Dimethyl trans-3-Hexenedioate

Base Information

• Chemical Name: Dimethyl trans-3-Hexenedioate
• CAS No.: 25126-93-6
• Molecular Formula: C8H12 O4
• Molecular Weight: 172.181
• Hs Code.: 2917190090
• NSC Number: 222824
• DSSTox Substance ID: DTXSID001347459
• Nikkaji Number: J47.054F,J26.305B
• Mol file: 25126-93-6.mol

Synonyms:25126-93-6;Dimethyl trans-3-Hexenedioate;trans-3-Hexenedioic Acid Dimethyl Ester;dimethyl (E)-hex-3-enedioate;dimethyl hex-3-enedioate;(E)-dimethyl hex-3-enedioate;3-Hexenedioic acid, dimethyl ester, (3E)-;41820-27-3;Dimethyl trans-2-Butene-1,4-dicarboxylate;3-Hexenedioic acid, 1,6-dimethyl ester, (3E)-;SCHEMBL869080;SCHEMBL869082;trans dimethyl hex-3-endioate;Dimethyl (3E)-3-hexenedioate;(E)-3-Hexenedioic acid dimethyl;3-Hexenedioic acid dimethyl ester;DTXSID001347459;MFCD00145425;NSC222824;AKOS028109438;NSC-222824;3-Hexenedicarboxylic acid, dimethyl ester;AS-47843;H0776;trans-3-Hexene-1,6-dioic acid dimethyl ester;F16349;J-015822;Q63392394;TRANS-2-BUTENE-1,4-DICARBOXYLIC ACID DIMETHYL ESTER

Chemical Property of Dimethyl trans-3-Hexenedioate

Chemical Property:

• Melting Point: 17oC
• Refractive Index: 1.4470 to 1.4500
• Boiling Point: 221.4°Cat760mmHg
• Flash Point: 102.3°C
• PSA: 52.60000
• Density: 1.068g/cm³
• LogP: 0.66880
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

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

Dimethyl trans-3-Hexenedioate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC=CCC(=O)OC
• Isomeric SMILES: COC(=O)C/C=C/CC(=O)OC
• Uses: Dimethyl trans-3-Hexenedioate (cas# 25126-93-6_x000D_) is a compound useful in organic synthesis.

Technology Process of Dimethyl trans-3-Hexenedioate

There total 7 articles about Dimethyl trans-3-Hexenedioate 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:

dimethyl galactarate (24808-45-5,911479-56-6) → hexanedioic acid dimethyl ester (627-93-0) + (E,E)-hexa-2,4-dienedioic acid dimethyl ester (1119-43-3) + (E)-dimethyl hex-2-enedioate (70353-99-0) + dimethyl trans-3-hexene-1,6-dioate (25126-93-6)

Guidance literature:

With hydrogen; methyltrioxorhenium(VII); at 120 ℃; for 72h; under 7500.75 Torr; Reagent/catalyst; Autoclave;

DOI:10.1002/anie.202010035

Reference yield:

meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1) → hexanedioic acid dimethyl ester (627-93-0) + (E)-dimethyl hex-2-enedioate (70353-99-0) + dimethyl trans-3-hexene-1,6-dioate (25126-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 49.84 °C

2: hydrogen; ; / 72 h / 140 °C / 3750.38 Torr / Autoclave

With hydrogenchloride; hydrogen; In water;

DOI:10.1002/anie.202010035

Reference yield:

meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1) → hexanedioic acid dimethyl ester (627-93-0) + (E)-dimethyl hex-2-enedioate (70353-99-0) + dimethyl trans-3-hexene-1,6-dioate (25126-93-6) + (Z)-3-hexenedioic acid dimethyl ester (70354-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 49.84 °C

2: hydrogen; / 72 h / 140 °C / 7500.75 Torr / Autoclave

With hydrogenchloride; hydrogen; In water;

DOI:10.1002/anie.202010035

upstream raw materials:

acrylic acid methyl ester

dimethyl galactarate

meso-galactaric acid

Downstream raw materials:

(E)-3-hexen-1,6-diol

methyl 3,3-dimethoxypropionate

malonic acid dimethyl ester

dimethyl meso-3,4-epoxyadipate

Refernces

• 1、 Brookhart, Maurice,Sabo-Etienne, Sylviane. "Catalytic Tail-to-Tail Dimerization of Methyl Acrylate Using Rh(III) Catalysts". . p. 2777 - 2779. Retrieved 2007/10/02.