Product Name

  • Name

    (S)-(+)-1,2-Propanediol

  • EINECS
  • CAS No. 4254-15-3
  • Article Data116
  • CAS DataBase
  • Density 1.036 g/cm3
  • Solubility soluble in water
  • Melting Point -59 °C
  • Formula C3H8O2
  • Boiling Point 184.8 °C at 760 mmHg
  • Molecular Weight 76.0953
  • Flash Point 107.2 °C
  • Transport Information
  • Appearance Colorless to light yellow liquid
  • Safety 24/25-36/37/39-26
  • Risk Codes 36/37/38-22
  • Molecular Structure Molecular Structure of 4254-15-3 ((S)-(+)-1,2-Propanediol)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,2-Propanediol,(S)-(+)- (8CI);(+)-(S)-1,2-Propanediol;(+)-1,2-Propanediol;(S)-(+)-Propane-1,2-diol;(S)-(+)-Propylene glycol;(S)-1,2-Propanediol;(S)-2-Hydroxy-1-propanol;(S)-2-Hydroxypropanol;(S)-Propylene glycol;1,2(S)-Propanediol;3-Deoxy-sn-glycerol;L-(+)-Propanediol;L-(+)-Propyleneglycol;L-1,2-Propanediol;d-Propylene glycol;
  • PSA 40.46000
  • LogP -0.64050

Synthetic route

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); hydrogen bromide; hydrogen; (S)-[(5,6),(5’,6’)-bis(ethylenedioxy)biphenyl-2,2’ diyl]bis(diphenylphosphine) In ethanol; water at 60℃; under 825.083 Torr; for 1h; pH=1.34; Catalytic behavior; Pressure; Temperature; pH-value; Reagent/catalyst; Autoclave;100%
With hydrogen; RuBr2[(S)-(C6H2OCH2CH2OP(C6H5)2)2] In methanol at 80℃; under 22501.8 Torr; for 40h;89%
With potassium hydroxide; ammonium formate; 2-hydroxyethanethiol In water for 216h; GDH, FDH, NAD, pH = 7.5 - 8.3;50%
(4S,1'R,2'S)-N(3)-[1'-(m-chlorobenzoyl)-2'-hydroxy-propan-1'-yl]-4-phenyl-5,5-dimethyloxazolidin-2-one
1067232-34-1

(4S,1'R,2'S)-N(3)-[1'-(m-chlorobenzoyl)-2'-hydroxy-propan-1'-yl]-4-phenyl-5,5-dimethyloxazolidin-2-one

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
168297-84-5

(4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol for 0.166667h;A 37%
B 99%
(S)-Ethyl lactate
687-47-8

(S)-Ethyl lactate

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 0.5h; Heating;97%
Stage #1: (S)-Ethyl lactate With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 4h;
Stage #2: With water In tetrahydrofuran; diethyl ether at 0℃;
86%
With lithium aluminium tetrahydride In diethyl ether80%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 30h;96%
(S)-Methyl lactate
27871-49-4

(S)-Methyl lactate

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 2.25h;90%
With lithium aluminium tetrahydride In tetrahydrofuran at 25℃; for 1h;
With hydrogen; Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr;77 % Spectr.
(S)-1-triphenylmethoxypropan-2-ol
85550-19-2

(S)-1-triphenylmethoxypropan-2-ol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With silica gel supported sodium hydrogen sulfate In methanol; dichloromethane at 20℃;81%
(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propan-1-ol
76946-21-9

(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propan-1-ol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With hydrogenchloride In methanol for 12h;80%
L,L-dilactide
4511-42-6

L,L-dilactide

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With [RuH(CO)(BPy-tPNN*)]; hydrogen In tetrahydrofuran at 110℃; under 38002.6 Torr; for 12h; Inert atmosphere;73%
With hydrogen In methanol at 100℃; under 112511 Torr; for 15h; Autoclave; stereoselective reaction;80 %Chromat.
(S)-1-(9H-fluoren-9-yloxy)propan-2-ol
1369852-90-3

(S)-1-(9H-fluoren-9-yloxy)propan-2-ol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol73%
(R)-3-tosyloxy-1,2-propanediol
41274-09-3

(R)-3-tosyloxy-1,2-propanediol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 4h;72%
(S)-2-(benzyloxy)propan-1-ol
33106-64-8

(S)-2-(benzyloxy)propan-1-ol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol for 1h;70%
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol for 1h; Product distribution; reactions of derivatives;70%
(S)-2-O-(4'-methoxybenzyl)propan-1,2-diol
122151-36-4

(S)-2-O-(4'-methoxybenzyl)propan-1,2-diol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol for 1h;60%
(S)-2-(p-chlorobenzyloxy)-1-propanol
122151-37-5

(S)-2-(p-chlorobenzyloxy)-1-propanol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol for 1h;56%
methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(R)-propylene oxide
15448-47-2

(R)-propylene oxide

Conditions
ConditionsYield
With [(R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(III) acetate; water at 0 - 20℃; for 12h;A 50%
B 48%
With [(R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(III) acetate; water at 0 - 20℃; for 14h;A 50%
B 44%
With water; Cr(III)-endo,endo-2,5-diaminonorbornane-salen at 1℃; for 34h;A 48%
B 45%
methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(S)-Propylene oxide
16088-62-3

(S)-Propylene oxide

Conditions
ConditionsYield
With C72H102Co2F12N4O12P2; water at 0 - 20℃; for 2.5h; optical yield given as %ee;A 50%
B 43%
With (R,R)-N,N′-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminocobalt(III) acetate In water at 0℃; for 14h; Inert atmosphere;A 43%
B 45%
methyloxirane
75-56-9, 16033-71-9

methyloxirane

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With water In tetrahydrofuran at 0 - 20℃; for 18h; Catalytic behavior; Reagent/catalyst; enantioselective reaction;49%
With (R,R)-(-)-N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II); water; acetic acid In toluene at 0 - 20℃;41%
Co(Salen)/SBA-16-C8 In tetrahydrofuran; water at 9.84℃; for 28h;
L-Lactic acid
79-33-4

L-Lactic acid

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran48.6%
With lithium aluminium tetrahydride
With sulfuric acid; hydrogen; platinum(IV) oxide; rhenium(VII) oxide In water at 80℃; under 150015 Torr; for 5h; Product distribution / selectivity;n/a
With sulfuric acid; hydrogen; platinum(IV) oxide In water at 80℃; under 150015 Torr; for 5h; Product distribution / selectivity;
methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(2R)-propane-1,2-diol
4254-14-2

(2R)-propane-1,2-diol

C

(S)-Propylene oxide
16088-62-3

(S)-Propylene oxide

Conditions
ConditionsYield
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water at 20℃; for 14h;A n/a
B n/a
C 46%
With water; (R,R)-[Co(salen)]2*GaCl3 at 20℃; for 3h;A n/a
B n/a
C 43%
With Aspergillus niger epoxide hydrolases immobilized onto modified Eupergit C In aq. phosphate buffer; dimethyl sulfoxide at 25℃; for 4h; pH=6.5; Kinetics; Reagent/catalyst; pH-value; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
C 43%
methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(2R)-propane-1,2-diol
4254-14-2

(2R)-propane-1,2-diol

C

(R)-propylene oxide
15448-47-2

(R)-propylene oxide

Conditions
ConditionsYield
With water; chiral ((substituted salen)Co)2-InCl3 at 20℃; for 2h;A n/a
B n/a
C 45%
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water In tetrahydrofuran at 19.84℃; for 3h; Kinetics; Reagent/catalyst; Solvent; optical yield given as %ee; enantioselective reaction;A n/a
B n/a
C 43%
With water; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; (R,R)-(salen)Co(III)(OAc) In tetrahydrofuran at 20℃; for 24h;
fluorous (R,R)-(salen)cobalt(III) In water at 25℃; for 24h; Title compound not separated from byproducts;
methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(R)-propylene oxide
15448-47-2

(R)-propylene oxide

C

(S)-Propylene oxide
16088-62-3

(S)-Propylene oxide

Conditions
ConditionsYield
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; (salen)Co(III)-ZnCl2; water In dichloromethane at 19.84℃; for 3h; Kinetics; Reagent/catalyst; Solvent; optical yield given as %ee; enantioselective reaction;A 43%
B n/a
C n/a
With 4CF3O3S(1-)*Co(3+)*Y(3+)*C36H52N2O2(2-); water In neat (no solvent) at 20℃; for 6h; Overall yield = 23 %; enantioselective reaction;A n/a
B n/a
C n/a
(S)-1-[bis(4-methoxyphenyl)methoxy]propan-2-ol
1169946-48-8

(S)-1-[bis(4-methoxyphenyl)methoxy]propan-2-ol

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

4,4'-dianisylmethane
726-18-1

4,4'-dianisylmethane

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol for 2h;A 13%
B n/a
(R)-3-iodo-1,2-propanediol
40425-15-8

(R)-3-iodo-1,2-propanediol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With sodium hydroxide; nickel Hydrogenation;
(S)-1-O-benzoyl-1,2-dihydroxypropane
141396-05-6

(S)-1-O-benzoyl-1,2-dihydroxypropane

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With sodium hydroxide at 125℃;
formaldehyd
50-00-0

formaldehyd

methyloxirane
75-56-9, 16033-71-9

methyloxirane

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
at 50℃; Erwaermen des Reaktionsgemisches mit Salzsaeure; dextrorotatory form;
propylene glycol
57-55-6

propylene glycol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

2-Oxo-propionic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
951-98-4

2-Oxo-propionic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

ethyl (S)-2-acetyloxypropanoate
20918-91-6

ethyl (S)-2-acetyloxypropanoate

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating;
(S)-(-)-2-hydroxy-2,3,3-trimethylbutanoic acid
918-10-5

(S)-(-)-2-hydroxy-2,3,3-trimethylbutanoic acid

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

1-Dimethylsilanyloxy-propan-2-one
141859-89-4

1-Dimethylsilanyloxy-propan-2-one

A

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

B

(2R)-propane-1,2-diol
4254-14-2

(2R)-propane-1,2-diol

Conditions
ConditionsYield
With potassium carbonate; 1,2-bis((2R,5R)-2,5-diethylphosphoranylidene)benzene 1) CH2Cl2, 2 h, 20-25 deg C, 2) MeOH, 4 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With potassium carbonate; (-)-1,2-bis[(2R,5R)-2,5-diisoprohylphospholano]benzene 1) CH2Cl2, 2 h, 20-25 deg C, 2) MeOH, 4 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With potassium carbonate; (-)-1,2-bis[(2R,5R)-2,5-diisoprohylphospholano]benzene Product distribution; multistep reaction: asymmetric intramolecular hydrosilylation of hydroxyketones; other catalysts aand silylketones;
1-O-β-D-glucosyl-(2S)-propylene glycol
162427-78-3

1-O-β-D-glucosyl-(2S)-propylene glycol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

Conditions
ConditionsYield
With β-galactosidase In various solvent(s) at 35℃;
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

(2S)-1-tetrahydropyranyloxy-2-hydroxypropane
81601-30-1

(2S)-1-tetrahydropyranyloxy-2-hydroxypropane

Conditions
ConditionsYield
With hydrogenchloride for 24h; Product distribution; Ambient temperature; regioselective pyranylation of (S)-1,2-propanediol;99%
With hydrogenchloride for 24h; Ambient temperature;98%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

(S)-(+)-4-methyl[1,3]dioxolan-2-one
51260-39-0

(S)-(+)-4-methyl[1,3]dioxolan-2-one

Conditions
ConditionsYield
With sodium methylate In methanol at 60 - 115℃; for 25h;97%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(2S)-1-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-2-propanol
113534-13-7

(2S)-1-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-2-propanol

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 4h;96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In dichloromethane for 5h; Ambient temperature;90%
With dmap; triethylamine In dichloromethane at 22℃; for 18h;90%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

trityl chloride
76-83-5

trityl chloride

(S)-1-triphenylmethoxypropan-2-ol
85550-19-2

(S)-1-triphenylmethoxypropan-2-ol

Conditions
ConditionsYield
With pyridine for 7h; Ambient temperature;93%
With triethylamine In dichloromethane at 0 - 20℃;76%
With dmap; triethylamine In dichloromethane; N,N-dimethyl-formamide for 8h; Ambient temperature;60%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 16h;
With dmap; triethylamine In dichloromethane at 23℃; for 14h;
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

(R)-1-O-<(p-methoxyphenyl)diphenylmethyl>-1,2-propanediol
129247-67-2, 138247-71-9

(R)-1-O-<(p-methoxyphenyl)diphenylmethyl>-1,2-propanediol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere;93%
With dmap; triethylamine In dichloromethane; ethyl acetate 1.) 0 deg C, 30 min, 2.) RT, 15 h;
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

C14H12I(1+)*C2F3O2(1-)

C14H12I(1+)*C2F3O2(1-)

(S)-1-(((R)-2'-iodo-6,6'-dimethyl-[1,1'-biphenyl]-2-yl)oxy)propan-2-ol

(S)-1-(((R)-2'-iodo-6,6'-dimethyl-[1,1'-biphenyl]-2-yl)oxy)propan-2-ol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate); triethylamine; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In 1,2-dichloro-ethane at 40℃; for 24h; Inert atmosphere; Schlenk technique; diastereoselective reaction;93%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

(S)-(+)-4-methyl-2,2-dioxo-1,3,2-dioxathiolane
174953-30-1

(S)-(+)-4-methyl-2,2-dioxo-1,3,2-dioxathiolane

Conditions
ConditionsYield
Stage #1: (S)-1,2-Propanediol With thionyl chloride In dichloromethane at 20℃; Reflux; Inert atmosphere;
Stage #2: With sodium periodate; ruthenium (III) chloride trihydrate In dichloromethane; water; acetonitrile at 0 - 20℃;
90%
With ruthenium trichloride; sodium periodate; thionyl chloride Yield given. Multistep reaction;
With ruthenium trichloride; sodium periodate; thionyl chloride 1.) CCl4, 60 deg C; 1.) CH3CN, H2O, 25 deg C; Yield given. Multistep reaction;
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

tris{2-[1-(dimethylamino)ethyl]phenyl}boroxine

tris{2-[1-(dimethylamino)ethyl]phenyl}boroxine

2-(2-[(1R,S)-1-(dimethylamino)ethyl]phenyl)-(4S)-4-methyl-1,3,2-dioxaborolane

2-(2-[(1R,S)-1-(dimethylamino)ethyl]phenyl)-(4S)-4-methyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
In toluene byproducts: H2O; heating equimolar amts. of the boroxine and (S)-1,2-propanediol in toluene;; concn.; distn.; elem. anal.;;89%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

C16H16I(1+)*C2F3O2(1-)

C16H16I(1+)*C2F3O2(1-)

(S)-1-(((R)-2'-iodo-4,4',6,6'-tetramethyl-[1,1'-biphenyl]-2-yl)oxy)propan-2-ol

(S)-1-(((R)-2'-iodo-4,4',6,6'-tetramethyl-[1,1'-biphenyl]-2-yl)oxy)propan-2-ol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate); triethylamine; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In 1,2-dichloro-ethane at 40℃; for 24h; Inert atmosphere; Schlenk technique; diastereoselective reaction;89%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

acetic acid
64-19-7

acetic acid

acetoxy bromide of S-(+)-propane-1,2-diol
10299-39-5

acetoxy bromide of S-(+)-propane-1,2-diol

Conditions
ConditionsYield
With hydrogen bromide88%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

acetic acid
64-19-7

acetic acid

(S)-2-Acetoxypropanol
153904-73-5

(S)-2-Acetoxypropanol

Conditions
ConditionsYield
With hydrogen bromide87%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

acetic acid
64-19-7

acetic acid

A

(S)-(-)-2-acetoxy-1-bromopropane
39968-99-5

(S)-(-)-2-acetoxy-1-bromopropane

B

1-Acetoxy-2-brompropan

1-Acetoxy-2-brompropan

Conditions
ConditionsYield
With hydrogen bromide at 0 - 20℃; for 1h;A 87%
B n/a
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(S)-methylethylene bis(methanesulfonate)
270577-16-7

(S)-methylethylene bis(methanesulfonate)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1h; Mesylation;86%
With triethylamine In dichloromethane
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

(S)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)propan-2-ol
161106-18-9

(S)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)propan-2-ol

Conditions
ConditionsYield
With diethylamine In dichloromethane85%
With dmap In pyridine Ambient temperature;79%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

8-nitro-2-(4-oxopiperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one
1396842-55-9

8-nitro-2-(4-oxopiperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one

2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one
1161233-85-7

2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one

Conditions
ConditionsYield
Stage #1: (S)-1,2-Propanediol With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 8-nitro-2-(4-oxopiperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one In dichloromethane for 0.333333h; Inert atmosphere;
85%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

(S)-(-)-2-acetoxy-1-bromopropane
39968-99-5

(S)-(-)-2-acetoxy-1-bromopropane

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 20℃; for 0.75h;85%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

C14H12I(1+)*C2F3O2(1-)

C14H12I(1+)*C2F3O2(1-)

(S)-1-(((S)-2'-iodo-6,6'-dimethyl-[1,1'-biphenyl]-2-yl)oxy)propan-2-ol

(S)-1-(((S)-2'-iodo-6,6'-dimethyl-[1,1'-biphenyl]-2-yl)oxy)propan-2-ol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate); triethylamine; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In 1,2-dichloro-ethane at 40℃; for 24h; Inert atmosphere; Schlenk technique; enantioselective reaction;85%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

2-[(diethylamino)methyl]phenyl boronic acid
95753-24-5

2-[(diethylamino)methyl]phenyl boronic acid

2-(2-[(diethylamino)methyl]phenyl)-(4S)-4-methyl-1,3,2-dioxaborolane

2-(2-[(diethylamino)methyl]phenyl)-(4S)-4-methyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
In toluene byproducts: H2O; heating equimolar amts. of the boronic acid and (S)-1,2-propanediol in toluene;; concn.; distn.; elem. anal.;;84%
tert-butyl (1-phenylprop-2-yn-1-yl) carbonate

tert-butyl (1-phenylprop-2-yn-1-yl) carbonate

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

(S)-1-(((S)-1-phenylprop-2-yn-1-yl)oxy)propan-2-ol

(S)-1-(((S)-1-phenylprop-2-yn-1-yl)oxy)propan-2-ol

Conditions
ConditionsYield
Stage #1: tert-butyl (1-phenylprop-2-yn-1-yl) carbonate With 2,6-bis[(4S)-4-methyl-4,5-dihydrooxazol-2-yl]pyridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate In tetrahydrofuran at 20℃; for 0.166667h; Sealed tube;
Stage #2: (S)-1,2-Propanediol With triethylamine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In tetrahydrofuran at -20℃; for 24h; Sealed tube; stereoselective reaction;
84%
2-[(N,N-diisopropylamino)methyl]phenylboronic acid
95753-26-7

2-[(N,N-diisopropylamino)methyl]phenylboronic acid

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

2-(2-[(diisopropylamino)methyl]phenyl)-(4S)-4-methyl-1,3,2-dioxaborolane

2-(2-[(diisopropylamino)methyl]phenyl)-(4S)-4-methyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
In toluene byproducts: H2O; heating equimolar amts. of the boronic acid and (S)-1,2-propanediol in toluene;; concn.; distn.; elem. anal.;;83%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

2,4,6-tris(2-(trifluoromethyl)-phenyl)-1,3,5,2,4,6-trioxatriborinane

2,4,6-tris(2-(trifluoromethyl)-phenyl)-1,3,5,2,4,6-trioxatriborinane

(4S)-4-methyl-2-[2-(trifluoromethyl)phenyl]-1,3,2-dioxaborolane

(4S)-4-methyl-2-[2-(trifluoromethyl)phenyl]-1,3,2-dioxaborolane

Conditions
ConditionsYield
In toluene byproducts: H2O; heating equimolar amts. of the boroxine and (S)-1,2-propanediol in toluene;; concn.; distn.; elem. anal.;;83%
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethylbenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
879545-38-7

(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethylbenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

C3H8O2*C21H25ClO5

C3H8O2*C21H25ClO5

Conditions
ConditionsYield
In tert-butyl methyl ether at 20℃; for 24h;83%
(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

2,4,6-tris[2-(methoxymethyl)phenyl]boroxine
95753-07-4

2,4,6-tris[2-(methoxymethyl)phenyl]boroxine

2-[2-(methoxymethyl)phenyl]-(4S)-4-methyl-1,3,2-dioxaborolane

2-[2-(methoxymethyl)phenyl]-(4S)-4-methyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
In toluene byproducts: H2O; heating equimolar amts. of the boroxine and (S)-1,2-propanediol in toluene;; concn.; distn.; elem. anal.;;81%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

bis-(4-bromo-benzylidene)-hydrazine
24523-45-3, 41097-38-5

bis-(4-bromo-benzylidene)-hydrazine

(S)-1,2-Propanediol
4254-15-3

(S)-1,2-Propanediol

7,14-bis(4-bromophenyl)-2,11,11-trimethyl-1,4,10,12-tetraoxadispiro[4.2.5.2]pentadecane-9,13-dione

7,14-bis(4-bromophenyl)-2,11,11-trimethyl-1,4,10,12-tetraoxadispiro[4.2.5.2]pentadecane-9,13-dione

Conditions
ConditionsYield
With acetic acid at 80℃; for 8h;81%

(S)-(+)-1,2-Propanediol Chemical Properties

IUPAC Name:propane-1,2-diol
Molecular Formula:C3H8O2
Molecular Weight:76.094420 g/mol
Appearance:clear colorless liquid
Melting Point:-59 °C
Boiling Point:186-188 °C at 765 mm Hg(lit.)
Flash Point:225 °F
Solubility:water
alpha:16 °(c=neat)
density:1.036 g/mL at 20 °C(lit.)
refractive index:n20/D 1.432(lit.)
Sensitive:Hygroscopic
Merck:14,7855
BRN:1718871
Synonyms of S-1,2-Propanediol(4254-15-3):
(S)-(+)-Propane-1,2-diol;(S)-Propane-1,2-diol;L-(+)-PROPYLENE GLYCOL;(S)-(+)-PROPANEDIOL;(S)-(+)-PROPYLENE GLYCEROL;(S)-(+)-PROPYLENE GLYCOL;(S)-(+)-1,2-DIHYDROXYPROPANE;(S)-(+)-1,2-PROPANEDIOL;(S)-(+)-1,2-Propanediol
Categories of S-1,2-Propanediol(4254-15-3):
Chiral Compounds;Diols;chiral;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Compound

(S)-(+)-1,2-Propanediol Uses

S-1,2-Propanediol(4254-15-3) is used for the synthesis of chiral drugs.

(S)-(+)-1,2-Propanediol Safety Profile

Safety Information of S-1,2-Propanediol(4254-15-3):
Hazard Codes:Xn
Risk Statements:36/37/38-22
36/37/38:Irritating to eyes, respiratory system and skin
22:Harmful if swallowed
Safety Statements:24/25-36/37/39-26
24/25:Avoid contact with skin and eyes
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:1

(S)-(+)-1,2-Propanediol Specification

First Aid Measures of S-1,2-Propanediol(4254-15-3):
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:Get medical aid. Wash mouth out with water.
Inhalation:Remove from exposure and move to fresh air immediately.

Storage of S-1,2-Propanediol(4254-15-3):
Store in a cool, dry place. Store in a tightly closed container.

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