2-Phenyl-1,3-propanediol supplier

Name
2-Phenyl-1,3-propanediol
EINECS 411-810-2
CAS No. 1570-95-2
Article Data57
CAS DataBase
Density 1.131 g/cm³
Solubility
Melting Point 53-56 °C
Formula C₉H₁₂O₂
Boiling Point 310.6 °C at 760 mmHg
Molecular Weight 152.193
Flash Point 153.8 °C
Transport Information
Appearance white powder
Safety 26-39
Risk Codes 41
Molecular Structure
Hazard Symbols Xi
Synonyms NSC 78023;
PSA 40.46000
LogP 0.75480

Synthetic route

: 83-13-6
diethyl 2-phenylmalonate

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
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

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

: C19H28O4

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With water; Selectfluor In acetonitrile at 20℃; for 5h;	94%

: 33315-63-8
monomethyl phenylmalonate

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: C18H21NO2

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

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

: C18H38OSi4

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
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

Conditions	Yield
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;

: C30H35NO4

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
In methanol; acetonitrile UV-irradiation;	74%

: 5894-79-1
methyl 2-formyl-2-phenylacetate

: 108-10-1
4-methyl-2-pentanone

: 2258-42-6
Acetic formic anhydride

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With hydrogenchloride; sodium borohydrid; tetrabutyl-ammonium chloride; sodium carbonate In tert-butyl methyl ether; water	70.05%

...Expand

: 26591-66-2
2-phenyl-1,3-propanedial

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride	46%

: 83-13-6
diethyl 2-phenylmalonate

A: 60-12-8
2-phenylethanol

B: 1570-95-2
2-phenylpropane-1, 3-diol

C: 101-97-3
Ethyl 2-phenylethanoate

Conditions

Conditions	Yield
With Na(PEG-400)2BH2 In tetrahydrofuran at 80℃; for 4h;	A 45% B 10% C 12%
With Na(PEG-400)2BH2 In tetrahydrofuran at 80℃; for 4h;	A 45% B 15% C 12%

...Expand

: 2613-89-0
phenylmalonic acid

A: 60-12-8
2-phenylethanol

B: 1123-85-9
(RS)-2-phenyl-1-propanol

C: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating; Yield given. Title compound not separated from byproducts;	A n/a B n/a C 33%
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating; Yields of byproduct given;	A n/a B n/a C 33%

...Expand

: 83-13-6
diethyl 2-phenylmalonate

A: 60-12-8
2-phenylethanol

B: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate; sodium dihydrogenphosphate	A 10% B n/a
With ethanol; copper oxide-chromium oxide at 150℃; under 257428 Torr; Hydrogenation;

: 56-81-5
glycerol

: 71-43-2
benzene

A: 1570-95-2
2-phenylpropane-1, 3-diol

B: 3536-29-6
2,3-diphenyl-1-propanol

Conditions

Conditions	Yield
With aluminium trichloride

...Expand

: 98017-92-6
2-phenyl-1,3-propanediol diacetate

A: 1570-95-2
2-phenylpropane-1, 3-diol

B: 126986-28-5
3-acetoxy-2-phenyl propanol

Conditions

Conditions	Yield
1,3-disubstituted tetraalkyldistannoxane (X = Y = Cl) In methanol; chloroform for 48h; Ambient temperature; Yield given;

: Butyric acid 3-butyryloxy-2-phenyl-propyl ester

A: 1570-95-2
2-phenylpropane-1, 3-diol

B: (S)-2-phenyl-3-hydroxypropyl butyrate

Conditions

Conditions	Yield
With sodium hydroxide; potassium chloride In tetrahydrofuran porcine pancreatic lipase;

: 37434-59-6
dimethyl 2-phenylmalonate

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 22h; Ambient temperature; Yield given;
With lithium aluminium tetrahydride In diethyl ether

: 64-17-5
ethanol

: 83-13-6
diethyl 2-phenylmalonate

copper oxide-chromium oxide catalyst: copper oxide-chromium oxide catalyst

A: 60-12-8
2-phenylethanol

B: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
at 150℃; under 257428 Torr; Hydrogenation;

...Expand

: 98017-92-6
2-phenyl-1,3-propanediol diacetate

A: 1570-95-2
2-phenylpropane-1, 3-diol

B: 110270-51-4
(R)-1-acetoxy-3-hydroxy-2-phenylpropane

Conditions

Conditions	Yield
Bacillus cereus 809A In phosphate buffer at 30℃; pH=7.0; Title compound not separated from byproducts.;

: 2-methoxy-2-phenyl-1,3-propanediol

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
palladium-carbon In ethanol; toluene

: 5428-02-4
2-nitro-2-phenyl-propane-1,3-diol

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
palladium In methanol; hydrogen; toluene

: 105-53-3
diethyl malonate

: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 12h; Heating / reflux;

: 1079921-26-8
2-(2-hydroxy-5-methoxyphenyl)-5-phenyl-1,3-dioxane

A: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

B: 1570-95-2
2-phenylpropane-1, 3-diol

Conditions

Conditions	Yield
With water In methanol at 20℃; Quantum yield; Irradiation;	A n/a B 59 %Chromat.

: 1570-95-2
2-phenylpropane-1, 3-diol

: 108-24-7
acetic anhydride

: 98017-92-6
2-phenyl-1,3-propanediol diacetate

Conditions

Conditions	Yield
With pyridine Acetylation;	100%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 3h; Acetylation;	93%
With sulfuric acid
With triethylamine; dmap In dichloromethane for 1h; Ambient temperature; Yield given;
With pyridine at 20℃; Acetylation;

: 110-87-2
3,4-dihydro-2H-pyran

: 1570-95-2
2-phenylpropane-1, 3-diol

: C19H28O4

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In ethyl acetate at 20℃; for 1h;	98%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 769-78-8
vinyl benzoate

: (S)-3-hydroxy-2-phenylpropyl benzoate

Conditions

Conditions	Yield
With (S,S)-2,6-bis{2-[hydroxy(biphenyl-4-yl)methyl]pyrrolidin-1-ylmethyl}-4-methylphenol; diethylzinc In toluene at -15℃; Inert atmosphere; optical yield given as %ee;	94%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 6609-64-9
2-Chloro-2-oxo-1,3,2-dioxaphospholane

: C13H18O8P2

Conditions

Conditions	Yield
Stage #1: 2-phenylpropane-1, 3-diol In dichloromethane at 20℃; for 0.5h; Stage #2: 2-Chloro-2-oxo-1,3,2-dioxaphospholane In dichloromethane at 0 - 20℃; for 12h;	93%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 822-39-9
2-chloro-1,3,2-dioxaphospholan

: C13H18O6P2

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 12h;	93%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 124-63-0
methanesulfonyl chloride

: 64923-68-8
2-phenylpropane-1,3-diyl dimethanesulfonate

Conditions

Conditions	Yield
With pyridine at 20℃; for 24h;	90%
With pyridine In dichloromethane at 0 - 20℃;
With triethylamine In dichloromethane at 0℃; Inert atmosphere;

: 1570-95-2
2-phenylpropane-1, 3-diol

: 59276-34-5
3,5-dimethoxybenzaldehyde dimethyl acetal

: C18H20O4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 7h; Inert atmosphere;	90%

: 6296-95-3
1,1,2-triphenyl-1,2-ethanediol

: 1570-95-2
2-phenylpropane-1, 3-diol

A: 119-61-9
benzophenone

B: 80001-45-2
2,5-Diphenyl-1,3-dioxane

Conditions

Conditions	Yield
With PTAB; N-benzyl-N,N,N-triethylammonium chloride; antimony(III) bromide In dimethyl sulfoxide at 20℃; for 42h;	A 89% B 85%

...Expand

: 1570-95-2
2-phenylpropane-1, 3-diol

: 1125-88-8
benzaldehyde dimethyl acetal

: trans-2,5-diphenyl-1,3-dioxane

Conditions

Conditions	Yield
With zinc(II) chloride In chloroform at 20℃; Inert atmosphere;	88%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 98-80-6
phenylboronic acid

: C15H15BO2

Conditions

Conditions	Yield
In toluene for 6h; Reflux; Dean-Stark;	88%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 3395-81-1
4-chlorobenzaldehyde dimethyl acetal

: trans-2-(4-chlorophenyl)-5-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With zinc(II) chloride In chloroform at 20℃; Inert atmosphere;	87%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 939-99-1
4-trifluoromethylbenzyl chloride

: (S)-2-phenyl-3-(p-trifluoromethylbenzyloxy)propan-1-ol

Conditions

Conditions	Yield
With (R)-2,4-dimethyl-7-(2-(trityloxy)naphthalen-1-yl)-5H-benzo[c]naphtho[2,3-e][1,2]oxaborinin-5-ol; potassium carbonate; potassium iodide In acetonitrile at 20℃; for 24h; Sealed tube; enantioselective reaction;	87%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 67168-95-0
1-(1,3-dichloropropan-2-yl)benzene

Conditions

Conditions	Yield
With pyridine; p-toluenesulfonyl chloride at 100 - 110℃;	85%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: trans-2-(4-methoxyphenyl)-5-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With zinc(II) chloride In chloroform at 20℃; Inert atmosphere;	85%

: 1445-45-0
Trimethyl orthoacetate

: 1570-95-2
2-phenylpropane-1, 3-diol

: 126986-28-5
3-acetoxy-2-phenyl propanol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid	85%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 10272-07-8
3,5-Dimethoxyaniline

: C17H15NO2

Conditions

Conditions	Yield
With tetrafluoroboric acid diethyl ether; {[(PCy3)(CO)RuH]4(μ-O)(μ-OH)2}; cyclopentene In 1,4-dioxane at 150℃; for 14h; Sealed tube; Schlenk technique; Inert atmosphere; regioselective reaction;	84%

: 24424-99-5
di-tert-butyl dicarbonate

: 1570-95-2
2-phenylpropane-1, 3-diol

: carbonic acid tert-butyl ester 3-hydroxy-2-phenyl-propyl ester

Conditions

Conditions	Yield
With cerium(III) chloride In tetrahydrofuran	83%

: 1570-95-2
2-phenylpropane-1, 3-diol

: 85291-68-5
(1,3-dibromopropan-2-yl)benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 20℃; for 4.5h; Inert atmosphere;	81%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 20℃; for 2h; Schlenk technique;	79%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h;	66%
With pyridine; phosphorus tribromide

2-Phenyl-1,3-propanediol 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

Product Name

2-Phenyl-1,3-propanediol

Synthetic route

2-Phenyl-1,3-propanediol Specification

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