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1,4-Bis(2-hydroxyethoxy)-2-butyne
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Name

1,4-Bis(2-hydroxyethoxy)-2-butyne

 EINECS 216-526-0
CAS No. 1606-85-5 Density 1.148 g/cm3
PSA 58.92000 LogP -0.99240
Solubility N/A Melting Point N/A
Formula C8H14O4 Boiling Point 322.1 °C at 760 mmHg
Molecular Weight 174.197 Flash Point 148.6 °C
Transport Information N/A Appearance clear yellow to brown viscous liquid
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1606-85-5 (1,4-Bis(2-hydroxyethoxy)-2-butyne) Hazard Symbols IrritantXi
Synonyms

Ethanol,2,2'-(2-butynylenedioxy)di- (6CI,7CI,8CI);1,4-Di(b-hydroxyethoxy)-2-butyne;2,2'-(2-Butyne-1,4-diyldioxy)diethanol;2-Butyne-1,4-diol, bis(b-hydroxyethyl) ether;Ferasine;NSC 73709;Butynediol ethoxylate;

Article Data 6

1,4-Bis(2-hydroxyethoxy)-2-butyne Synthetic route

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol ditrityl ether

1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran; methanol at 30℃; Inert atmosphere;73%

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol ditrityl ether

1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran; methanol at 30℃; Inert atmosphere;73%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

1426937-56-5

1,4-bis(2-bromoethoxy)-2-butyne

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0℃; Inert atmosphere;76%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

5292-43-3

bromoacetic acid tert-butyl ester

727729-25-1

3,6,11,14-tetraoxa-8-hexadecyne-1,16-dioic acid di-tert-butyl ester

Conditions
ConditionsYield
Stage #1: 2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 2h;
Stage #2: bromoacetic acid tert-butyl ester In N,N-dimethyl-formamide at 0 - 20℃;		68%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

1311149-75-3

(Z)-2,2'-(but-2-ene-1,4-diylbis(oxy))diethanol

Conditions
ConditionsYield
Stage #1: 2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol With pyridine In ethyl acetate at 20℃; for 1h; Inert atmosphere;
Stage #2: With hydrogen In ethyl acetate at 20℃; for 24h; Inert atmosphere;		60%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

1,3,6,11-tetraoxa-2-thiacyclotridec-8-yne 2-oxide

Conditions
ConditionsYield
With dmap; thionyl chloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Inert atmosphere;50%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

13992-25-1

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate

1426937-70-3

C22H33N3O13

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) In 1,4-dioxane at 20℃; Inert atmosphere;45%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

21159-68-2

2,2’-(butane-1,4-diylbis(oxy))bis(ethan-1-ol)

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 48h;42%
1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

1172114-49-6

C18H22O8

1200091-24-2

C26H32O10

Conditions
ConditionsYield
With Chirazyme-L9; sodium sulfate In tert-butyl methyl ether at 45℃; for 120h;40%
23103-34-6

2,3,4-tri-O-acetyl-6-azido-6-deoxy-α-D-glucopyranosyl-(1→1)-2,3,4-tri-O-acetyl-6-azido-6-deoxy-α-D-glucopyranoside

1606-85-5

2,2'-(but-2-yne-1,4-diylbis(oxy))diethanol

1426937-72-5

C40H60N6O23

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) In 1,4-dioxane at 20℃; Inert atmosphere;35%

1,4-Bis(2-hydroxyethoxy)-2-butyne Specification

The Ethanol,2,2'-[2-butyne-1,4-diylbis(oxy)]bis-, with CAS registry number 1606-85-5, belongs to the following product categories: (1)Acetylenes; (2)Acetylenic Alcohols & Their Derivatives. It has the systematic name of 2,2'-[but-2-yne-1,4-diylbis(oxy)]diethanol. This chemical is a kind of clear yellow to brown viscous liquid.

Physical properties of Ethanol,2,2'-[2-butyne-1,4-diylbis(oxy)]bis-: (1)ACD/LogP: -0.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.73; (4)ACD/LogD (pH 7.4): -0.73; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9.57; (8)ACD/KOC (pH 7.4): 9.57; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 36.92 Å2; (13)Index of Refraction: 1.487; (14)Molar Refractivity: 43.67 cm3; (15)Molar Volume: 151.6 cm3; (16)Polarizability: 17.31×10-24cm3; (17)Surface Tension: 49 dyne/cm; (18)Enthalpy of Vaporization: 65.36 kJ/mol; (19)Vapour Pressure: 2.28E-05 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Ethanol,2,2'-[2-butyne-1,4-diylbis(oxy)]bis- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC#CCOCCO)CCO
(2)InChI: InChI=1/C8H14O4/c9-3-7-11-5-1-2-6-12-8-4-10/h9-10H,3-8H2
(3)InChIKey: IXAWTPMDMPUGLV-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C8H14O4/c9-3-7-11-5-1-2-6-12-8-4-10/h9-10H,3-8H2
(5)Std. InChIKey: IXAWTPMDMPUGLV-UHFFFAOYSA-N

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