 2007/10/03.