1,6-Hexanediol dimethacrylate

Base Information

• Chemical Name: 1,6-Hexanediol dimethacrylate
• CAS No.: 6606-59-3
• Deprecated CAS: 717144-09-7,1188908-54-4,1188908-54-4
• Molecular Formula: C14H22 O4
• Molecular Weight: 254.326
• Hs Code.: 29161290
• European Community (EC) Number: 229-551-7
• UNII: RAO49190JV
• DSSTox Substance ID: DTXSID9044455
• Nikkaji Number: J112.794B
• Wikidata: Q27288026
• ChEMBL ID: CHEMBL3183323
• Mol file: 6606-59-3.mol

Synonyms:1,6-HDDM;1,6-hexanediol dimethacrylate;HDDMA

Chemical Property of 1,6-Hexanediol dimethacrylate

Chemical Property:

• Appearance/Colour: CLEAR LIQUID
• Vapor Pressure: 0.02 mm Hg ( 100 °C)
• Melting Point: <25 °C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 315 ºC
• Flash Point: >230 °F
• PSA: 52.60000
• Density: 0.995
• LogP: 2.78540
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: 23mg/L at 20℃
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 254.15180918
• Heavy Atom Count: 18
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

1,6-Hexanediol Dimethacrylate (stabilized with MEHQ) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CC(=C)C(=O)OCCCCCCOC(=O)C(=C)C
• Uses: 1,6-Hexanediol Dimethacrylate is used in preparation of sheet-shaped molding compound raw material and product for automotive field.

Technology Process of 1,6-Hexanediol dimethacrylate

There total 5 articles about 1,6-Hexanediol dimethacrylate 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: 89.0%

1,6-hexanediol (629-11-8) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 1,6-bis(methacryloyloxy)hexane (6606-59-3)

Guidance literature:

1,6-hexanediol; With thionyl chloride; at 40 ℃; for 2h;

poly(methacrylic acid); With sodium carbonate; hydroquinone; at 105 ℃; for 5h;

Reference yield: 67.7%

1,6-hexanediol (629-11-8) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 1,6-bis(methacryloyloxy)hexane (6606-59-3) + 6-hydroxyhexyl methacrylate (13092-57-4)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; toluene-4-sulfonic acid; at 90 ℃; for 5h;

Reference yield: 39.5%

1,6-hexanediol (629-11-8) + Methacryloyl chloride (920-46-7,26937-45-1) → 1,6-bis(methacryloyloxy)hexane (6606-59-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

1,6-hexanediol

poly(methacrylic acid)

methacrylic acid methyl ester

Methacryloyl chloride

Refernces

• 1、 -. "Preparation method of dihydric alcohol unsaturated carboxylate". Paragraph 0023. . Retrieved 2018/02/04.
• 2、 Popescu, Dragos,Hoogenboom, Richard,Keul, Helmut,Moeller, Martin. "Hydroxy functional acrylate and methacrylate monomers prepared via lipase-catalyzed transacylation reactions". experimental part. p. 80 - 89. Retrieved 2010/08/20.