(R)-(-)-Epichlorohydrin supplier

Name
(R)-(-)-Epichlorohydrin
EINECS 424-280-2
CAS No. 51594-55-9
Article Data54
CAS DataBase
Density 1.183 g/cm³
Solubility insoluble
Melting Point -48ºC
Formula C₃H₅ClO
Boiling Point 116.1 ºC at 760 mmHg
Molecular Weight 92.5251
Flash Point 33.9 ºC
Transport Information UN 2023 6.1/PG 2
Appearance colorless to light yellow liquid
Safety 45-53
Risk Codes 23/24/25-34-43-45
Molecular Structure
Hazard Symbols T
Synonyms Oxirane,(chloromethyl)-, (2R)- (9CI);Oxirane, (chloromethyl)-, (R)-;(-)-2-(Chloromethyl)oxirane;(-)-Epichlorohydrin;(2R)-2-(Chloromethyl)oxirane;(R)-(Chloromethyl)oxirane;(R)-1-Chloro-2,3-epoxypropane;
PSA 12.53000
LogP 0.62400

Synthetic route

: (S)-1-Acetoxy-2-bromo-3-chloropropane

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

Conditions

Conditions	Yield
With dmap; potassium carbonate In ethylene glycol at 30℃; for 0.333333h; Epoxidation;	95%

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

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

Conditions

Conditions	Yield
With sodium ethane-1,2-diolate In ethylene glycol for 0.25h; Ambient temperature;	85%

: 3-chloro-2-hydroxypropyl methanesulfonate

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

Conditions

Conditions	Yield
With sodium In ethylene glycol Ambient temperature;	85%

: 106-89-8
epichlorohydrin

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

Conditions

Conditions	Yield
With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water at 0 - 20℃;	82%
With water; [(1-SS)-(Dibenzoyl-DTA)] at 5 - 20℃; for 3h; Product distribution / selectivity; Resolution of racemate;	80%
Stage #1: epichlorohydrin With water; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate at 5℃; for 4.5h; Stage #2: With ascorbic acid at 20℃; for 0.5h;	38.5%

: 113826-06-5
(R)-glycidyl tosylate

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

Conditions

Conditions	Yield
With hydrogenchloride for 24h; Ambient temperature;	54%

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

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

C: 96-23-1
1,3-Dichloro-2-propanol

Conditions

Conditions	Yield
With hydrogenchloride; tert-butyl methyl ether; dimeric chiral (salen)Co complex linked with Al In diethyl ether at 0 - 5℃; for 2h; Product distribution; Further Variations:; Catalysts;	A n/a B n/a C 45%

...Expand

: 106-89-8
epichlorohydrin

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

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

Conditions

Conditions	Yield
With water at 20℃; for 8h; optical yield given as %ee;	A 45% B n/a

: (R)-2,3-dichloroprop-1-yl butyrate

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

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 1h; Ambient temperature;	43%

: 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

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

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

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

Conditions

Conditions	Yield
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%

...Expand

: 106-89-8
epichlorohydrin

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

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

Conditions

Conditions	Yield
With Agromyces mediolanus ZJB120203 epoxide hydrolase Resolution of racemate; enantioselective reaction;	A 21.5% B n/a
enantiomeric resolution by complexation gas chromatography on nickel(II)bis<(1R)-3-(heptafluorobutyryl)camphorate>;
With water; C6H15N*C44H61CoN2O10 at 5 - 20℃; for 3 - 9h; Product distribution / selectivity; Resolution of racemate;

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

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

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 25℃; for 144h; Product distribution; Mechanism; study of asymmetric cyclization using optically active Co(II)(Sal)2(R-CHXDA) type catalyst;

: 96-23-1
1,3-Dichloro-2-propanol

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

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

Conditions

Conditions	Yield
With potassium carbonate; Co(II)(3,5-Cl,Cl-sal)2(S-CHXDA) (e.e. 1.) 130-150 deg C, 3 hr in vacuo; 2.) CH2Cl2, 25 deg C, 6 days; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With potassium carbonate In dichloromethane at 25℃; Product distribution; Mechanism; study of asymmetric cyclization using different optically active cobalt (salen) or nickel (salen) type complexes;
With potassium phosphate; [(R,R)-(salen)Co(II)]2*Al(NO3)3 In tetrahydrofuran at 20℃; for 3h;

: 67800-61-7
(S)-3-chloro-2-hydroxypropyl-1-(toluene-4-sulfonate)

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

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

Conditions

Conditions	Yield
With sodium 2-hydroxyethoxide In ethylene glycol for 0.0833333h; Title compound not separated from byproducts;

: 95548-93-9
(S)-1-bromo-3-chloro-2-propyl acetate

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

Conditions

Conditions	Yield
With disodium 1,2-ethanedithiolate In ethylene glycol for 0.25h; Yield given;

: 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

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

Conditions

Conditions	Yield
With hydrogen bromide; sodium 2-hydroxyethoxide 1.) AcOH, 60 deg C, 5 h,; Yield given. Multistep reaction;

: 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

: 106-89-8
epichlorohydrin

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

B: 96-23-1
1,3-Dichloro-2-propanol

C: 681225-50-3
(2S)-1-azido-3-chloropropan-2-ol

D: 180587-77-3
(2R)-1-azido-3-chloropropan-2-ol

Conditions

Conditions	Yield
With sodium azide; sodium acetate buffer; Agrobacterium radiobacter AD1 haloalcohol dehalogenase at 22℃; pH=4.5; Product distribution; Further Variations:; pH-values;

...Expand

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

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

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; Caldariomyces fumago chloroperoxidase at 20℃; for 1h; pH=5.5; aq. phosphate buffer; Ionic liquid; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;	88.8 %Chromat.

: 124-38-9
carbon dioxide

: 106-89-8
epichlorohydrin

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

B: 99968-48-6
(S)-4-(chloromethyl)-1,3-dioxolan-2-one

C: 99968-49-7
(R)-4-(chloromethyl)-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride at 25℃; under 6000.6 Torr; for 8h; Autoclave; enantioselective reaction;	A n/a B n/a C n/a

...Expand

: 62-53-3
aniline

: 106-89-8
epichlorohydrin

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

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

C: 195455-97-1
(S)-(+)-1-chloro-3-(phenylamino)-propan-2-ol

D: 195455-98-2
(R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline

Conditions

Conditions	Yield
Stage #1: epichlorohydrin With C65H56CoN3O8 In dichloromethane at 27 - 28℃; for 0.166667h; Stage #2: aniline In dichloromethane at 27 - 28℃; enantioselective reaction;	A n/a B n/a C n/a D n/a

...Expand

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

: 13125-66-1
n-heptylmagnesium bromide

: 261160-96-7
(R)-1-chloro-2-decanol

Conditions

Conditions	Yield
With CuCN In tetrahydrofuran at 0℃; for 2h; Grignard reaction;	100%
With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at -20℃;
With CuCN

: 590-28-3
potassium cyanate

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

: 169048-79-7
(5R)-5-(chloromethyl)-1,3-oxazolidin-2-one

Conditions

Conditions	Yield
In water for 15h; Heating;	100%
With magnesium sulfate In water at 100℃; Inert atmosphere;	75%
With water for 15h; Reflux;	59%

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

: 107-07-3
2-chloro-ethanol

: 934346-53-9
(R)-1-(2-chloroethoxy)-3-chloropropan-2-ol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at 45℃; for 1.5h;	100%
With boron trifluoride diethyl etherate at 45℃; for 3h;	100%
With boron trifluoride diethyl etherate In tetrahydrofuran at 0 - 45℃; for 1.5h;	86.6%

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

: (2S,3R,4R,5S,6R)-2-[4-chloro-3-[(4-hydroxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3,4,5-triol

: (2S,3R,4R,5S,6R)-2 [4-chloro-3-[[4-[[(2S)-oxiran-2-yl]methoxy]phenyl]methyl]phenyl]-6-methylthiotetrahydropyran-3,4,5-triol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 73℃; for 5h;	100%

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

: (2S,3R,4R,5S,6R)-2-[4-chloro-3-[(3-fluoro-4-hydroxyphenyl)methyl]phenyl]-6-(methylthio)tetrahydropyran-3,4,5-triol

: (2S,3R,4R,5S,6R)-2-[4-chloro-3-[[3-fluoro-4-[[(2S)-oxiran-2-yl]methoxy]phenyl]methyl]phenyl]-6-methylthiotetrahydropyran-3,4,5-triol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 75℃; for 5h;	100%

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

: (2S,3R,4R,5S,6S)-2-[4-chloro-3-[(4-hydroxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3,4,5-triol

: (2S,3R,4R,5S,6S)-2-[4-chloro-3-[[4-[[(2S)-oxiran-2-yl]methoxy]phenyl]methyl]phenyl]-6-methylthiotetrahydropyran-3,4,5-triol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 75℃; Inert atmosphere;	100%

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

: 588-96-5
4-bromoethoxybenzene

: (R)-1-chloro-3-(4-ethoxyphenyl)propane-2-ol

Conditions

Conditions	Yield
Stage #1: 4-bromoethoxybenzene With magnesium In tetrahydrofuran at 60℃; for 2h; Grignard Reaction; Inert atmosphere; Stage #2: (R)-(-)-epichlorohydrin With copper(l) iodide In tetrahydrofuran at 20℃; for 1h; Grignard Reaction; Inert atmosphere;	100%

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

: N-(4-((3-hydroxyphenyl)diazenyl)phenyl)acetamide

: (S)-N-(4-((3-(oxiran-2-ylmethoxy)phenyl)diazenyl)phenyl)acetamide

Conditions

Conditions	Yield
Stage #1: N-(4-((3-hydroxyphenyl)diazenyl)phenyl)acetamide With potassium carbonate In butanone for 0.166667h; Stage #2: (R)-(-)-epichlorohydrin In butanone for 48h; Reflux;	100%

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

: 208451-05-2
ethyl trimethylsilyl methylphosphonite

: ((R)-3-Chloro-2-trimethylsilanyloxy-propyl)-methyl-phosphinic acid ethyl ester

Conditions

Conditions	Yield
With zinc(II) chloride at 70℃; for 4h;	99%

: 224323-51-7
3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate

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

: (5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone

Conditions

Conditions	Yield
With magnesium halide at 80℃; for 4h;	99%
With MgI2 etherate In neat (no solvent) at 20 - 65℃; stereoselective reaction;	97%
With MgI2*etherate In tetrahydrofuran at 20 - 65℃; Inert atmosphere;	96%

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

: 13683-41-5
1-bromo-1-(trimethylsilyl)ethene

: (R)-1-chloro-4-(trimethylsilyl)pent-4-en-2-ol

Conditions

Conditions	Yield
Stage #1: 1-bromo-1-(trimethylsilyl)ethene With magnesium; ethylene dibromide In tetrahydrofuran at 20℃; for 1.25h; Reflux; Inert atmosphere; Stage #2: (R)-(-)-epichlorohydrin With copper(l) cyanide In tetrahydrofuran at -50 - -20℃; for 2h; Inert atmosphere; Schlenk technique;	99%

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

: 107-82-4
i-pentyl bromide

: 929211-91-6
(R)-1-chloro-6-methylheptan-2-ol

Conditions

Conditions	Yield
Stage #1: i-pentyl bromide With magnesium In diethyl ether Stage #2: (R)-(-)-epichlorohydrin With copper(l) iodide In diethyl ether at -78 - -20℃; for 12h;	98%

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

: 1062669-89-9
4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol

: 1062670-10-3
(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

Conditions

Conditions	Yield
Stage #1: (R)-(-)-epichlorohydrin; 4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol With tetramethlyammonium chloride at 25℃; for 48h; Stage #2: With sodium hydroxide In methanol at 0 - 20℃; for 1h;	98%
With sodium hydroxide In water; isopropyl alcohol at 20℃; for 48h;	67%

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

: 31166-44-6
phenylmethyl 1-piperazinecarboxylate

: (R)-benzyl 4-(3-chloro-2-hydroxypropyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
In ethanol at 20 - 50℃;	98%

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

: 7-fluoro-1-(piperazine-1-yl)isoquinoline trifluoroacetate

: 7-fluoro-1-(4-{[(2S)-oxiran-2-yl]methyl}piperazin-1-yl)isoquinoline

Conditions

Conditions	Yield
With sodium hydroxide In methanol at -10 - 4℃;	98%

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

Me2 AlCl: Me2 AlCl

: 13361-64-3
trimethyl(propargyl)silane

: (R)-1-chloro-6-trimethylsilanyl-hex-4-yn-2-ol

Conditions

Conditions	Yield
With n-butyllithium In toluene	97%
With n-butyllithium In toluene	97%

...Expand

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

: 5294-61-1
N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

: 1427177-24-9
(R)-2-(4-(3-chloro-2-hydroxypropyl)piperazin-1-yl)-N-(2,6-dimethylphenyl)acetamide

Conditions

Conditions	Yield
In water at 15℃; for 1h;	97%

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

: 103-49-1
dibenzylamine

: 316157-42-3
(R)-N,N-dibenzyl-1-(oxiran-2-yl)methanamine

Conditions

Conditions	Yield
With sodium hydroxide In water; isopropyl alcohol at 10 - 25℃; Large scale;	97%
In tetrahydrofuran Solvent; Reflux;	91%

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

: 1051911-44-4
(3aR,6R,7aR)-8,8-dimethyl-3-(pentan-3-ylideneamino)-1,3,4,5,6,7-hexahydro-2H-3a,6-methanobenzo[d]oxazol-2-one

: C18H28N2O3

Conditions

Conditions	Yield
Stage #1: (3aR,6R,7aR)-8,8-dimethyl-3-(pentan-3-ylideneamino)-1,3,4,5,6,7-hexahydro-2H-3a,6-methanobenzo[d]oxazol-2-one With n-butyllithium; diisopropylamine; lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: (R)-(-)-epichlorohydrin In tetrahydrofuran; hexane at -78℃; for 0.0833333h;	97%

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

: 1066-54-2
trimethylsilylacetylene

: 143724-90-7
(2R)-1-chloro-5-(trimethylsilyl)pent-4-yn-2-ol

Conditions

Conditions	Yield
Stage #1: trimethylsilylacetylene With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; Stage #2: (R)-(-)-epichlorohydrin In tetrahydrofuran at -60℃; regioselective reaction;	96%
With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran at 30℃; for 22h;	90%
With n-butyllithium; boron trifluoride diethyl etherate Yield given. Multistep reaction;

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

: 40172-06-3
N-(3,4-dichlorobenzyl)ethanoloamine

: 914927-61-0
C12H16Cl3NO2

Conditions

Conditions	Yield
at 20℃; for 18h;	96%

: 67-56-1
methanol

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

: 24549-06-2
6-ethyl-o-toluidine

: 1578258-67-9
(R)-1-((2-ethyl-6-methylphenyl)amino)-3-methoxypropan-2-ol

Conditions

Conditions	Yield
Stage #1: methanol; (R)-(-)-epichlorohydrin; 6-ethyl-o-toluidine at 70℃; for 6h; Reflux; Stage #2: With potassium hydroxide at 10 - 30℃; for 8h;	96%

...Expand

: 212325-40-1
methyl (3-fluoro-4-morpholinophenyl)carbamate

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

: (5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone

Conditions

Conditions	Yield
Stage #1: methyl-(3-fluoro-4-morpholinophenyl)carbamate With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 1.16667h; Stage #2: (R)-(-)-epichlorohydrin In tetrahydrofuran; hexane at -10 - 55℃; for 4.66667h;	96%

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

: 86-93-1
1-Phenyl-1H-tetrazole-5-thiol

: (2R)-1-chloro-3-[(1-phenyl-1,2,3,4-tetrazol-5-yl)mercapto]-2-propanol

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃;	96%
With triethylamine In methanol at 20℃;	96%

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

: 2-(benzylamino)-N-(3,4-difluorophenyl)acetamide

: 2-{benzyl[(2R)-3-chloro-2-hydroxypropyl]amino}-N-(3,4-difluorophenyl)acetamide

Conditions

Conditions	Yield
With magnesium sulfate In methanol; dichloromethane at 20 - 35℃;	96%

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

: 637-89-8
4-sulfanylphenol

: (R)-4-((3-chloro-2-hydroxypropyl)thio)phenol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 20℃; for 8.25h; Cooling with ice;	96%

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

: 920-39-8
isopropylmagnesium bromide

: C6H13ClO

Conditions

Conditions	Yield
With copper(l) iodide In tetrahydrofuran at -10 - 25℃; for 12h; Inert atmosphere;	96%

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

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

Conditions

Conditions	Yield
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.

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

: N-[4-(3-morpholinon-4-yl)phenyl]-5-chloro-2-thiophenecarboxamide

: (R)-N-(2,3-epoxy-1-propyl)-N-[4-(3-morpholinon-4-yl)phenyl]-5-chloro-2-thiophenecarboxamide

Conditions

Conditions	Yield
Stage #1: N-[4-(3-morpholinon-4-yl)phenyl]-5-chloro-2-thiophenecarboxamide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: (R)-(-)-epichlorohydrin at 50 - 60℃; for 3h;	95.5%

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

: 74-90-8
hydrogen cyanide

: 84367-31-7
(R)-γ-chloro-β-hydroxybutyronitrile

Conditions

Conditions	Yield
With triethylamine In water at 25℃; for 8h; Temperature;	95.05%
With trimethylamine In toluene at 60℃; for 5h; Temperature; Autoclave;

(R)-(-)-Epichlorohydrin Specification

The Oxirane, (chloromethyl)-, (R)-, with its CAS registry number 51594-55-9, has the IUPAC name of (2R)-2-(chloromethyl)oxirane. For being a kind of colorless to light yellow liquid, its product categories are including Industrial/Fine Chemicals; Methyl Halides; chiral; Chiral compounds; Chiral Building Blocks; Glycidyl Compounds, etc. (Chiral); Oxiranes; Simple 3-Membered Ring Compounds; Synthetic Organic Chemistry; Chiral Compound; Methyl Halides; Ring Systems. Besides, it is usually used as chiral intermediate and chiral medicine synthesis.

The physical properties of this chemical are as below: (1)ACD/LogP: 0.45; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.45; (4)ACD/LogD (pH 7.4): 0.45; (5)ACD/BCF (pH 5.5): 1.29; (6)ACD/BCF (pH 7.4): 1.29; (7)ACD/KOC (pH 5.5): 41.84; (8)ACD/KOC (pH 7.4): 41.84; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 12.53; (13)Index of Refraction: 1.443; (14)Molar Refractivity: 20.37 cm³; (15)Molar Volume: 76.7 cm³; (16)Polarizability: 8.07×10^-24 cm³; (17)Surface Tension: 35.6 dyne/cm; (18)Density: 1.205 g/cm³; (19)Flash Point: 33.9 °C; (20)Enthalpy of Vaporization: 33.98 kJ/mol; (21)Boiling Point: 116.1 °C at 760 mmHg; (22)Vapour Pressure: 22 mmHg at 25°C; (23)Exact Mass: 92.002892; (24)MonoIsotopic Mass: 92.002892; (25)Topological Polar Surface Area: 12.5; (26)Heavy Atom Count: 5; (27)Complexity: 37.9.

When you are dealing with this chemical, you should be very careful. For being toxic which may at low levels cause damage to health, it will be dangerous if by inhalation, in contact with skin and if swallowed. And this chemical tends to cause sensitisation by skin contact and burns and then even cause cancer. Therefore, you should avoid exposure - obtain special instructions before use. And if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1C(O1)CCl
(2)Isomeric SMILES: C1[C@@H](O1)CCl
(3)InChI: InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2/t3-/m0/s1
(4)InChIKey: BRLQWZUYTZBJKN-VKHMYHEASA-N

Product Name

(R)-(-)-Epichlorohydrin

Synthetic route

(R)-(-)-Epichlorohydrin Specification

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