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32807-28-6

Basic Information
CAS No.: 32807-28-6
Name: Butanoic acid,4-chloro-3-oxo-, methyl ester
Article Data: 11
Cas Database
Molecular Structure:
Molecular Structure of 32807-28-6 (Butanoic acid,4-chloro-3-oxo-, methyl ester)
Formula: C5H7ClO3
Molecular Weight: 150.562
Synonyms: Acetoaceticacid, 4-chloro-, methyl ester (8CI);4-Chloro-3-oxo-butyric acid methyl ester;4-Chloro-3-oxobutanoic acid methyl ester;4-Chloroacetoacetic acid methylester;Methyl 3-oxo-4-chlorobutanoate;Methyl 4-chloro-3-oxobutanoate;Methyl4-chloro-3-oxobutyrate;Methyl 4-chloroacetoacetate;Methyl g-chloroacetoacetate;Methyl w-chloroacetoacetate;g-Chloroacetoacetic acid methylester;
EINECS: 251-230-5
Density: 1.224 g/cm3
Melting Point: 14-16 °C
Boiling Point: 228.984 °C at 760 mmHg
Flash Point: 102.778 °C
Solubility: 71 g/L in water at 20 °C
Appearance: Clear colorless liquid to pale yellow liquid
Hazard Symbols: ToxicT
Risk Codes: 25-34
Safety: 26-36/37/39-45
Transport Information: UN 2810 6.1/PG 2
PSA: 43.37000
LogP: 0.35740
Synthetic route
96-34-4

methyl chloroacetate

32807-28-6

Methyl 4-chloroacetoacetate

Conditions
ConditionsYield
With magnesium In tetrahydrofuran 1.) 30-35 deg C, 7 h, 2.) overnight, 3.) reflux, 2 h.;41%
With diethyl ether; magnesium; mercury dichloride
84200-22-6

4-chloro-4-chloromethyloxetan-2-one

32807-28-6

Methyl 4-chloroacetoacetate

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol
67-56-1

methanol

41295-64-1

4-chloroacetoacetyl chloride

32807-28-6

Methyl 4-chloroacetoacetate

Conditions
ConditionsYield
Stage #1: methanol; 4-chloroacetoacetyl chloride Industry scale;
Stage #2: With sodium hydroxide In water Industry scale;
105-45-3

acetoacetic acid methyl ester

32807-28-6

Methyl 4-chloroacetoacetate

Conditions
ConditionsYield
With chlorine In tetrachloromethane at 20℃;
32807-28-6

Methyl 4-chloroacetoacetate

122-51-0

orthoformic acid triethyl ester

4-chloro-2-diethoxymethyl-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
With acetic anhydride Heating;100%
32807-28-6

Methyl 4-chloroacetoacetate

122-51-0

orthoformic acid triethyl ester

1027781-86-7

methyl 2-(chloroacetyl)-3-ethoxyacrylate

Conditions
ConditionsYield
With acetic anhydride for 24h; Heating;100%
32807-28-6

Methyl 4-chloroacetoacetate

10488-68-3

methyl 4-chloro-3-hydroxybutanoate

Conditions
ConditionsYield
With potassium borohydride In ethanol at 0 - 5℃;98.6%
Stage #1: Methyl 4-chloroacetoacetate With sodium tetrahydroborate In methanol at 0 - 20℃; for 2.25h;
Stage #2: With hydrogenchloride; water In methanol
77%
With sodium tetrahydroborate
With sodium tetrahydroborate In methanol at 20℃;
With sodium tetrahydroborate In methanol at 20℃;
64-17-5

ethanol

32807-28-6

Methyl 4-chloroacetoacetate

{2',6-dimethyl-[1,1'-biphenyl]-3-yl}thiourea

ethyl 2-[2-({2',6-dimethyl-[1,1'-biphenyl]-3-yl}amino)-1,3-thiazol-4-yl]acetate

Conditions
ConditionsYield
at 80℃; for 16h; Inert atmosphere;98%
67-56-1

methanol

32807-28-6

Methyl 4-chloroacetoacetate

110104-60-4

(E)-4-chloro-3-methoxy-but-2-enoic acid methyl ester

Conditions
ConditionsYield
Stage #1: methanol; Methyl 4-chloroacetoacetate With thionyl chloride at -10 - 20℃;
Stage #2: With methanesulfonic acid at 150℃; under 75.006 Torr;
96.4%
Stage #1: methanol; Methyl 4-chloroacetoacetate With hydrogenchloride at 20℃; for 15h;
Stage #2: With methanesulfonic acid at 125 - 130℃; under 75.006 Torr;
87%
With thionyl chloride; methanesulfonic acid 1.) 25 deg C, 3 h, 2.) 125 - 130 deg C, 100 mbar, 2,5 h; Yield given. Multistep reaction;
32807-28-6

Methyl 4-chloroacetoacetate

108-98-5

thiophenol

71483-05-1

methyl 3-oxo-4-(phenylthio)butanoate

Conditions
ConditionsYield
With sodium In methanol for 0.5h; Ambient temperature;96%
With sodium hydroxide In ethanol; isopropyl alcohol at 100℃; for 0.5h;94%
With triethylamine for 4h;
With sodium acetate In ethanol for 1h; Reflux;950 mg
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Butanoic acid,4-chloro-3-oxo-, methyl ester, with the CAS registry number 32807-28-6, is also known as 4-Chloro-3-oxobutanoic acid methyl ester. It belongs to the product categories of Halogen compounds; Organic acids; C2 to C5; Carbonyl Compounds;Esters; Aliphatics; Intermediates & Fine Chemicals; Pharmaceuticals. Its EINECS number is 251-230-5. This chemical's molecular formula is C5H7ClO3 and molecular weight is 150.56. What's more, its systematic name is methyl 4-chloro-3-oxobutanoate. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be ensured that the workshop is well ventilated or equipped with exhaust devices. It is used as intermediates in organic synthesis.

Physical properties of Butanoic acid,4-chloro-3-oxo-, methyl ester are: (1)ACD/LogP: -0.279; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.28; (4)ACD/LogD (pH 7.4): -0.28; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 16.79; (8)ACD/KOC (pH 7.4): 16.67; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.431; (14)Molar Refractivity: 31.867 cm3; (15)Molar Volume: 123.056 cm3; (16)Polarizability: 12.633×10-24cm3; (17)Surface Tension: 35.0 dyne/cm; (18)Density: 1.224 g/cm3; (19)Flash Point: 102.778 °C; (20)Enthalpy of Vaporization: 46.559 kJ/mol; (21)Boiling Point: 228.984 °C at 760 mmHg; (22)Vapour Pressure: 0.071 mmHg at 25°C.

Preparation of Butanoic acid,4-chloro-3-oxo-, methyl ester: this chemical can be prepared by chloroacetic acid methyl ester at the temperature of 30-35 °C. This reaction will need reagent magnesium and solvent tetrahydrofuran with the reaction time of 7 hours. The yield is about 41%.

Butanoic acid,4-chloro-3-oxo-, methyl ester can be prepared by chloroacetic acid methyl ester at the temperature of 30-35 °C

Uses of Butanoic acid,4-chloro-3-oxo-, methyl ester: it can be used to produce Methyl 4-chloro-3-hydroxybutanoate at the ambient temperature. It will need reagents NAD, 2-propanol and solvents H2O, hexane. The yield is about 76%.

Butanoic acid,4-chloro-3-oxo-, methyl ester can be used to produce Methyl 4-chloro-3-hydroxybutanoate at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
It is toxic if swallowed and can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClCC(=O)CC(=O)OC
(2)Std. InChI: InChI=1S/C5H7ClO3/c1-9-5(8)2-4(7)3-6/h2-3H2,1H3
(3)Std. InChIKey: HFLMYYLFSNEOOT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 91mg/kg (91mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 695, 1987.
rat LD50 intraperitoneal 77mg/kg (77mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 695, 1987.