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51594-55-9

Basic Information
CAS No.: 51594-55-9
Name: (R)-(-)-Epichlorohydrin
Article Data: 54
Molecular Structure:
Molecular Structure of 51594-55-9 ((R)-(-)-Epichlorohydrin)
Formula: C3H5ClO
Molecular Weight: 92.5251
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;
EINECS: 424-280-2
Density: 1.183 g/cm3
Melting Point: -48ºC
Boiling Point: 116.1 ºC at 760 mmHg
Flash Point: 33.9 ºC
Solubility: insoluble
Appearance: colorless to light yellow liquid
Hazard Symbols: ToxicT
Risk Codes: 23/24/25-34-43-45
Safety: 45-53
Transport Information: UN 2023 6.1/PG 2
PSA: 12.53000
LogP: 0.62400
Synthetic route

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

51594-55-9

(R)-(-)-epichlorohydrin

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium In ethylene glycol Ambient temperature;85%
106-89-8

epichlorohydrin

51594-55-9

(R)-(-)-epichlorohydrin

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
106-89-8

epichlorohydrin

A

51594-55-9

(R)-(-)-epichlorohydrin

B

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

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

51594-55-9

(R)-(-)-epichlorohydrin

Conditions
ConditionsYield
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
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;
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    (R)-(-)-Epichlorohydrin Basic information Product Name: (R)-(-)-Epichlorohydrin Synonyms: (R)-3-Chloro-1,2-epoxypropane;2-(Chlorometyl)oxirane;R(-)-2-(CHLOROMETHYL)OXIRANE;(R)-(-)-1-CHLO

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    Chemical Name: (R)-(-)-Epichlorohydrin Synonyms: (R)-(-)-1-Chloro-2,3-epoxypropane; (R) 2-Chloromethyl-oxirane CAS No.: 51594-55-9 Molecular Formula: C3H5ClO Hazard Class: 6.1 UN No.: UN2023 Properties: Slightly yellow to transparent li

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    Product Name: (R)-(-)-Epichlorohydrin CAS: 51594-55-9 MF: C3H5ClO MW: 92.52 EINECS: 424-280-2 Mol File: 51594-55-9.mol (R)-(-)-Epichlorohydrin Structure (R)-(-)-Epichlorohydrin Chemical Properties Melting point -48°C alph

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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