Product Name

  • Name

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

  • EINECS 435-560-9
  • CAS No. 57090-45-6
  • Article Data97
  • CAS DataBase
  • Density 1.303 g/cm3
  • Solubility soluble in water
  • Melting Point - 40 °C
  • Formula C3H7ClO2
  • Boiling Point 213 °C at 760 mmHg
  • Molecular Weight 110.54
  • Flash Point 113.3 °C
  • Transport Information UN 2689 6.1/PG 3
  • Appearance clear light yellow liquid
  • Safety 26-28-39-45-36/37/39
  • Risk Codes 25-41-68-62-36/37/38-23/25-21
  • Molecular Structure Molecular Structure of 57090-45-6 ((R)-(-)-3-Chloro-1,2-propanediol)
  • Hazard Symbols ToxicT
  • Synonyms 1,2-Propanediol,3-chloro-, (R)-;(-)-3-Chloro-1,2-propanediol;(2R)-3-Chloro-1,2-propanediol;(R)-3-Chloro-1,2-propanediol;(R)-a-Chlorohydrin;R-3-chloro-1,2-propanediol;
  • PSA 40.46000
  • LogP -0.42160

Synthetic route

(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With (R)-2-chloropropionic acid In water at 80 - 90℃; for 15h; Reagent/catalyst; Temperature;95.57%
With (R,R)-Jacobsen catalyst; water In tetrahydrofuran at 4℃; for 24h;41%
Stage #1: With N,N'-bis(3,5-di-tert-butylsalicylidene)ethylenediaminocobalt(II); camphor-10-sulfonic acid; oxygen In tetrahydrofuran for 1h;
Stage #2: (R)-(-)-epichlorohydrin With water In tetrahydrofuran at 20℃; for 20h;
93.7 %Chromat.
(R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane
57044-24-3

(R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With hydrogenchloride86%
[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamine
82954-65-2

[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamine

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With hydrogenchloride; sodium chloride; sodium nitrite In water at 10 - 20℃; for 24h; Substitution;82%
(1S,2R,4R,4'R)-4'-Chloromethyl-4,7,7-trimethylbicyclo<2.2.1>heptane-2-spiro-2'-(1',3'-dioxolan)-3-one
95589-30-3

(1S,2R,4R,4'R)-4'-Chloromethyl-4,7,7-trimethylbicyclo<2.2.1>heptane-2-spiro-2'-(1',3'-dioxolan)-3-one

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanolA 55%
B n/a
C n/a
epichlorohydrin
106-89-8

epichlorohydrin

A

(S)-epichlorohydrin
67843-74-7

(S)-epichlorohydrin

B

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With C72H102Co2F12N4O12P2; water at 0 - 20℃; for 3h; optical yield given as %ee;A 45%
B 53%
With water; (S,S)-(salen)cobalt(III)(OAc) at 0℃; for 19h;A 46%
B 45%
With C114H155Co3N8O14Pol; water; acetic acid at 20℃; for 3h; Resolution of racemate; optical yield given as %ee; enantioselective reaction;A 46%
B n/a
epichlorohydrin
106-89-8

epichlorohydrin

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With water In tetrahydrofuran at 4℃; for 24h;50%
In tetrahydrofuran; water
In tetrahydrofuran; water
With Co(salen) macrocycles 1(OTs) at 20℃; for 0.333333h; optical yield given as %ee; enantioselective reaction;
2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

C

(S)-1,3-dichloro-1-propanol

(S)-1,3-dichloro-1-propanol

D

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With epoxide hydrolase from Agrobacterium radiobacter AD1; halohydrin dehalogenase from Agrobacterium radiobacter AD1; Tris-SO4 buffer In water at 30℃; for 20h; pH=7.5; kinetic resolution; Further byproducts given;A n/a
B n/a
C 49.5%
D n/a
epichlorohydrin
106-89-8

epichlorohydrin

A

(S)-epichlorohydrin
67843-74-7

(S)-epichlorohydrin

B

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

C

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With water; dimeric chiral (salen)Co complex linked with Al at 20℃; for 5h; Product distribution; Further Variations:; Catalysts;A 46%
B n/a
C n/a
With water; Cr(III)-endo,endo-2,5-diaminonorbornane-salen In tetrahydrofuran at 20℃; for 42h;A 46%
B n/a
C n/a
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate; water In dichloromethane; acetonitrile at 20℃; for 11h;A 45%
B n/a
C n/a
epichlorohydrin
106-89-8

epichlorohydrin

A

(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

B

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With water at 20℃; for 8h; optical yield given as %ee;A 45%
B n/a
epichlorohydrin
106-89-8

epichlorohydrin

A

(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

B

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

C

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water In tetrahydrofuran at 0 - 20℃;A 43%
B n/a
C n/a
With (S,S)-(salen)Co(III)-OTs; water at 0 - 4℃; for 16h;A 42.3%
B n/a
C n/a
With poly-salen-Co(III); water In tetrahydrofuran at 10℃; for 12h;
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water In tetrahydrofuran at 0 - 20℃; Title compound not separated from byproducts;
epichlorohydrin
106-89-8

epichlorohydrin

A

(S)-epichlorohydrin
67843-74-7

(S)-epichlorohydrin

B

(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

C

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; (salen)Co(III)-AlCl3; 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 41%
With C8F17COOH; water; (R,R)-Co(III)(salen) In toluene at 20℃; for 15h;A n/a
B n/a
C 40%
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate; water In dichloromethane; acetonitrile at 0 - 20℃; for 1.5h;A n/a
B n/a
C 40%
(1S,2R,4R,4'R)-4'-Chloromethyl-4,7,7-trimethylbicyclo<2.2.1>heptane-2-spiro-2'-(1',3'-dioxolan)-3-one
95589-30-3

(1S,2R,4R,4'R)-4'-Chloromethyl-4,7,7-trimethylbicyclo<2.2.1>heptane-2-spiro-2'-(1',3'-dioxolan)-3-one

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With hydrogenchloride; sodium tetrahydroborate 2) MeOH, reflux, 3h; Yield given. Multistep reaction;
1-O-β-D-glucosyl-(2R)-3-chloropropylene glycol

1-O-β-D-glucosyl-(2R)-3-chloropropylene glycol

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With β-galactosidase In various solvent(s) at 35℃;
barium D-3-chloropropane-1,2-diol-1-phosphate

barium D-3-chloropropane-1,2-diol-1-phosphate

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With ethanol Yield given. Yields of byproduct given;
3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

C

D-3-chloropropane-1,2-diol-1-phosphate

D-3-chloropropane-1,2-diol-1-phosphate

Conditions
ConditionsYield
With sodium hydroxide; phospho(enol)pyruvic acid mono potassium salt; ATP; 2-hydroxyethanethiol; magnesium chloride In water at 27℃; for 120h; pH=7.5; Yield given. Yields of byproduct given;
C13H21ClO3

C13H21ClO3

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With hydrogenchloride In methanol for 3h; Heating; Yield given;
1,2-diacetoxy-3-chloro-propane
869-50-1

1,2-diacetoxy-3-chloro-propane

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With porcine pancreatic lipase; sodium methylate 1) H2O (pH:7), r.t., 2) MeOH, r.t., 4h; Multistep reaction;
(S)-1,2-Diacetoxy-3-chloropropane
78692-88-3

(S)-1,2-Diacetoxy-3-chloropropane

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With sulfuric acid for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With potassium dioxotetrahydroxoosmate(VI); potassium carbonate; potassium hexacyanoferrate(III); 1,4-bis(dihydroquinidinyl)anthraquinone In water; tert-butyl alcohol at 0℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With dihydrogen peroxide In acetonitrile at 25℃; for 0.416667h; Title compound not separated from byproducts.;
3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With sodium hydroxide; sodium azide; acid phosphatase; pyruvate kinase; phosphoenolpyruvic acid; glycerol kinase from Streptomyces canus; potassium chloride; ATP; 2-hydroxyethanethiol; magnesium chloride 1.) H2O, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given;
epichlorohydrin
106-89-8

epichlorohydrin

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With polistyrene-bound (R,R)-N-(3,5-di-t-butyl-6-hydroxy)benzylidene-N'-(3-t-butyl-2,5-dihydroxy)benzylidene-1,2-cyclohexanediamine; water In dichloromethane for 3h; Ambient temperature; Yield given; Yields of byproduct given. Title compound not separated from byproducts;
With water Jacobsen kinetic hydrolytic resolution;
Stage #1: epichlorohydrin With phthalic anhydride; C64H74Al2Cl2N4O4; bis(triphenylphosphine)iminium chloride In toluene at 25℃; for 3h; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere; enantioselective reaction;
A n/a
B n/a
epichlorohydrin
106-89-8

epichlorohydrin

A

(S)-epichlorohydrin
67843-74-7

(S)-epichlorohydrin

B

(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

C

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

D

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With water; poly(Co(III)(OTs)-salen-norbornene) In chlorobenzene at 20℃; for 0.5h; Product distribution; Further Variations:; Catalysts; reaction times;
Co(Salen)/SBA-16-C8 In tetrahydrofuran; water at 24.84℃; for 20h;
With C118H146Co2N4O14S2; water In acetonitrile at 20℃; optical yield given as %ee; enantioselective reaction;
3-chloro-1-hydroxypropan-2-one
24423-98-1

3-chloro-1-hydroxypropan-2-one

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

Conditions
ConditionsYield
With potassium dihydrogenphosphate; D-glucose In water at 30℃; for 24h; pH=5.5; Aqueous phophate buffer; Microbiological reaction;A n/a
B n/a
With potassium dihydrogenphosphate; D-glucose In water at 30℃; for 24h; pH=5.5; Aqueous phophate buffer; Microbiological reaction;A n/a
B n/a
With potassium dihydrogenphosphate; D-glucose In water at 30℃; for 24h; pH=5.5; Aqueous phophate buffer; Microbiological reaction;A n/a
B n/a
3-chloro-1-hydroxypropan-2-one
24423-98-1

3-chloro-1-hydroxypropan-2-one

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With Candida-derived reductase; NADH at 30℃; for 2h; pH=6.5; Aqueous phophate buffer; Enzymatic reaction;n/a
With potassium dihydrogenphosphate; D-glucose In water at 30℃; for 24h; pH=5.5; Aqueous phophate buffer; Microbiological reaction;n/a
With potassium dihydrogenphosphate; D-glucose In water at 30℃; for 24h; pH=5.5; Aqueous phophate buffer; Microbiological reaction;n/a
(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

A

(S)-epichlorohydrin
67843-74-7

(S)-epichlorohydrin

B

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With (R,R)-Jacobsen catalyst; waterA n/a
B n/a
(S)-epichlorohydrin
67843-74-7

(S)-epichlorohydrin

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Conditions
ConditionsYield
With sulfuric acid In water at 108℃; for 6h;
With sulfuric acid In water at 108℃; for 6h;
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

phosphorylcholine chloride
107-73-3

phosphorylcholine chloride

L-glycero-3-phosphorylcholine
28319-77-9

L-glycero-3-phosphorylcholine

Conditions
ConditionsYield
Stage #1: phosphorylcholine chloride With potassium hydroxide In methanol for 1h;
Stage #2: (2R)-3-chloro-1,2-propanediol In methanol at 65℃; for 16h; Temperature;
99%
Stage #1: phosphorylcholine chloride With potassium hydroxide In ethanol for 0.5h;
Stage #2: (2R)-3-chloro-1,2-propanediol In ethanol at 75 - 85℃; for 6h;
79.6%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(R)-3-chloro-2-hydroxypropyl 4-methylbenzenesulfonate
83398-53-2

(R)-3-chloro-2-hydroxypropyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With pyridine for 1h; Ambient temperature;98.6%
With hydrogenchloride75%
With pyridine
With pyridine at 0 - 20℃; for 1h;
heptatriaconta-6,9,28,31-tetraen-19-one

heptatriaconta-6,9,28,31-tetraen-19-one

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

4-(R)-4-chloromethyl-2,2-di-octadeca-9,12-dienyl-[1,3]dioxolane

4-(R)-4-chloromethyl-2,2-di-octadeca-9,12-dienyl-[1,3]dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 72h; Reflux; Water removal;97%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(S)-(-)-1-(2,3-dihydroxypropyl)-4-(dimethylamino)pyridinium chloride
942209-57-6

(S)-(-)-1-(2,3-dihydroxypropyl)-4-(dimethylamino)pyridinium chloride

Conditions
ConditionsYield
In acetonitrile at 65℃; for 24h;96%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

trimethylamine
75-50-3

trimethylamine

(S)-2,3-dihydroxypropyltrimethylammonium chloride

(S)-2,3-dihydroxypropyltrimethylammonium chloride

Conditions
ConditionsYield
In water at 90℃; for 16h;95.7%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

2-benzyloxy-3-methylphenol
150710-99-9

2-benzyloxy-3-methylphenol

(R)-2-benzyloxy-3-(2,3-dihydroxypropoxy)toluene
335280-94-9

(R)-2-benzyloxy-3-(2,3-dihydroxypropoxy)toluene

Conditions
ConditionsYield
Stage #1: 2-benzyloxy-3-methylphenol; cesium fluoride In N,N-dimethyl-formamide for 1h;
Stage #2: (2R)-3-chloro-1,2-propanediol In N,N-dimethyl-formamide at 60℃; for 5h; Further stages.;
95%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

dimethylglyoxal
431-03-8

dimethylglyoxal

trimethyl orthoformate
149-73-5

trimethyl orthoformate

(2R,3R)-5-(chloromethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

(2R,3R)-5-(chloromethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

Conditions
ConditionsYield
With camphor-10-sulfonic acid In methanol at 90℃;95%
With camphor-10-sulfonic acid In methanol for 2h; Heating;
2,4-dichloro-α-oxo-benzeneacetic ethyl ester
34966-51-3

2,4-dichloro-α-oxo-benzeneacetic ethyl ester

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(1S,5S)-5-(2,4-dichlorophenyl)-3,6,8-trioxabicyclo[3.2.1]octan-4-one

(1S,5S)-5-(2,4-dichlorophenyl)-3,6,8-trioxabicyclo[3.2.1]octan-4-one

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;95%
phthalimide
136918-14-4

phthalimide

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

1H-isoindole-1,3(2H)-dione, 2-[(2S)-2,3-dihydroxypropyl]
119835-88-0

1H-isoindole-1,3(2H)-dione, 2-[(2S)-2,3-dihydroxypropyl]

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 5h; Reagent/catalyst; Temperature; Time; Gabriel Amine Synthesis;94.9%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(R)-4-chloromethyl-[1,3,2]dioxathiolane 2-oxide
146864-18-8

(R)-4-chloromethyl-[1,3,2]dioxathiolane 2-oxide

Conditions
ConditionsYield
With thionyl chloride In dichloromethane94%
With thionyl chloride In tetrachloromethane for 2h; Reflux; Inert atmosphere;94%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

2-allyloxyphenol
1126-20-1

2-allyloxyphenol

(R)-2-allyloxy-1-(2,3-dihydroxypropoxy)benzene
66901-82-4

(R)-2-allyloxy-1-(2,3-dihydroxypropoxy)benzene

Conditions
ConditionsYield
Stage #1: 2-allyloxyphenol; cesium fluoride In N,N-dimethyl-formamide for 1h;
Stage #2: (2R)-3-chloro-1,2-propanediol In N,N-dimethyl-formamide at 60℃; for 5h; Further stages.;
93%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(R)-(-)-1-(tert-butylmethylsilanyloxy)-3-chloropropan-2-ol
136984-26-4

(R)-(-)-1-(tert-butylmethylsilanyloxy)-3-chloropropan-2-ol

Conditions
ConditionsYield
With 1H-imidazole In DMF (N,N-dimethyl-formamide) at 0 - 20℃;92.4%
2’2’2’-trifluoro-2,4-dichloroacetophenone
92736-81-7

2’2’2’-trifluoro-2,4-dichloroacetophenone

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

((4R)-2-(2,4-dichlorophenyl)-2-trifluoromethyl-1,3-dioxolan-4-yl)methanol

((4R)-2-(2,4-dichlorophenyl)-2-trifluoromethyl-1,3-dioxolan-4-yl)methanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;91%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

para-thiocresol
106-45-6

para-thiocresol

(R)-3-p-Tolylsulfanyl-propane-1,2-diol
127634-04-2

(R)-3-p-Tolylsulfanyl-propane-1,2-diol

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 2h;90%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

acetone
67-64-1

acetone

(R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane
57044-24-3

(R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 50℃; for 4h;90%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone
58905-16-1

1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

C13H12Cl3N3O2

C13H12Cl3N3O2

Conditions
ConditionsYield
With methanesulfonic acid In toluene at 40℃; for 4h;90%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

(S)-3-(N,N-dimethylamino)propane-1,2-diol
666234-82-8

(S)-3-(N,N-dimethylamino)propane-1,2-diol

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 18h;89%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With potassium carbonate In dichloromethane for 18h; Ambient temperature;88%
With potassium carbonate In dichloromethane other reagent: Cs2CO3;
With potassium phosphate In dichloromethane for 3h; Product distribution / selectivity; Heating / reflux;
With potassium carbonate In dichloromethane at 20℃; for 24h;
With potassium carbonate In dichloromethane at 20℃; for 20h;
2-(4-methylamino-phenyl)-benzofuran-5-ol

2-(4-methylamino-phenyl)-benzofuran-5-ol

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(R)-3-((2-(4-(methylamino)phenyl)benzofuran-5-yl)oxy)propane-1,2-diol

(R)-3-((2-(4-(methylamino)phenyl)benzofuran-5-yl)oxy)propane-1,2-diol

Conditions
ConditionsYield
Stage #1: 2-(4-methylamino-phenyl)-benzofuran-5-ol With sodium hydroxide In ethanol; water at 80℃; for 1h;
Stage #2: (2R)-3-chloro-1,2-propanediol In ethanol; water at 80℃; for 3h;
87.7%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

phosphorylcholine chloride, calcium salt
4826-71-5

phosphorylcholine chloride, calcium salt

glycerolcholine phosphate
34688-34-1

glycerolcholine phosphate

Conditions
ConditionsYield
Stage #1: phosphorylcholine chloride, calcium salt With potassium oxalate In water at 20℃; for 2h;
Stage #2: (2R)-3-chloro-1,2-propanediol With potassium hydroxide In ethanol for 6h;
86%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane
57044-24-3

(R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone85%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

(R)-1-[(tert-butyldiphenylsilyl)oxy]-3-chloropropan-2-ol

(R)-1-[(tert-butyldiphenylsilyl)oxy]-3-chloropropan-2-ol

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 4h;85%
(2Z,5Z)-5-[(3-chloro-4-hydroxyphenyl)methylene]-3-(o-tolyl)-2-propyliminothiazolidin-4-one
1029435-58-2

(2Z,5Z)-5-[(3-chloro-4-hydroxyphenyl)methylene]-3-(o-tolyl)-2-propyliminothiazolidin-4-one

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

Ponesimod

Ponesimod

Conditions
ConditionsYield
With potassium tert-butylate In ethanol at 20 - 88℃; for 24.5h;84%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(R)-5-(chloromethyl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane

(R)-5-(chloromethyl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃;84%
With 1H-imidazole In dichloromethane
benzophenone
119-61-9

benzophenone

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(4R)-4-(chloromethyl)-2,2-diphenyl-1,3-dioxolane
139892-51-6

(4R)-4-(chloromethyl)-2,2-diphenyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Reflux;82%
With toluene-4-sulfonic acid In toluene Heating;
With toluene-4-sulfonic acid In toluene for 18h; Reflux; Dean-Stark;
1H-indol-4-ol
2380-94-1

1H-indol-4-ol

(2R)-3-chloro-1,2-propanediol
57090-45-6

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

(R)-3-(4-indolyloxy)-propane-1,2-diol
74784-71-7

(R)-3-(4-indolyloxy)-propane-1,2-diol

Conditions
ConditionsYield
Stage #1: 1H-indol-4-ol With potassium carbonate In acetonitrile for 2h; Reflux;
Stage #2: (2R)-3-chloro-1,2-propanediol In acetonitrile for 16h; Reflux;
82%
(2R)-3-chloro-1,2-propanediol
57090-45-6

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

7-(4-chlorophenylthio)-6,7-dihydro-1-(phenylsulfonyl)-1H-indol-4(5H)-one
157396-11-7

7-(4-chlorophenylthio)-6,7-dihydro-1-(phenylsulfonyl)-1H-indol-4(5H)-one

A

(R)-(-)-1-chloro-3-<(1-phenylsulfonyl)-1H-indol-4-yloxy>-2-propanol

(R)-(-)-1-chloro-3-<(1-phenylsulfonyl)-1H-indol-4-yloxy>-2-propanol

B

4-(4-chlorophenylthio)-1-(phenylsulfonyl)-1H-indole

4-(4-chlorophenylthio)-1-(phenylsulfonyl)-1H-indole

Conditions
ConditionsYield
With toluene-4-sulfonic acid; copper dichloride In benzene for 1h; Heating;A 81%
B 6%
With toluene-4-sulfonic acid In benzene for 1.5h; Heating;A 77%
B 4%

(R)-(-)-3-Chloro-1,2-propanediol Specification

The (R)-3-Chloro-1,2-propanediol, with the CAS registry number 57090-45-6, is also known as 1,2-Propanediol, 3-chloro-, (R)-. It belongs to the product categories of Chiral Compounds; Diols; Chiral; Chiral Building Blocks; Simple Alcohols (Chiral); Synthetic Organic Chemistry; Chiral Compound. Its EINECS registry number is 435-560-9. This chemical's molecular formula is C3H7ClO2 and molecular weight is 110.54. Its IUPAC name is called (2R)-3-chloropropane-1,2-diol. This chemical is clear light yellow liquid. The product should be sealed and stored at 2-8 °C.

Physical properties of (R)-3-Chloro-1,2-propanediol: (1)ACD/LogP: -0.76; (2)ACD/LogD (pH 5.5): -0.76; (3)ACD/LogD (pH 7.4): -0.76; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 9.21; (7)ACD/KOC (pH 7.4): 9.21; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.473; (12)Molar Refractivity: 23.82 cm3; (13)Molar Volume: 84.8 cm3; (14)Surface Tension: 45.8 dyne/cm; (15)Density: 1.303 g/cm3; (16)Flash Point: 113.3 °C; (17)Enthalpy of Vaporization: 52.26 kJ/mol; (18)Boiling Point: 213 °C at 760 mmHg; (19)Vapour Pressure: 0.0374 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical that at low levels can cause damage to health. It is harmful in contact with skin. Besides, it is toxic if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(C(CCl)O)O
(2)Isomeric SMILES: C([C@H](CCl)O)O
(3)InChI: InChI=1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m0/s1
(4)InChIKey: SSZWWUDQMAHNAQ-VKHMYHEASA-N

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