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1570-95-2

Basic Information
CAS No.: 1570-95-2
Name: 2-Phenyl-1,3-propanediol
Article Data: 57
Molecular Structure:
Molecular Structure of 1570-95-2 (2-Phenyl-1,3-propanediol)
Formula: C9H12O2
Molecular Weight: 152.193
Synonyms: NSC 78023;
EINECS: 411-810-2
Density: 1.131 g/cm3
Melting Point: 53-56 °C
Boiling Point: 310.6 °C at 760 mmHg
Flash Point: 153.8 °C
Appearance: white powder
Hazard Symbols: IrritantXi
Risk Codes: 41
Safety: 26-39
PSA: 40.46000
LogP: 0.75480
Synthetic route
83-13-6

diethyl 2-phenylmalonate

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran for 2h; Mechanism; Product distribution; Ambient temperature; other reducing agents, var. time;100%
With diisobutylaluminium hydride In tetrahydrofuran for 2h; Ambient temperature;100%
Stage #1: diethyl 2-phenylmalonate With sodium hydroxide In tetrahydrofuran; water at 145℃; under 2280.15 Torr; for 0.933333h; Inert atmosphere;
Stage #2: With tetrabutyl-ammonium chloride In tetrahydrofuran; water for 0.183333h; Inert atmosphere;
Stage #3: With sodium hydroxide In tetrahydrofuran; water; toluene at 156℃; under 3800.26 Torr; for 3.13333h; Solvent; Temperature; Pressure; Inert atmosphere;
99.6%
17838-69-6

ethyl 3-oxo-2-phenylpropanoate

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethyl acetate; toluene at 50 - 55℃;99.11%

C19H28O4

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With water; Selectfluor In acetonitrile at 20℃; for 5h;94%
33315-63-8

monomethyl phenylmalonate

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With sodium tetrahydroborate; bromine In 1,2-dimethoxyethane at -10 - 20℃; for 0.5h;92%
2613-89-0

phenylmalonic acid

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With borane In tetrahydrofuran at -30℃; for 144h;91%
With borane In tetrahydrofuran at 0℃; Mechanism; other malonic acids; var. temperatures;85%
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In toluene at 60℃; for 15h; Inert atmosphere;54%
With borane-THF In tetrahydrofuran at 0℃; Mechanism; other phenyl carboxylic acids; var. temp.;
In tetrahydrofuran

2-(4-methoxy-phenyl)-5-phenyl-[1,3]dioxane

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With water; Selectfluor In acetonitrile at 20℃; for 5h;90%
466680-46-6

2-phenyl-3-(tetrahydropyran-2-yloxy)propan-1-ol

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
With water; Selectfluor In acetonitrile at 20℃; for 5h;89%

C18H21NO2

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
In methanol for 0.5h; UV-irradiation;89%

C18H38OSi4

1570-95-2

2-phenylpropane-1, 3-diol

Conditions
ConditionsYield
Stage #1: C18H38OSi4 With tetrabutyl ammonium fluoride In dihydrogen peroxide at 20℃;
Stage #2: With potassium hydrogencarbonate In methanol at 65℃;
88%

α-fluorophenylmalonate dipotassium salt

A

1570-95-2

2-phenylpropane-1, 3-diol

B

211506-14-8

2-fluoro-2-phenyl-1,3-propanediol

Conditions
ConditionsYield
Stage #1: α-fluorophenylmalonate dipotassium salt With hydrogenchloride In tetrahydrofuran; 1,4-dioxane at 0 - 10℃; for 0.5h;
Stage #2: With diborane In tetrahydrofuran; 1,4-dioxane at 2.5 - 20℃; for 18 - 24h; Product distribution / selectivity;
A n/a
B 85%
Stage #1: α-fluorophenylmalonate dipotassium salt With diborane In tetrahydrofuran at 20℃;
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
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Specification

The systematic name of 1,3-Propanediol,2-phenyl- is 2-phenylpropane-1,3-diol. With the CAS registry number 1570-95-2, it is also named as 2-Phenyl-1,3-propanediol. The product's categories are Organic Building Blocks; Oxygen Compounds; Polyols. It is white powder which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.48; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 18.46 Å2; (7)Index of Refraction: 1.56; (8)Molar Refractivity: 43.5 cm3; (9)Molar Volume: 134.5 cm3; (10)Polarizability: 17.24×10-24 cm3; (11)Surface Tension: 48.9 dyne/cm; (12)Density: 1.131 g/cm3; (13)Flash Point: 153.8 °C; (14)Enthalpy of Vaporization: 58.23 kJ/mol; (15)Boiling Point: 310.6 °C at 760 mmHg; (16)Vapour Pressure: 0.000255 mmHg at 25°C.

Preparation of 1,3-Propanediol,2-phenyl-: It can be obtained by phenylmalonic acid diethyl ester. This reaction which is a kind of reduction needs reagent LAH and solvent diethyl ether by heating. The reaction time is 3 hours. The yield is 84%.

Uses of 1,3-Propanediol,2-phenyl-: It is used as intermediate of anticonvulsant Felbamate. It also can react with acetoxyethene to get (R)-1-acetoxy-3-hydroxy-2-phenylpropane. This reaction needs reagent 3 Angstroem sieves at temperature of 0 °C. The reaction time is 14.8 hours. The yield is 72%.

When you are using this chemical, please be cautious about it as the following:
It has risk of serious damage to the eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear eye / face protection.

People can use the following data to convert to the molecule structure. 
1. SMILES:OCC(c1ccccc1)CO
2. InChI:InChI=1/C9H12O2/c10-6-9(7-11)8-4-2-1-3-5-8/h1-5,9-11H,6-7H2
3. InChIKey:BPBDZXFJDMJLIB-UHFFFAOYAJ