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73246-45-4

Basic Information
CAS No.: 73246-45-4
Name: (S)-(-)-Methyl 2-chloropropionate
Article Data: 14
Molecular Structure:
Molecular Structure of 73246-45-4 ((S)-(-)-Methyl 2-chloropropionate)
Formula: C4H7ClO2
Molecular Weight: 122.551
Synonyms: Propanoicacid, 2-chloro-, methyl ester, (S)-;(-)-2-Chloropropionic acid methyl ester;(-)-Methyl 2-chloropropanoate;(-)-Methyl 2-chloropropionate;(-)-Methyl a-chloropropionate;(S)-(-)-2-Chloropropionic acid methyl ester;(S)-2-Chloropropanoic acid methylester;(S)-2-Chloropropionic acid methyl ester;(S)-Methyl 2-chloropropionate;L-a-Chloropropionic acid methylester;Methyl (S)-(-)-2-chloropropionate;Methyl (S)-2-Chloropropanoate;Methyl(S)-a-chloropropionate;MethylL-(-)-2-chloropropionate;Methyl l-a-chloropropionate;
EINECS: 412-470-8
Density: 1.116 g/cm3
Boiling Point: 130.8 °C at 760 mmHg
Flash Point: 37.6 °C
Appearance: Colorless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-36-48/22
Safety: 23-26-36
Transport Information: UN 2933 3/PG 3
PSA: 26.30000
LogP: 0.78670
Synthetic route
17392-83-5

(R)-Methyl lactate

73246-45-4

methyl-(S)-2-chloropropionate

Conditions
ConditionsYield
With pyridine; thionyl chloride In N,N-dimethyl-formamide at 20 - 55℃; for 5h; Temperature; Reagent/catalyst; Solvent;90%
17392-83-5

(R)-Methyl lactate

A

73246-45-4

methyl-(S)-2-chloropropionate

B

77287-29-7

methyl (2R)-2-chloropropanoate

Conditions
ConditionsYield
With pyridine; thionyl chloride In N,N-dimethyl-formamide at 20 - 55℃; for 6h;A 86%
B n/a
27871-49-4

(S)-Methyl lactate

73246-45-4

methyl-(S)-2-chloropropionate

Conditions
ConditionsYield
With thionyl chloride at 100℃;75%
With thionyl chloride In diethyl ether at 20℃; for 16h;72%
67-56-1

methanol

29617-66-1

(S)-2-chloropropanoic acid

73246-45-4

methyl-(S)-2-chloropropionate

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 5h; Reflux;66%
With boron trifluoride
With thionyl chloride optical yield given as %ee;124 mg
29617-66-1

(S)-2-chloropropanoic acid

73246-45-4

methyl-(S)-2-chloropropionate

Conditions
ConditionsYield
With hexane
67-56-1

methanol

79-33-4

L-Lactic acid

73246-45-4

methyl-(S)-2-chloropropionate

Conditions
ConditionsYield
With phosphorus pentachloride methyl ester of/the/ l-α-chloro-propionic acid;
67-56-1

methanol

70110-24-6

(S)-2-chloropropionyl chloride

73246-45-4

methyl-(S)-2-chloropropionate

17392-83-5

(R)-Methyl lactate

A

73246-45-4

methyl-(S)-2-chloropropionate

B

20047-41-0, 57885-43-5, 5445-17-0, 62076-23-7

methyl (2S)-2-bromopropanoate

Conditions
ConditionsYield
With pyridine; thionyl chloride; hydrogen bromide Yield given. Multistep reaction. Yields of byproduct given;
77287-29-7

methyl (2R)-2-chloropropanoate

73246-45-4

methyl-(S)-2-chloropropionate

Conditions
ConditionsYield
With N,N,N',N',N'',N''-hexamethylguanidinium chloride at 70℃; Product distribution; Further Variations:; Temperatures; Reagents;

methyl S-(-)-2-(chlorocarbonyloxy)propionate

A

73246-45-4

methyl-(S)-2-chloropropionate

B

77287-29-7

methyl (2R)-2-chloropropanoate

Conditions
ConditionsYield
With N,N,N',N',N'',N''-hexamethylguanidinium chloride at 70℃; Product distribution; Further Variations:; Temperatures; Reagents;
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Specification

The (S)-(-)-Methyl 2-chloropropionate, with the CAS registry number 78341-97-6, is also known as (S)-(-)-2 Chloropropionic acid methyl ester. It belongs to the product categories of Categories: chiral; Chiral Compounds; Chiral Building Blocks; Esters (Chiral); Synthetic Organic Chemistry; Chiral Building Blocks; Esters; Organic Building Blocks. Its EINECS number is 412-470-8. This chemical's molecular formula is C4H7ClO2 and molecular weight is 122.55. What's more, its systematic name is Methyl (2S)-2-chloropropanoate. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, heat and fire.

Physical properties of (S)-(-)-Methyl 2-chloropropionate are: (1)ACD/LogP: 0.872; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.87; (4)ACD/LogD (pH 7.4): 0.87; (5)ACD/BCF (pH 5.5): 2.71; (6)ACD/BCF (pH 7.4): 2.71; (7)ACD/KOC (pH 5.5): 71.03; (8)ACD/KOC (pH 7.4): 71.03; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.409; (14)Molar Refractivity: 27.163 cm3; (15)Molar Volume: 109.806 cm3; (16)Polarizability: 10.768×10-24cm3; (17)Surface Tension: 27.67 dyne/cm; (18)Density: 1.116 g/cm3; (19)Flash Point: 37.601 °C; (20)Enthalpy of Vaporization: 36.838 kJ/mol; (21)Boiling Point: 130.759 °C at 760 mmHg; (22)Vapour Pressure: 9.57 mmHg at 25°C.

Preparation of (S)-(-)-Methyl 2-chloropropionate: this chemical can be prepared by (S)-2-hydroxy-propionic acid methyl ester at the temperature of 20 °C. This reaction will need reagent SOCl2 and solvent diethyl ether with the reaction time of 16 hours. The yield is about 72%.

(S)-(-)-Methyl 2-chloropropionate can be prepared by (S)-2-hydroxy-propionic acid methyl ester at the temperature of 20 °C

Uses of (S)-(-)-Methyl 2-chloropropionate: it can be used to produce (S)-methyl 2-(acetylsulfanyl)propionate at the temperature of 25 °C. It will need solvent dimethylformamide. The yield is about 89%.

(S)-(-)-Methyl 2-chloropropionate can be used to produce (S)-methyl 2-(acetylsulfanyl)propionate at the temperature of 25 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable and is irritating to eyes. This substance is harmful as it has a danger of serious damage to health by prolonged exposure if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). When using it, you need to wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl[C@H](C(=O)OC)C
(2)Std. InChI: InChI=1S/C4H7ClO2/c1-3(5)4(6)7-2/h3H,1-2H3/t3-/m0/s1
(3)Std. InChIKey: JLEJCNOTNLZCHQ-VKHMYHEASA-N