3,6-Dioxaoctanedioic acid

Base Information

• Chemical Name: 3,6-Dioxaoctanedioic acid
• CAS No.: 23243-68-7
• Molecular Formula: C6H10O6
• Molecular Weight: 178.142
• Hs Code.: 2918990090
• European Community (EC) Number: 245-516-9,652-996-7
• NSC Number: 8854
• UNII: 2ZVS8WS40O
• DSSTox Substance ID: DTXSID50177817
• Nikkaji Number: J318.433A
• Wikidata: Q27255869
• Mol file: 23243-68-7.mol

Synonyms:3,6-DIOXAOCTANEDIOIC ACID;23243-68-7;3,6-dioxaoctanedioicacid;PEG2-(CH2CO2H)2;3,6-dioxaoctandioic acid;(2-Carboxymethoxyethoxy)acetic acid;2-[2-(carboxymethoxy)ethoxy]acetic acid;Acetic acid, 2,2'-[1,2-ethanediylbis(oxy)]bis-;2,2'-(Ethane-1,2-diylbis(oxy))diacetic acid;MFCD00054502;UNII-2ZVS8WS40O;2ZVS8WS40O;NSC-8854;EINECS 245-516-9;2,2'-(Ethylenebis(oxy))bisacetic acid;AI3-24147;Acetic acid, 2,2'-(1,2-ethanediylbis(oxy))bis-;2,2'-[ethylenebis(oxy)]bisacetic acid;2,2'-[ethane-1,2-diylbis(oxy)]diacetic acid;NSC8854;3,6-dioxa-1,8-octanedioic acid;DOODA;TRIGLYCOLIC ACID;2-[2-(carboxymethyloxy)ethoxy]acetic acid;3,6-dioxa-suberic acid;36-Dioxaoctanedioic acid;(ethylenedioxy)diacetic acid;SCHEMBL45305;1,2-Bis(carboxymethoxy)ethane;1,2-bis(carboxymethoxy)-ethane;AMY4553;DTXSID50177817;3,6-dioxaoctane-1,8-dioic acid;3 pound not6-Dioxaoctanedioic acid;ETHYLENE BIS(GLYCOLIC ACID);NSC 8854;AKOS000120426;PEG-bis-CH2CO2H, MW 1,000;PEG-bis-CH2CO2H, MW 2,000;PEG-bis-CH2CO2H, MW 3,400;PEG-bis-CH2CO2H, MW 5,000;CS-W004945;HY-W004945;ACETIC ACID, (ETHYLENEDIOXY)DI-;PEG-bis-CH2CO2H, MW 10,000;PEG-bis-CH2CO2H, MW 20,000;NCGC00336355-01;AC-29175;BP-20626;BP-23966;BP-25301;BP-25302;BP-28268;BP-28269;BP-28270;DS-12361;SY011752;FT-0732126;(2-(CARBOXYMETHOXY)ETHOXY)ACETIC ACID;EN300-20351;2,5-DIOXA-1,6-HEXANEDICARBOXYLIC ACID;AB01330339-02;A878295;J-015047;Q27255869;Z104477844

Chemical Property of 3,6-Dioxaoctanedioic acid

Chemical Property:

• Vapor Pressure: 1.43E-08mmHg at 25°C
• Melting Point: 68-71℃
• Refractive Index: 1.474
• Boiling Point: 429.2 °C at 760 mmHg
• PKA: 3.09±0.10(Predicted)
• Flash Point: 182.6 °C
• PSA: 93.06000
• Density: 1.375 g/cm³
• LogP: -0.81120
• Storage Temp.: Store below +30°C.
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 178.04773803
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

3,6-DioxaoctanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCC(=O)O)OCC(=O)O
• Uses: 3,6-Dioxaoctanedioic Acid (cas# 23243-68-7) is a useful research chemical. 3,6-Dioxaoctanedioic Acid is a useful reagent for the preparation of degradation agents for cyclin dependent kinase. 3,6-Dioxaoctanedioic acid can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.
• Description: PEG2-(CH2CO2H)2 is a PEG linker containing two terminal carboxylic acid groups. The hydrophilic PEG spacer increases solubility in aqueous media. The terminal carboxylic acids can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Technology Process of 3,6-Dioxaoctanedioic acid

There total 7 articles about 3,6-Dioxaoctanedioic 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: 100.0%

di-tert-butyl 2,2’-(ethane-1,2-diylbis(oxy))diacetate → 3,6-dioxasuberic acid (23243-68-7,39927-08-7)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1039/b403615h

Reference yield: 94.0%

2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → 3,6-dioxasuberic acid (23243-68-7,39927-08-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydrogencarbonate; sodium carbonate; at 20 ℃; Electrochemical reaction;

DOI:10.1055/s-2007-991070

Reference yield: 85.0%

chloroacetic acid (79-11-8) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → 3,6-dioxasuberic acid (23243-68-7,39927-08-7)

Guidance literature:

at 150 ℃; for 24h;

upstream raw materials:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Tetraethylene glycol

chloroacetic acid

ethylene glycol

Downstream raw materials:

(2-chlorocarbonylmethoxyethoxy)acetic acid benzyl ester

N,N,N',N'-Tetraoctyl-3,6-dioxa-octandisaeure-diamid

[2-(4-aminophenoxycarbonylmethoxy)ethoxy]acetic acid 4-aminophenyl ester

[2-(4-isocyanatophenoxycarbonylmethoxy)ethoxy]acetic acid 4-isocyanatophenyl ester

Refernces

• 1、 Fujimoto, Kazuhisa,Oimoto, Natsuko,Katsuno, Kahori,Inouye, Masahiko. "Effective stabilisation of α-helical structures in short peptides with acetylenic cross-linking agents". . p. 1280 - 1281. Retrieved 2004.
• 2、 Raskil'dina, Gulnara Z.,Legostaeva, Yuliya V.,Garifullina, Liliya R.,Sultanova, Rimma M.,Ishmuratov, Gumer Y.,Zlotskii, Simon S.. "Reactions of peroxide products of ozonolysis of allyl ethers/esters in the AcOH-CH2Cl2 system on treatment with semicarbazide hydrochloride". . p. 652 - 656. Retrieved 2017/01/13.
• 3、 -. "NEAR-INFRARED-RAY-ABSORBING COMPOSITION, NEAR-INFRARED-RAY CUT FILTER USING SAME, MANUFACTURING METHOD THEREFOR, CAMERA MODULE, AND MANUFACTURING METHOD THEREFOR". Paragraph 0908; 0910; 0911. . Retrieved 2017/01/02.