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Cyclopropanecarboxylic acid, 1-hydroxy-, methyl ester

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Name

Cyclopropanecarboxylic acid, 1-hydroxy-, methyl ester

EINECS N/A
CAS No. 33689-29-1 Density 1.346 g/cm3
PSA 46.53000 LogP -0.31570
Solubility N/A Melting Point N/A
Formula C5H8O3 Boiling Point 134.6 °C at 760 mmHg
Molecular Weight 116.117 Flash Point 44.8 °C
Transport Information N/A Appearance Clear yellow liquid
Safety 16 Risk Codes 11
Molecular Structure Molecular Structure of 33689-29-1 (METHYL 1-HYDROXY-1-CYCLOPROPANE CARBOXYLATE, 90) Hazard Symbols N/A
Synonyms

Methyl 1-hydroxycyclopropanecarboxylate;Methyl 1-hydroxy-1-cyclopropanecarboxylate;

Article Data 11

Cyclopropanecarboxylic acid, 1-hydroxy-, methyl ester Synthetic route

67-56-1

methanol

17994-25-1

1-Hydroxy-1-cyclopropanecarboxylic acid

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride98.5%
With thionyl chloride
33689-28-0

cyclobutane-1,2-dione

124-41-4

sodium methylate

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
In methanol for 2.5h; Ambient temperature;76%
72784-43-1

methyl 1-aminocyclopropane-1-carboxylate

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 0℃; Reflux;75.5%
17994-25-1

1-Hydroxy-1-cyclopropanecarboxylic acid

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

103582-19-0

3-acetoxy-3-methoxycarbonyl-1-pyrazoline

A

288-13-1

NH-pyrazole

B

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

C

15366-34-4

methyl 1H-pyrazole 3-carboxylate

D

methyl 1-acetoxycyclopropanecarboxylate

Conditions
ConditionsYield
With sodium pyrazolide In xylene for 0.0833333h; Ambient temperature; Title compound not separated from byproducts;A 0.21 g
B n/a
C 0.22 g
D n/a
17994-25-1

1-Hydroxy-1-cyclopropanecarboxylic acid

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride; triethylamine In methanol
110-87-2

3,4-dihydro-2H-pyran

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

87326-00-9

methyl 1-((tetrahydro-2H-pyran-2-yl)oxy)cyclopropanecarboxylate

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 3h; Ambient temperature;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 3h;93%
pyridinium p-toluenesulfonate In dichloromethane at 25℃; for 3h;86%
With pyridinium p-toluenesulfonate In dichloromethane at 23℃; for 16h; Sealed tube;60%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃;990 mg
33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

60703-46-0

2,4,6-trichloro-5-methoxy-pyrimidine

1572048-45-3

1-(2,6-dichloro-5-methoxy-pyrimidin-4-yloxy)-cyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at -78 - 20℃; for 2h;100%
33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

74-88-4

methyl iodide

2790-74-1

1-methoxycyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 1-hydroxy-cyclopropanecarboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h;
98%
Stage #1: 1-hydroxy-cyclopropanecarboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃;
98%
Stage #1: 1-hydroxy-cyclopropanecarboxylic acid methyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: methyl iodide In tetrahydrofuran at 20℃;
74%
6299-25-8

4,6-Dichloro-2-(methylthio)pyrimidine

33689-29-1

1-hydroxy-cyclopropanecarboxylic acid methyl ester

1190735-24-0

C10H11ClN2O3S

Conditions
ConditionsYield
Stage #1: 4,6-Dichloro-2-(methylthio)pyrimidine; 1-hydroxy-cyclopropanecarboxylic acid methyl ester With sodium hydride In tetrahydrofuran at 20℃; for 3h;
Stage #2: With citric acid In tetrahydrofuran; water Product distribution / selectivity;
98%

Cyclopropanecarboxylic acid, 1-hydroxy-, methyl ester Specification

The Cyclopropanecarboxylic acid, 1-hydroxy-, methyl ester, with the CAS registry number 33689-29-1, is also known as Methyl 1-hydroxy-1-cyclopropanecarboxylate. This chemical's molecular formula is C5H8O3 and molecular weight is 116.12. What's more, its systematic name is methyl 1-hydroxycyclopropanecarboxylate. It should be sealed and stored in a cool, ventilated and dry place.

Physical properties of Cyclopropanecarboxylic acid, 1-hydroxy-, methyl ester are: (1)ACD/LogP: -1.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.05; (4)ACD/LogD (pH 7.4): -1.05; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.37; (8)ACD/KOC (pH 7.4): 6.37; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.521; (14)Molar Refractivity: 26.28 cm3; (15)Molar Volume: 86.2 cm3; (16)Polarizability: 10.41×10-24cm3; (17)Surface Tension: 59.3 dyne/cm; (18)Density: 1.346 g/cm3; (19)Flash Point: 44.8 °C; (20)Enthalpy of Vaporization: 43.35 kJ/mol; (21)Boiling Point: 134.6 °C at 760 mmHg; (22)Vapour Pressure: 3.47 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COC(=O)C1(CC1)O
(2)InChI: InChI=1S/C5H8O3/c1-8-4(6)5(7)2-3-5/h7H,2-3H2,1H3
(3)InChIKey: KPJWVJURYXOHOO-UHFFFAOYSA-N

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