Hydroquinone bis(2-hydroxyethyl)ether supplier

Name
Hydroquinone bis(2-hydroxyethyl)ether
EINECS 203-197-3
CAS No. 104-38-1
Article Data24
CAS DataBase
Density 1.198 g/cm³
Solubility practically insoluble in water
Melting Point 100-102 °C(lit.)
Formula C₁₀H₁₄O₄
Boiling Point 380.001 °C at 760 mmHg
Molecular Weight 198.219
Flash Point 183.618 °C
Transport Information
Appearance white to off-white crystalline powder or flakes
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ethanol,2,2'-(p-phenylenedioxy)di- (6CI,7CI,8CI);1,4-(2-Hydroxyethoxy)benzene;1,4-Bis(2'-hydroxyethoxy)benzene;1,4-Bis(b-hydroxyethoxy)benzene;1,4-Di(2-hydroxyethoxy)benzene;2,2'-(p-Phenylenedioxy)diethanol;2,2'-[1,4-Phenylenebis(oxy)]bis[ethanol];Bis(b-hydroxyethyl) hydroquinoneether;HQ 2;HQ 20;Hydroquinone di(2-hydroxyethyl ether);Hydroquinone diethylol ether;Hydroquinone dihydroxyethyl ether;NSC 1862;NSC 26611;ThanecureHQ;p-Di(2-hydroxyethoxy)benzene;p-Phenylene bis(b-hydroxyethyl ether);
PSA 58.92000
LogP 0.42880

Synthetic route

: 75-21-8
oxirane

: 123-31-9
hydroquinone

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
Stage #1: hydroquinone With 1,1'-bis-(diphenylphosphino)ferrocene In diethylene glycol dimethyl ether at 100℃; Autoclave; Inert atmosphere; Stage #2: oxirane In diethylene glycol dimethyl ether at 130 - 135℃; for 4h; Solvent; Temperature;	99.3%
anion exchange resin A (Cl-type) In 2-methoxy-ethanol; toluene at 100℃; for 6h;	73%
anion exchange resin A (Cl-type) In 2-methoxy-ethanol at 100℃; for 4.5h;	69 %Chromat.

: 107-21-1
ethylene glycol

: 123-31-9
hydroquinone

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With urea; sodium carbonate; zinc(II) oxide at 180℃; for 3h; Product distribution / selectivity;	98%
With sodium carbonate; urea; zinc(II) oxide at 170 - 190℃;	85%

: 96-49-1
[1,3]-dioxolan-2-one

: 123-31-9
hydroquinone

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 140℃;	89%
With 1,4-dioxane; N-benzyl-trimethylammonium hydroxide
With sodium hydride In N,N-dimethyl-formamide

: 123-31-9
hydroquinone

: 107-07-3
2-chloro-ethanol

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
Stage #1: hydroquinone With sodium hydroxide In water for 2h; Inert atmosphere; Reflux; Stage #2: 2-chloro-ethanol In water for 40h; Reflux; Inert atmosphere;	74%
With sodium hydroxide In water for 24h; Heating;	60%
With sodium hydroxide Inert atmosphere;

: 30008-10-7
sodium 4-hydroxybenzen-1-olate

: 107-07-3
2-chloro-ethanol

A: 13427-53-7
4-(2-hydroxyethoxy)-phenol

B: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With ethanol

...Expand

: C20H30O6

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With hydrogenchloride In methanol; dichloromethane for 4h; Ambient temperature;

: 123-31-9
hydroquinone

<(η6-1,2-dichlorobenzene)(η5-cyclopentadienyl)>iron(II) hexafluorophosphate: <(η6-1,2-dichlorobenzene)(η5-cyclopentadienyl)>iron(II) hexafluorophosphate

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH, sodium dithionite / butan-1-ol / 30 h / Heating 2: conc. HCl / methanol; CH2Cl2 / 4 h / Ambient temperature View Scheme

: 24535-81-7
1,4-Phenylen-bis-oxyacetaldehyd

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0 - 20℃;	3.87 g

: 5897-78-9
(4-ethoxycarbonylmethoxy-phenoxy)-acetic acid ethyl ester

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux; Inert atmosphere;

: 123-31-9
hydroquinone

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / Reflux; Inert atmosphere View Scheme

: 124-63-0
methanesulfonyl chloride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 133633-40-6
1,4-bis(2-(methylsulfonyloxy)ethoxy)benzene

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.416667h;	100%
With pyridine In dichloromethane at 0 - 20℃;	94%
With triethylamine In dichloromethane	73%
With triethylamine In dichloromethane for 9h; Reflux;	71.3%
With triethylamine In dichloromethane for 1.5h; Cooling with ice; Inert atmosphere;

: 1257583-43-9
cis-5-methyl-2-phenyl-1,3-dioxane-5-carboxylic anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1257583-47-3
1,4-bis(2-((cis-5-methyl-r-2-phenyl-1,3-dioxan-5-yl)methanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 4h; Inert atmosphere;	97%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 408322-03-2
2,2,5-trimethyl-1,3-dioxane-5-carboxylic anhydride

: 1431636-34-8
1,4-bis(2-((2,2,5-trimethyl-1,3-dioxan-5-yl)methanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
With dmap In pyridine; dichloromethane at 20℃; for 4h; Inert atmosphere;	96%

: 50-00-0
formaldehyd

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 75-50-3
trimethylamine

: ammonium pillar[5]arene

Conditions

Conditions	Yield
Stage #1: 1,4-bis(2-hydroxyethoxy)benzene With carbon tetrabromide; triphenylphosphine In acetonitrile at 0 - 20℃; for 4h; Inert atmosphere; Stage #2: formaldehyd With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #3: trimethylamine In ethanol Reflux;	95%

...Expand

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 5471-84-1
1,4-bis(2-bromoethoxy)benzene

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In acetonitrile at 20℃; for 4h; Cooling with ice;	94%
With carbon tetrabromide; triphenylphosphine In acetonitrile at 20℃; for 4h; Cooling with ice;	94%
With carbon tetrabromide; triphenylphosphine In acetonitrile at 0 - 20℃; for 4h; Inert atmosphere;	93%

: 1257583-44-0
3-(benzyloxy)-2,2-bis(benzyloxymethyl)propanoic anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1257583-51-9
1,4-bis(2-(2,2',2''-tris(benzyloxymethyl)ethanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 12h; Inert atmosphere;	94%

: 1613034-66-4
3-(benzyloxy)-2,2-bis(methoxymethyl)propanoic anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1,4-bis(2-(3-benzyloxy-2,2-bis-(methoxymethyl)propanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 12h; Inert atmosphere;	94%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 98-59-9
p-toluenesulfonyl chloride

: 37108-78-4
2,2'-[1,4-phenylenebis(oxy)]bis(ethane-2,1-diyl)bis(4-methylbenzenesulfonate)

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 2h;	90%
With sodium hydroxide In tetrahydrofuran at 0℃; for 2h;	82%
With pyridine; dmap In tetrahydrofuran at 20℃;	72%

: 865813-91-8
C30H36N16O10

: 108-24-7
acetic anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: C58H68N16O20

Conditions

Conditions	Yield
With trifluoroacetic acid at 70℃; for 3.5h;	90%
With trifluoroacetic acid at 70℃; for 3.5h;	90%

...Expand

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 56466-44-5
1,4-dibromo-2,5-di(2'-hydroxyethoxy)benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide In butanone at 65 - 70℃; Inert atmosphere;	90%

: C30H36N16O10

: 108-24-7
acetic anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: C58H68N16O20

Conditions

Conditions	Yield
With trifluoroacetic acid at 70℃; for 3.5h;	90%

...Expand

: 27912-85-2
3-(benzyloxy)propanoic acid

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1,4-bis((3-benzyloxypropanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
Stage #1: 3-(benzyloxy)propanoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-bis(2-hydroxyethoxy)benzene In N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;	89%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 37142-37-3
1,4-Bis(2-chloroethoxy)benzene

Conditions

Conditions	Yield
With pyridine; thionyl chloride at 20℃;	88%
With pyridine; thionyl chloride In toluene for 24h; Heating;

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 888721-91-3
2,2'-(1,4-phenylenedioxo)diethyl diiodide

Conditions

Conditions	Yield
With carbon tetraiodide; triphenylphosphine In acetonitrile at 0 - 20℃; for 3h; Inert atmosphere;	87%
With carbon tetraiodide; triphenylphosphine Inert atmosphere;	83%
Multi-step reaction with 2 steps 1: 94 percent / pyridine / CH2Cl2 / 0 - 20 °C 2: 93 percent / sodium iodide / acetone / Heating View Scheme

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1,4-bis(2-hydroxyethoxy)-2,5-diiodobenzene

Conditions

Conditions	Yield
With Iodine monochloride In methanol at 15℃; for 4h; Reflux;	86%
With potassium iodate; iodine Acidic conditions; Reflux;

: bis-2,2-(5-methyl-2-phenyl-1,3-dioxane-5-carbonyloxy)methyl-3-(5-methyl-2-phenyl-1,3-dioxane-5-carbonyloxy)propanoic acid

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1,4-bis-(2-(2,2,2-tris((cis-5-methyl-r-2-phenyl-1,3-dioxan-5-yl)methanoyloxymethyl)ethanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
Stage #1: bis-2,2-(5-methyl-2-phenyl-1,3-dioxane-5-carbonyloxy)methyl-3-(5-methyl-2-phenyl-1,3-dioxane-5-carbonyloxy)propanoic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Stage #2: 1,4-bis(2-hydroxyethoxy)benzene In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; chemoselective reaction;	82%

Yield

Stage #1: bis-2,2-(5-methyl-2-phenyl-1,3-dioxane-5-carbonyloxy)methyl-3-(5-methyl-2-phenyl-1,3-dioxane-5-carbonyloxy)propanoic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: 1,4-bis(2-hydroxyethoxy)benzene In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; chemoselective reaction;

82%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 471-25-0
Propiolic acid

: 1,4-bis(2-(2-propynyloxy)ethoxy)benzene

Conditions

Conditions	Yield
Stage #1: Propiolic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-bis(2-hydroxyethoxy)benzene In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;	78%

: 2,2'-Bis(2,2'-bis-(2-propynyloxymethyl)propanoyloxymethyl)propanoic anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: C64H78O22

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 12h; Inert atmosphere;	73%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 61960-57-4
3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoylchloride

: benzene-1,4-diylbis(oxyethane-2,1-diyl)bis[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate]

Conditions

Conditions	Yield
With triethylamine In benzene at 20 - 55℃; for 4h;	72%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1,4-bis(2-fluoroethoxy)benzene

Conditions

Conditions	Yield
With pyridine-2-sulfonyl fluoride; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine In toluene at 20℃; for 48h;	72%

: 29305-46-2
4-(2,5-dioxo-2,5-dihydro-1-pyrrol-1-yl)benzoyl chloride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: benzene-1,4-diylbis(oxyethane-2,1-diyl)bis[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate]

Conditions

Conditions	Yield
With triethylamine In benzene at 20 - 55℃; for 4h;	70%

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 65-85-0
benzoic acid

: 1309460-14-7
1,4-bis(2-benzoyloxyethoxy)benzene

Conditions

Conditions	Yield
Stage #1: benzoic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1,4-bis(2-hydroxyethoxy)benzene In N,N-dimethyl-formamide at 20℃; for 5h; Inert atmosphere; chemoselective reaction;	69%

: 2,2'-bis-(2-propynyloxymethyl)propanoyl anhydride

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1,4-bis-2-(2,2'-bis-(((2-propynyloxy)methyl)propanoyloxy)ethoxy)benzene

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃; for 12h; Inert atmosphere;	69%

: 103-82-2
phenylacetic acid

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1309460-16-9
1,4-bis(2-(2-phenylacetyloxy)ethoxy)benzene

Conditions

Conditions	Yield
Stage #1: phenylacetic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1,4-bis(2-hydroxyethoxy)benzene In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; chemoselective reaction;	67%

: 50-00-0
formaldehyd

: 64-19-7
acetic acid

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1244947-44-1
2,2'-(2,5-bis(bromomethyl)-1,4-phenylene)bis(oxy)bis(ethane-2,1-diyl) diacetate

Conditions

Conditions	Yield
With sulfuric acid; sodium bromide at 20℃;	54%

...Expand

: 1035996-09-8
2-(ethyl sulfanylthiocarbonyl sulfanyl)-propionic acid

: 104-38-1
1,4-bis(2-hydroxyethoxy)benzene

: 1035996-15-6
C22H30O6S6

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 23℃; for 6h; Inert atmosphere;	53%

Hydroquinone bis(2-hydroxyethyl)ether Specification

The Ethanol,2,2'-[1,4-phenylenebis(oxy)]bis-, with CAS registry number 104-38-1, belongs to the following product category: Benzene derivates. It has the systematic name of 2,2'-[benzene-1,4-diylbis(oxy)]diethanol. This chemical is a kind of white to off-white crystalline powder or flakes. When use this chemical, avoid contact with skin and eyes.

Physical properties of Ethanol,2,2'-[1,4-phenylenebis(oxy)]bis-: (1)ACD/LogP: 0.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.15; (4)ACD/LogD (pH 7.4): 0.15; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 28.74; (8)ACD/KOC (pH 7.4): 28.74; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 36.92 Å²; (13)Index of Refraction: 1.54; (14)Molar Refractivity: 51.94 cm³; (15)Molar Volume: 165.4 cm³; (16)Polarizability: 20.59×10^-24cm³; (17)Surface Tension: 47.1 dyne/cm; (18)Enthalpy of Vaporization: 66.26 kJ/mol; (19)Vapour Pressure: 1.88E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by benzene-1,4-diol and [1,3]dioxolan-2-one. This reaction will need reagents methanol. benzyl-trimethyl-ammonium hydroxide, dioxane.

Uses of Ethanol,2,2'-[1,4-phenylenebis(oxy)]bis-: it can be used to produce 1,4-bis-(2-bromo-ethoxy)-benzene. This reaction will need reagent PBr₃.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccc(OCCO)cc1)CCO
(2)InChI: InChI=1/C10H14O4/c11-5-7-13-9-1-2-10(4-3-9)14-8-6-12/h1-4,11-12H,5-8H2
(3)InChIKey: WTPYFJNYAMXZJG-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C10H14O4/c11-5-7-13-9-1-2-10(4-3-9)14-8-6-12/h1-4,11-12H,5-8H2
(5)Std. InChIKey: WTPYFJNYAMXZJG-UHFFFAOYSA-N

Product Name

Hydroquinone bis(2-hydroxyethyl)ether

Synthetic route

Hydroquinone bis(2-hydroxyethyl)ether Specification

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