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5754-34-7

Basic Information
CAS No.: 5754-34-7
Name: 4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE
Article Data: 64
Molecular Structure:
Molecular Structure of 5754-34-7 (4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE)
Formula: C7H14O3
Molecular Weight: 146.186
Synonyms: 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol;2,2-Dimethyl-1,3-dioxolan-4-ethanol;4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane;dl-1,2-Isopropylidene-1,2,4-butanetriol;Acetone cyclic(2-hydroxyethyl)ethylene acetal;
Density: 1.29g/cm3
Boiling Point: 614.9°Cat760mmHg
Flash Point: 325.7°C
PSA: 38.69000
LogP: 0.52030
Synthetic route
3068-00-6

D,L-1,2,4-butanetriol

67-64-1

acetone

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 4h;98%
With toluene-4-sulfonic acid at 20℃; for 20h;97%
With toluene-4-sulfonic acid86%
167629-45-0

4-[2-(4-methoxy-benzyloxy)ethyl]-2,2-dimethyl-[1,3]dioxolane

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water90%
3068-00-6

D,L-1,2,4-butanetriol

77-76-9

2,2-dimethoxy-propane

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With camphor-10-sulfonic acid85%
With camphor-10-sulfonic acid In acetonitrile at 20℃;80%
Stage #1: D,L-1,2,4-butanetriol; 2,2-dimethoxy-propane With pyridinium p-toluenesulfonate In acetone at 20℃; for 4h; Reflux;
Stage #2: In methanol at 0℃; for 12h;
74%
methylene chloride (CH2 Cl2)

methylene chloride (CH2 Cl2)

para-toluene sulfonic acid (p-TsOH)

para-toluene sulfonic acid (p-TsOH)

3068-00-6

D,L-1,2,4-butanetriol

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With magnesium sulfate In methanol; water; acetone75%

tert-butyl-[2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethoxy]-dimethyl-silane

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With acetonyltriphenylphosphonium bromide In methanol; dichloromethane at 20℃; for 0.25h;72%
3068-00-6

D,L-1,2,4-butanetriol

116-11-0

2-Methoxypropene

A

56476-33-6

(2,2-dimethyl-[1,3]dioxan-4-yl)-methanol

B

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

C

2-(2,2-dimethyl-1,3-dioxolan-4-ylethoxy)-2-methoxypropane

D

2-(2,2-dimethyl-1,3-dioxan-4-ylmethoxy)-2-methoxypropane

E

2,2-bis(2,2-dimethyl-1,3-dioxolan-4-ylethoxy)propane

Conditions
ConditionsYield
With butyltin(IV) chloride dihydroxide for 90h; Product distribution; Ambient temperature; var. of reagent, ratio, time, further with 2,2-dimethoxypropane;A 3.0 g
B 13.3 g
C n/a
D n/a
E 0.4 g
83141-42-8

2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
reduction;
3068-00-6

D,L-1,2,4-butanetriol

77-76-9

2,2-dimethoxy-propane

67-64-1

acetone

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid
3068-00-6

D,L-1,2,4-butanetriol

67-64-1

acetone

A

56476-33-6

(2,2-dimethyl-[1,3]dioxan-4-yl)-methanol

B

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
toluene-4-sulfonic acid Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With toluene-4-sulfonic acid Yield given. Yields of byproduct given. Title compound not separated from byproducts;
3068-00-6

D,L-1,2,4-butanetriol

77-76-9

2,2-dimethoxy-propane

A

56476-33-6

(2,2-dimethyl-[1,3]dioxan-4-yl)-methanol

B

5754-34-7

4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In acetone at 20℃; for 0.5h;
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  • 5754-34-7  CAS NO.5754-34-7

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    5754-34-7 CAS NO.5754-34-7

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  • 2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol

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Specification

The 1,3-Dioxolane-4-ethanol,2,2-dimethyl-, with CAS registry number 5754-34-7, has the systematic name of 2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol. Besides this, it is also called 4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane. And the chemical formula of this chemical is C7H14O3.

Physical properties of 1,3-Dioxolane-4-ethanol,2,2-dimethyl-: (1)ACD/LogP: -0.05; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 18; (6)ACD/KOC (pH 7.4): 18; (7)#H bond acceptors: 3; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 38.69 Å2; (11)Index of Refraction: 1.429; (12)Molar Refractivity: 37.229 cm3; (13)Molar Volume: 144.295 cm3; (14)Polarizability: 14.759×10-24cm3; (15)Surface Tension: 35.919 dyne/cm; (16)Density: 1.013 g/cm3; (17)Flash Point: 92.192 °C; (18)Enthalpy of Vaporization: 50.886 kJ/mol; (19)Boiling Point: 201.157 °C at 760 mmHg; (20)Vapour Pressure: 0.077 mmHg at 25°C.

Preparation: this chemical can be prepared by propan-2-one and butane-1,2,4-triol. This reaction will need reagents CuSO4, cc. H2SO4. The reaction time is 2 hour(s). The yield is about 68%.

Uses of 1,3-Dioxolane-4-ethanol,2,2-dimethyl-: it can be used to produce (2,2-dimethyl-[1,3]dioxolan-4-yl)-acetaldehyde. This reaction will need reagents PCC, camphorsulfonic acid and solvent CH2Cl2. The reaction time is 3 hour(s). The yield is about 74%.

You can still convert the following datas into molecular structure:
(1)SMILES: OCC[C@@H]1OC(OC1)(C)C
(2)InChI: InChI=1/C7H14O3/c1-7(2)9-5-6(10-7)3-4-8/h6,8H,3-5H2,1-2H3/t6-/m0/s1
(3)InChIKey: YYEZYENJAMOWHW-LURJTMIEBC
(4)Std. InChI: InChI=1S/C7H14O3/c1-7(2)9-5-6(10-7)3-4-8/h6,8H,3-5H2,1-2H3/t6-/m0/s1
(5)Std. InChIKey: YYEZYENJAMOWHW-LURJTMIESA-N