Divinyl glycol

Base Information

• Chemical Name: Divinyl glycol
• CAS No.: 1069-23-4
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• Hs Code.: 29053980
• European Community (EC) Number: 213-955-5
• NSC Number: 60695
• UNII: Z957Z497HK
• DSSTox Substance ID: DTXSID90871822
• Nikkaji Number: J36.960H
• Wikidata: Q27295170
• Mol file: 1069-23-4.mol

Synonyms:1,5-Hexadiene-3,4-diol;1069-23-4;divinyl glycol;Hexa-1,5-diene-3,4-diol;Divinylglycol;1,2-Divinylglycol;1,5-HEXADIENE,3,4-DIHYDROXY-;3,4-Dihydroxy-1,5-hexadiene;AI3-14412;EINECS 213-955-5;NSC 60695;UNII-Z957Z497HK;Z957Z497HK;NSC-60695;Divinylglykol;3,5-hexadiene;NSC60695;Divinylethylene Glycol;1,3,4-dihydroxy-;1,4-diol;WLN: 1U1YQYQ1U1;SCHEMBL150801;1,5-Hexadiene-3,4-diol, containing 200 ppm MEHQ;Divinyloxyethane (Divinyl glycol);DTXSID90871822;MFCD00081129;AKOS015902920;SB18658;AS-11750;LS-74897;2-Hydroxymethyl-isonicotinicacidmethylester;1,5-Hexadiene-3,4-diol(stabilizedwithHQ);CS-0063395;FT-0606435;H0807;1,5-Hexadiene-3,4-diol (stabilized with HQ);D90954;A801535;Q27295170

Chemical Property of Divinyl glycol

Chemical Property:

• Appearance/Colour: Light yellow oily liquid
• Vapor Pressure: 0.0737mmHg at 25°C
• Melting Point: 14-16 °C(lit.)
• Refractive Index: n20/D 1.479(lit.)
• Boiling Point: 201.9 °C at 760 mmHg
• PKA: 13.27±0.20(Predicted)
• Flash Point: 92.8 °C
• PSA: 40.46000
• Density: 1.005 g/cm³
• LogP: 0.08020
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 76.5

Purity/Quality:

99% ^*data from raw suppliers

1,5-Hexadiene-3,4-Diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(C(C=C)O)O

Technology Process of Divinyl glycol

There total 29 articles about Divinyl glycol 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%

(3R,4R)-hexa-1,5-diene-3,4-diyl diacetate (1006030-67-6) → (3R,4R)-1,5-hexadiene-3,4-diol (1069-23-4,19700-96-0,19700-97-1,58208-04-1,144829-86-7,112571-38-7)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h; Large scale;

DOI:10.1021/acs.oprd.0c00436

Reference yield: 98.0%

Dg-threo-dibenzoyloxy-hexadiene-(1.5) (130282-82-5) → (3R,4R)-1,5-hexadiene-3,4-diol (1069-23-4,19700-96-0,19700-97-1,58208-04-1,144829-86-7,112571-38-7)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2005.03.038

Reference yield: 82.0%

acrolein (107-02-8,25068-14-8) → hexa-1,5-diene-3,4-diol (19700-96-0,19700-97-1,58208-04-1,112571-38-7,144829-86-7,1069-23-4)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran;

DOI:10.1021/ja0578348

upstream raw materials:

acrolein

allyl bromide

water

acetic acid

Downstream raw materials:

(3R,4R)-hexane-3,4-diol

(3R,4R)-1,5-hexadiene-3,4-diol

(3S,4S)-hexa-1,5-diene-3,4-diol

(1R,2R)-1,2-Bis-(R)-oxiranyl-ethane-1,2-diol

Refernces

• 1、 Schwarzwalder, Gregg M.,Steinhardt, Sarah E.,Pham, Hung V.,Houk,Vanderwal, Christopher D.. "Synthesis of the tetracyclic core of exiguaquinol". . p. 6014 - 6017. Retrieved 2013.
• 2、 Olsén, Peter,Oschmann, Michael,Johnston, Eric V.,?kermark, Bj?rn. "Synthesis of highly functional carbamates through ring-opening of cyclic carbonates with unprotected α-amino acids in water". . p. 469 - 475. Retrieved 2018.
• 3、 Olsén, Peter,Morvan, Jennifer,Sawadjoon, Supaporn,Shatskiy, Andrey,Johnston, Eric V.,?kermark, Bj?rn. "Cyclic allylic carbonates as a renewable platform for protecting chemistry in water". . p. 3186 - 3190. Retrieved 2018.