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(S)-(-)-2-Acetoxypropionyl chloride

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Name

(S)-(-)-2-Acetoxypropionyl chloride

EINECS 420-610-4
CAS No. 36394-75-9 Density 1.22 g/cm3
PSA 43.37000 LogP 0.70340
Solubility N/A Melting Point N/A
Formula C5H7ClO3 Boiling Point 163.862 °C at 760 mmHg
Molecular Weight 150.562 Flash Point 62.593 °C
Transport Information UN 3265 8/PG 2 Appearance Colorless fuming liquids
Safety 26-36/37/39-45 Risk Codes 34
Molecular Structure Molecular Structure of 36394-75-9 ((S)-(-)-2-ACETOXYPROPIONYL CHLORIDE) Hazard Symbols CorrosiveC
Synonyms

Propanoylchloride, 2-(acetyloxy)-, (S)-;(1S)-2-Chloro-1-methyl-2-oxoethyl acetate;(S)-2-(Acetyloxy)propanoyl chloride;(S)-2-Acetoxypropanoyl chloride;(S)-2-Acetoxypropionyl chloride;Acetic acid(1S)-1-(chlorocarbonyl)ethyl ester;Acetic acid(1S)-2-chloro-1-methyl-2-oxoethyl ester;L-a-Acetoxypropionyl chloride;

Article Data 27

(S)-(-)-2-Acetoxypropionyl chloride Synthetic route

36394-75-9

(S)-2-acetoxypropanoyl chloride

Conditions
ConditionsYield
With thionyl chloride at 50℃; for 2h;93.7%
With thionyl chloride at 20℃; Chlorination;31%
With thionyl chloride
867-56-1

sodium L-lactate

75-36-5

acetyl chloride

36394-75-9

(S)-2-acetoxypropanoyl chloride

Conditions
ConditionsYield
With hydrogenchloride; thionyl chloride In diethyl ether64%
867-56-1

sodium L-lactate

36394-75-9

(S)-2-acetoxypropanoyl chloride

C7H10O5

36394-75-9

(S)-2-acetoxypropanoyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 0.25 h / 20 - 40 °C
2: thionyl chloride / 1,2-dichloro-ethane / 7 h / 40 °C
View Scheme
79-37-8

oxalyl dichloride

79-33-4

L-Lactic acid

75-36-5

acetyl chloride

36394-75-9

(S)-2-acetoxypropanoyl chloride

Conditions
ConditionsYield
In dichloromethane
79-33-4

L-Lactic acid

75-36-5

acetyl chloride

36394-75-9

(S)-2-acetoxypropanoyl chloride

Conditions
ConditionsYield
Stage #1: L-Lactic acid; acetyl chloride at 20℃; Schlenk technique; Inert atmosphere;
Stage #2: With thionyl chloride In N,N-dimethyl-formamide at 20℃; Schlenk technique; Inert atmosphere;
1220700-96-8

C22H21N7O

36394-75-9

(S)-2-acetoxypropanoyl chloride

1220700-97-9

C27H27N7O4

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;100%

(3S,4R)-tert-butyl 3-((((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1-carboxylate

36394-75-9

(S)-2-acetoxypropanoyl chloride

(3S,4R)-tert-butyl 3-(((S)-2-acetoxy-N-((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)propanamido)methyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1.5h;100%
61586-78-5

ethyl (1R,2S)-2-hydroxycyclohexane-1-carboxylate

36394-75-9

(S)-2-acetoxypropanoyl chloride

(1R,2S)-2-((S)-2-Acetoxy-propionyloxy)-cyclohexanecarboxylic acid ethyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 4℃; for 20h; Acylation;99%

[5,6-bis-(trimethyl-silanyloxy)-1,2,3,4,5,6-hexahydro-inden-3a-yl]-methanol

36394-75-9

(S)-2-acetoxypropanoyl chloride

2-acetoxypropionic acid 5,6-bis(trimethyl-silanyloxy)-1,2,3,4,5,6-hexahydro-1H-inden-3a-yl methyl ester

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0℃; for 0.416667h;99%

(S)-(-)-2-Acetoxypropionyl chloride Chemical Properties

Molecular Structure of Propanoyl chloride,2-(acetyloxy)-, (2S)- (CAS No.36394-75-9):
 
Molecular Formula: C5H7ClO3
Molecular Weight: 150.56
CAS No: 36394-75-9
Density: 1.189 g/cm3
Boiling point: 50 ºC (5 mmHg)
Refractive index: 1.423
Flash point: 113 ºC

(S)-(-)-2-Acetoxypropionyl chloride Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
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 3265 8/PG 2
WGK Germany: 3
F: 10-21
HazardClass: 8
PackingGroup: III

(S)-(-)-2-Acetoxypropionyl chloride Specification

   Propanoyl chloride,2-(acetyloxy)-, (2S)- (CAS No.36394-75-9), its synonyms are (S)-(-)-O-Acetyllactoyl chloride ; (S)-(-)-2-Acetoxypropionyl chloride ; (S)-2-Acetoxypropionyl chloride ; S-Acetoxypropionyl chloride ; O-Acetyl-l-lactyl chloride ; 2-Acetoxy propionyl chloride;L-(-)-2-Acetoxypropionyl chloride .

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