(S)-(+)-3-Chloro-1,2-propanediol supplier

Name
(S)-(+)-3-Chloro-1,2-propanediol
EINECS 202-492-4
CAS No. 60827-45-4
Article Data43
CAS DataBase
Density 1.322 g/cm³
Solubility Completely miscible in water
Melting Point
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 yellow to orange-yellow liquid
Safety 26-28-39-45-36/37/39
Risk Codes 21-25-41-68-62-36/37/38-23/25
Molecular Structure
Hazard Symbols T
Synonyms 1,2-Propanediol,3-chloro-, (S)-;(+)-3-Chloro-1,2-propanediol;(2S)-3-Chloro-1,2-propanediol;(S)-3-Chloro-1,2-propanediol;(S)-Monochlorohydrin;(S)-a-Chlorohydrin;S-(+)-a-Chlorohydrin;
PSA 40.46000
LogP -0.42160

Synthetic route

(S,S)-Co(salen): (S,S)-Co(salen)

: 107-98-2
1-methoxy-2-propanol

: 106-89-8
epichlorohydrin

: 62-23-7
4-nitro-benzoic acid

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

Conditions

Conditions	Yield
In water	99%

...Expand

: 107-05-1
3-chloroprop-1-ene

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

Conditions

Conditions	Yield
In Na4e(CN)610H2; water; ethyl acetate; toluene	66.8%

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

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

Conditions

Conditions	Yield
With Dowex-50; sodium carbonate; alkaline phosphatase In water for 0.5h; Ambient temperature;	57%

: 616-23-9
2,3-Dichloro-1-propanol

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

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

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

D: 106-89-8
epichlorohydrin

Conditions

Conditions	Yield
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

...Expand

: 106-89-8
epichlorohydrin

A: 67843-74-7
(S)-epichlorohydrin

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

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

Conditions

Conditions	Yield
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

...Expand

: 106-89-8
epichlorohydrin

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

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

Conditions

Conditions	Yield
With (S,S)-salen-Co(III)-OAc complex; H2O (dist.) at 0℃; for 14h;	A 46% B 45%
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water In tetrahydrofuran at 0 - 4℃; for 16h;	A 43% B n/a
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water at 5℃; for 5h;
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water enantioselective reaction;

: 106-89-8
epichlorohydrin

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

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

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

Conditions

Conditions	Yield
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;

...Expand

: 106-89-8
epichlorohydrin

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

Conditions

Conditions	Yield
With Jacobsen's catalyst; water; acetic acid In tetrahydrofuran at 0 - 4℃; for 12h;	43%

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

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

Conditions

Conditions	Yield
With β-galactosidase In various solvent(s) at 35℃;

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

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

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

Conditions

Conditions	Yield
With ethanol Yield given. Yields of byproduct given;

: 96-24-2
3-monochloro-1,2-propanediol

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

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

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

Conditions

Conditions	Yield
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;

...Expand

: 96-24-2
3-monochloro-1,2-propanediol

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

: 78692-88-3
(S)-1,2-Diacetoxy-3-chloropropane

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

Conditions

Conditions	Yield
With sodium methylate In methanol for 4h; Ambient temperature;

: 869-50-1
1,2-diacetoxy-3-chloro-propane

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

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

Conditions

Conditions	Yield
With porcine pancreatic lipase; sodium methylate 1) H2O (pH:7), r.t., 2) MeOH, r.t., 4h; Multistep reaction;

: 78692-88-3
(S)-1,2-Diacetoxy-3-chloropropane

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

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

Conditions

Conditions	Yield
With sulfuric acid for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 107-05-1
3-chloroprop-1-ene

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

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

Conditions

Conditions	Yield
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.;

: 96-24-2
3-monochloro-1,2-propanediol

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

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

Conditions

Conditions	Yield
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;

: 106-89-8
epichlorohydrin

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

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

Conditions

Conditions	Yield
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

: 106-89-8
epichlorohydrin

A: 67843-74-7
(S)-epichlorohydrin

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

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

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

Conditions

Conditions	Yield
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;

...Expand

: 145387-82-2
N-(tert-butyloxycarbonyl)(2-trimethylsilylethyl)sulfonamide

: 106-89-8
epichlorohydrin

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

B: C13H28ClNO5SSi

Conditions

Conditions	Yield
Stage #1: epichlorohydrin With water; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate In tetrahydrofuran at 0℃; for 3h; Stage #2: N-(tert-butyloxycarbonyl)(2-trimethylsilylethyl)sulfonamide In tetrahydrofuran at 0℃; for 3h;

...Expand

: 198572-71-3
N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide

: 106-89-8
epichlorohydrin

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

B: C14H19ClN2O7S

Conditions

Conditions	Yield
Stage #1: epichlorohydrin With water; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate In tetrahydrofuran at 0 - 20℃; for 24h; Stage #2: N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide In tetrahydrofuran at 20℃; for 24h;

...Expand

: 24423-98-1
3-chloro-1-hydroxypropan-2-one

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

Conditions

Conditions	Yield
With Serratia-derived glycerol dehydrogenase; 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

: 24423-98-1
3-chloro-1-hydroxypropan-2-one

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

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

Conditions

Conditions	Yield
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

: 67843-74-7
(S)-epichlorohydrin

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

Conditions

Conditions	Yield
Stage #1: With N,N'-bis(3,5-di-tert-butylsalicylidene)ethylenediaminocobalt(II); camphor-10-sulfonic acid; oxygen In tetrahydrofuran for 1h; Stage #2: (S)-epichlorohydrin With water In tetrahydrofuran at 20℃; for 20h;	95.4 %Chromat.

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

: 146864-19-9
(2RS,4S)-2-oxo-4-chloromethyl-1,3,2-dioxathiolane

Conditions

Conditions	Yield
With thionyl chloride In tetrachloromethane for 2h; Reflux; Inert atmosphere;	100%
With thionyl chloride In dichloromethane for 2h;	94%
With thionyl chloride In tetrachloromethane for 2h; Inert atmosphere; Reflux;	89%

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

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

: C13H12Cl3N3O2

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In toluene at 80℃; for 6h; Reagent/catalyst; Temperature;	99.7%

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

: C8H16B10O

: C11H22B10O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h; Inert atmosphere;	97%

: 1122-58-3
dmap

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

: 942209-56-5
(R)-(+)-1-(2,3-dihydroxypropyl)-4-(dimethylamino)pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 65℃; for 24h;	95%

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

: 75-50-3
trimethylamine

: (R)-2,3-dihydroxypropyltrimethylammonium chloride

Conditions

Conditions	Yield
In water at 90℃; for 16h;	90.5%

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

: 431-03-8
dimethylglyoxal

: 149-73-5
trimethyl orthoformate

: 371160-90-6
(2S,3S)-5-chloromethyl-2,3-dimethoxy-2,3-dimethyl-[1,4]dioxane

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In methanol for 1.5h; Heating;	90%
With camphor-10-sulfonic acid In methanol for 2h; Heating;

...Expand

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

: 123-08-0
4-hydroxy-benzaldehyde

: C10H12O4

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 12h; Reflux;	86%
With potassium carbonate; potassium iodide In acetonitrile for 12h; Reflux;	80%

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

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

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 96h; Reflux; Water removal;	85%

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

: 122-51-0
orthoformic acid triethyl ester

: 431-03-8
dimethylglyoxal

: (2S,3S,5S)-5-chloromethyl-2,3-diethoxy-2,3-dimethyl-[1,4]dioxane

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In ethanol for 2h; Reflux;	85%

...Expand

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

: 288570-80-9
trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

: 288570-88-7
[4(R)-trans]-3-[3-fluoro-4-(tetrahydro-1-oxido-2H-thiopyran-4-yl)phenyl]-5-(hydroxymethyl)-2-oxazolidinone

Conditions

Conditions	Yield
With 2-methylbutan-2-ol (lithium salt) In N,N-dimethyl-formamide Alkylation; cyclization;	84%

: 371-41-5
4-Fluorophenol

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

: 104605-96-1
(+)-(S)-3-(4-fluorophenoxy)-1,2-propanediol

Conditions

Conditions	Yield
Stage #1: 4-Fluorophenol With sodium hydroxide In ethanol for 0.25h; Reflux; Heating; Stage #2: (S)-3-chloropropan-1,2-diol In ethanol for 16h; Reflux;	84%

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

: 90-05-1
2-methoxy-phenol

: 61248-76-8
(S)-guaifenesin

Conditions

Conditions	Yield
	77%
With sodium hydroxide In N,N-dimethyl-formamide at 210℃; for 0.25h; Microwave irradiation;	64%
Stage #1: 2-methoxy-phenol With sodium hydroxide In ethanol; water Heating; Stage #2: (S)-3-chloropropan-1,2-diol In ethanol; water Heating;	63%

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

: 95-48-7
ortho-cresol

: 59-47-2, 52153-43-2, 118205-96-2, 52153-44-3
(S)-(-)-3-(2-methylphenoxy)propane-1,2-diol

Conditions

Conditions	Yield
Stage #1: ortho-cresol With sodium hydroxide In ethanol; water for 0.5h; Reflux; Stage #2: (S)-3-chloropropan-1,2-diol In ethanol; water for 3h; Reflux;	77%

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

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

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

Conditions

Conditions	Yield
Stage #1: 2-(4-methylamino-phenyl)-benzofuran-5-ol With sodium hydroxide In ethanol; water at 80℃; for 1h; Stage #2: (S)-3-chloropropan-1,2-diol In ethanol; water at 80℃; for 3h;	76.2%

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

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

: (S)-1-Chloro-3-(tetrahydro-pyran-2-yloxy)-propan-2-ol

Conditions

Conditions	Yield
bismuth(III) nitrate In dichloromethane at 20℃; for 0.3h;	76%

(S)-(+)-3-Chloro-1,2-propanediol Specification

The 1,2-Propanediol,3-chloro-, (2S)-, with the CAS registry number 60827-45-4, is also known as S-3-Chloro-1,2-propanediol. It belongs to the product categories of Chiral Compounds; Diols; Chiral; API intermediates; Chiral Compound. Its EINECS registry number is 202-492-4. This chemical's molecular formula is C₃H₇ClO₂ and molecular weight is 110.54. Its IUPAC name is called (2S)-3-chloropropane-1,2-diol. This chemical's classification code is Reproductive Effect. In addition, it is clear yellow to orange-yellow liquid. The product should be sealed and stored in cool and dry place. What's more, it can be used for the synthesis of chiral reagents and pharmaceutical intermediates.

Physical properties of 1,2-Propanediol,3-chloro-, (2S)-: (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 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. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

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-/m1/s1
(4)InChIKey: SSZWWUDQMAHNAQ-GSVOUGTGSA-N

Product Name

(S)-(+)-3-Chloro-1,2-propanediol

Synthetic route

(S)-(+)-3-Chloro-1,2-propanediol Specification

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