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Name	(S)-(-)-2-Chloropropionic acid	EINECS	411-150-5
CAS No.	29617-66-1	Density	1.285 g/cm³
PSA	37.30000	LogP	0.69830
Solubility	soluble in water	Melting Point	4 °C
Formula	C₃H₅ClO₂	Boiling Point	189 °C at 760 mmHg
Molecular Weight	108.525	Flash Point	68.1 °C
Transport Information	UN 2511 8/PG 3	Appearance	colourless oil
Safety	23-26-28-36/37/39-45	Risk Codes	21/22-35
Molecular Structure		Hazard Symbols	C
Synonyms	(2S)-2-chloropropanoic acid;(S)-2-Chloropropionic acid;Propionic acid, 2-chloro-, L- (8CI);Propanoic acid, 2-chloro-, (S)-;alpha-L-Chloropropionic acid;S-2-Chloropropionic acid;(S)-2-Chloropropanoic acid;L-2-Chloropropanoic acid;(2S)-Chloropropanoic acid;L-2-chloropropinonical;	Article Data	49

(S)-(-)-2-Chloropropionic acid Synthetic route

: 56-41-7
L-alanin

: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; nitrosylchloride In water at 0℃; for 1h; Temperature;	94%
With hydrogenchloride; sodium nitrite In water at -5 - 20℃;	89%
Stage #1: L-alanin With hydrogenchloride; tartaric acid; iron(II) chloride In water for 1h; Stage #2: With sodium nitrite In water at 0℃; for 4h; Reagent/catalyst;	85.4%

: (1R,2R)-2-(naphthalen-2-yloxy)cyclohexyl (S)-2-chloropropanoate

A: 29617-66-1
(S)-2-chloropropanoic acid

B: trans-2-(naphthalen-2-yloxy)cyclohexan-1-ol

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 50℃; for 24h; Inert atmosphere;	A 91% B 93%

: C20H19ClO2

A: 29617-66-1
(S)-2-chloropropanoic acid

B: 9,10-dihydro-9,10-ethanoanthracene-11-methanol

C: 7474-05-7
(R)-2-chloropropionic acid

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 50℃; for 8h; Inert atmosphere; Resolution of racemate;	A n/a B 91% C n/a

: (S)-2-Chloro-propionic acid (R)-4,4-dimethyl-2-oxo-1-phenyl-pyrrolidin-3-yl ester

: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran at 0℃; for 0.25h;	86%

: 74497-15-7
(+)-ethyl 2-chloropropionate

: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water	85%

: 56-41-7
L-alanine

: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite at 0℃; for 20h;	71%

: 83261-15-8
(S)-2-Chlorpropionsaeure-isobutylester

: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 0℃;	59%

: 127304-29-4
(2R,3S)-(+)-3-chlorobutane-2-ol

: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
With potassium hydroxide; bromine at 50℃;

: 73246-45-4
methyl-(S)-2-chloropropionate

A: 67-56-1
methanol

B: 29617-66-1
(S)-2-chloropropanoic acid

Conditions

Conditions	Yield
subtilisin In water at 30℃; Kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; esterase from Pseudomonas fluorescens In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Ophiostoma piliferum In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics;

: 129974-79-4, 129974-81-8, 129974-82-9
(RS)-1-Pentylpropynyl (L)-2-chloropropanoate

A: 29617-66-1
(S)-2-chloropropanoic acid

B: 32556-71-1
1-octyn-3-ol

C: 129974-82-9
(R)-1-Pentylpropynyl (L)-2-chloropropanoate

Conditions

Conditions	Yield
With water; lipase CC lipase P;
With water; lipase CC Product distribution; or lipase P;
With lipase CC; water or lipase P;

(S)-(-)-2-Chloropropionic acid Chemical Properties

The Molecular Structure of (S)-(-)-2-Chloropropionic acid (CAS NO.29617-66-1):

Empirical Formula: C₃H₅ClO₂
Molecular Weight: 108.5236
CAS registry number: 29617-66-1
Appearance: Colourless Oil
IUPAC Name: (2S)-2-chloropropanoic acid
Nominal Mass: 108 Da
Average Mass: 108.5236 Da
Monoisotopic Mass: 107.997807 Da
Index of Refraction: 1.441
Molar Refractivity: 22.31 cm³
Molar Volume: 84.4 cm³
Surface Tension: 37.6 dyne/cm
Density: 1.285 g/cm³
Flash Point: 68.1 °C
Enthalpy of Vaporization: 46.87 kJ/mol
Boiling Point: 189 °C at 760 mmHg
Vapour Pressure: 0.26 mmHg at 25°C
InChI
InChI=1/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1
Smiles
C([C@@H](Cl)C)(O)=O
Synonyms: (2S)-Chloropropanoic acid ; (S)-2-Chloropropanoic acid ; (S)-2-Chloropropionic acid ; 2(S)-Chloropropionic acid ; L-2-Chloropropanoic acid ; L-2-Chloropropionic acid ; alpha-L-Chloropropionic acid ; Propanoic acid, 2-chloro-, (S)- ; Propionic acid, 2-chloro-, L- (8CI)
Product Categories: Chiral Compounds;chiral;Miscellaneous Reagents;Building Blocks for Liquid Crystals;Carboxylic Acids (Chiral);Chiral Building Blocks;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;Synthetic Organic Chemistry

(S)-(-)-2-Chloropropionic acid Uses

(S)-(-)-2-Chloropropionic acid (CAS NO.29617-66-1) is used in the synthesis of muramic acid derivatives; Preparation of its ester and reaction with protected amino acid CESIUM salts to depsipeptides.

(S)-(-)-2-Chloropropionic acid Toxicity Data With Reference

1、RTECS#: CAS# 29617-66-1: UA2451950
2、LD50/LC50: RTECS: Not available.
3、Carcinogenicity: (S)-(-)-2-Chloropropionic Acid - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: See actual entry in RTECS for complete information.

(S)-(-)-2-Chloropropionic acid Safety Profile

Hazard Codes: Corrosive C
Risk Statements: 21/22-35
R21/22: Harmful in contact with skin and if swallowed
R35: Causes severe burns
Safety Statements: 23-26-28-36/37/39-45
S23: Do not breathe vapour
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S28: After contact with skin, wash immediately with plenty of soap-suds
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2511 8/PG 3
WGK Germany: 1
RTECS: UA2451950
HazardClass: 8
PackingGroup: III
HS Code: 29159080

(S)-(-)-2-Chloropropionic acid Specification

(1)Fire Fighting Measures of (S)-(-)-2-Chloropropionic acid (CAS NO.29617-66-1):
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use foam, dry chemical, or CARBON dioxide
(2)Handling and Storage of (S)-(-)-2-Chloropropionic Acid
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container. Corrosives area.

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