1,4-Bis(2-hydroxyethoxy)benzene

Base Information

• Chemical Name: 1,4-Bis(2-hydroxyethoxy)benzene
• CAS No.: 104-38-1
• Deprecated CAS: 2305770-85-6
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Hs Code.: 29094990
• European Community (EC) Number: 203-197-3
• NSC Number: 26611,1862
• UNII: N2PVM9C37Q
• DSSTox Substance ID: DTXSID5026702
• Nikkaji Number: J59.952B
• Wikidata: Q27284430
• ChEMBL ID: CHEMBL3185174
• Mol file: 104-38-1.mol

Synonyms:104-38-1;1,4-Bis(2-hydroxyethoxy)benzene;Hydroquinone bis(2-hydroxyethyl) ether;Hydroquinone bis(2-hydroxyethyl)ether;2,2'-(1,4-Phenylenebis(oxy))diethanol;Vernatzer 30/10;2,2'-(p-Phenylenedioxy)diethanol;2-[4-(2-Hydroxyethoxy)phenoxy]ethanol;2,2'-(Phenylenedioxy)diethanol;Hydroquinone di(2-hydroxyethyl) ether;1,4-Di(2-hydroxyethoxy)benzene;Hydroquinone diethylol ether;2,2'-(1,4-Phenylenedioxy)diethanol;2,2'-p-Phenylenedioxydiethanol;NSC 1862;Ethanol, 2,2'-(1,4-phenylenebis(oxy))bis-;Ethanol, 2,2'-[1,4-phenylenebis(oxy)]bis-;Ethanol, 2,2'-(p-phenylenedioxy)di-;1,4-(2-Hydroxyethoxy)benzene;Bis(beta-hydroxyethyl) hydroquinone ether;2-[4-(2-hydroxyethoxy)phenoxy]ethan-1-ol;1,4-Bis(beta-hydroxyethoxy)benzene;EINECS 203-197-3;UNII-N2PVM9C37Q;1,4-Bis(.beta.-hydroxyethoxy)benzene;p-Phenylenebis(beta-hydroxyethyl) ether;Hydroquinone di(beta-hydroxyethyl) ether;N2PVM9C37Q;Hydroquinone bis(beta-hydroxyethyl) ether;DTXSID5026702;1,4-Bis-(2-hydroxyethoxy)benzene;NSC-1862;2,2'-[1,4-phenylenebis(oxy)]diethanol;p-Phenylenebis(.beta.-hydroxyethyl) ether;Hydroquinone di(.beta.-hydroxyethyl) ether;Bis(.beta.-hydroxyethyl) hydroquinone ether;Hydroquinone bis(.beta.-hydroxyethyl) ether;EC 203-197-3;Ethanol,2'-(p-phenylenedioxy)di-;41675-76-7;Ethanol,2'-[1,4-phenylenebis(oxy)]bis-;Hydroquinone, di(.beta.-hydroxyethyl) ether;p-Bis(2-hydroxyethoxy)benzene;MFCD00002861;HQEE;SCHEMBL48239;CBDivE_003503;p-di(2-hydroxyethoxy)benzene;2,2'-p-phenylendioxydiethanol;DTXCID806702;hydroquinone dihydroxyethyl ether;CHEMBL3185174;NSC1862;HMS1578K16;1,4-bis(2'-hydroxyethoxy)benzene;NSC26611;2,2/'-(P-Phenylenedioxy)diethanol;Tox21_200746;NSC-26611;AKOS015889507;hydroquinone bis (2-hydroxyethyl) ether;NCGC00248819-01;NCGC00258300-01;BS-14346;CAS-104-38-1;2-[4-(2-Hydroxyethoxy)phenoxy]ethanol #;2-[4-(2-hydroxy-ethoxy)-phenoxy]-ethanol;LS-178708;CS-0076493;D1065;FT-0688147;Hydroquinone bis(2-hydroxyethyl) ether, 98%;Hydroquinone Bis(2-hydroxyethyl)Ether (HQEE);D70297;EN300-221305;A854409;P-PHENYLENE BIS(.BETA.-HYDROXYETHYL ETHER);W-108814;Q27284430;F0001-0087

Chemical Property of 1,4-Bis(2-hydroxyethoxy)benzene

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder or flakes
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Melting Point: 100-102 °C(lit.)
• Refractive Index: 1.54
• Boiling Point: 380.001 °C at 760 mmHg
• PKA: 13.99±0.10(Predicted)
• Flash Point: 183.618 °C
• PSA: 58.92000
• Density: 1.198 g/cm³
• LogP: 0.42880
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Water Solubility.: practically insoluble
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Hydroquinone bis(2-hydroxyethyl) ether ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1OCCO)OCCO
• Uses: Preparation of polyester, polyolefins, polyurethanes, and hard waxy resins, organic synthesis. Hydroquinone bis(2-hydroxyethyl) ether is used to produce 1,4-bis-(2-bromo-ethoxy)-benzene.

Technology Process of 1,4-Bis(2-hydroxyethoxy)benzene

There total 11 articles about 1,4-Bis(2-hydroxyethoxy)benzene 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: 99.3%

oxirane (75-21-8,99932-75-9) + hydroquinone (123-31-9,8027-02-9) → 1,4-bis(2-hydroxyethoxy)benzene (104-38-1)

Guidance literature:

hydroquinone; With 1,1'-bis-(diphenylphosphino)ferrocene; In diethylene glycol dimethyl ether; at 100 ℃; Autoclave; Inert atmosphere;

oxirane; In diethylene glycol dimethyl ether; at 130 - 135 ℃; for 4h; Solvent; Temperature;

Reference yield: 98.0%

ethylene glycol (107-21-1) + hydroquinone (123-31-9,8027-02-9) → 1,4-bis(2-hydroxyethoxy)benzene (104-38-1)

Guidance literature:

With urea; sodium carbonate; zinc(II) oxide; at 180 ℃; for 3h; Product distribution / selectivity;

Reference yield: 89.0%

[1,3]-dioxolan-2-one (96-49-1) + hydroquinone (123-31-9,8027-02-9) → 1,4-bis(2-hydroxyethoxy)benzene (104-38-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 140 ℃;

DOI:10.1016/0040-4020(96)00207-4

upstream raw materials:

[1,3]-dioxolan-2-one

hydroquinone

2-chloro-ethanol

sodium 4-hydroxybenzen-1-olate

Downstream raw materials:

1,4-bis-(2-acetoxy-ethoxy)-benzene

1,4-bis-(2-methacryloyloxy-ethoxy)-benzene

1,6-bis-{2-[4-(2-hydroxy-ethoxy)-phenoxy]-ethoxycarbonylamino}-hexane

2,5-bis-(2-hydroxy-ethoxy)-aniline

Refernces

• 1、 Pirrung, Michael C.,Nunn, David S.. "PHOTOCHEMICAL REARRANGEMENTS OF QUINONE MONOKETALS. SYNTHESIS OF SUBSTITUTED CYCLOPENTENONES". . p. 163 - 166. Retrieved 1988.
• 2、 Ishikawa, Hiroki,Uemura, Naohiro,Taira, Ryo,Sano, Kento,Yoshida, Yasushi,Mino, Takashi,Kasashima, Yoshio,Sakamoto, Masami. "A new class of flavonoids bearing macrocyclic polyethers by stereoselective photochemical cycloaddition reaction". . p. 3911 - 3916. Retrieved 2019/06/18.
• 3、 Ito, Yosuke,Tomiyasu, Yuichi,Kawanabe, Takahiro,Uemura, Keisuke,Ushimizu, Yuu,Nishino, Hiroshi. "One-pot synthesis of cyclophane-type macrocycles using manganese(iii)- mediated oxidative radical cyclization". supporting information; scheme or table. p. 1491 - 1507. Retrieved 2011/04/23.