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36127-17-0

Basic Information
CAS No.: 36127-17-0
Name: 2-CARBOMETHOXY-3-TROPINONE
Article Data: 14
Molecular Structure:
Molecular Structure of 36127-17-0 (2-CARBOMETHOXY-3-TROPINONE)
Formula: C10H10N2O4S
Molecular Weight: 197.234
Synonyms: 1αH,5αH-Tropane-2-carboxylic acid, 3-oxo-, methyl ester (8CI);2-Tropanecarboxylic acid, 3-oxo-, methyl ester (6CI);2-(Methoxycarbonyl)-3-tropanone;8-Methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester;NSC72911;
EINECS: 237-344-8
Density: 1.173 g/cm3
Melting Point: 104℃ (approx)
Boiling Point: 294.108 °C at 760 mmHg
Flash Point: 131.672 °C
PSA: 46.61000
LogP: 0.14910
Synthetic route
532-24-1

tropinone

616-38-6

carbonic acid dimethyl ester

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

Conditions
ConditionsYield
With methanol; sodium hydride In cyclohexane for 1.75h; Heating;80%
100371-46-8

3-oxo-tropane-2,4-dicarboxylic acid dimethyl ester

A

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

B

532-24-1

tropinone

Conditions
ConditionsYield
With phosphate buffer In water at 20℃; for 24h; pH=8.0; Decarboxylation; demethoxycarbonylation;A 55%
B 13%
1-methyl-pyrrolidine-diacetic acid-(2.5)-dimethyl ester

1-methyl-pyrrolidine-diacetic acid-(2.5)-dimethyl ester

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

Conditions
ConditionsYield
With 4-methylisopropylbenzene; sodium at 160 - 170℃;
638-37-9

butanedial

74-89-5

methylamine

dipotassium salt of acetone-α.α'-dicarboxylic acid monomethyl ester

dipotassium salt of acetone-α.α'-dicarboxylic acid monomethyl ester

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

Conditions
ConditionsYield
With water; methylamine hydrochloride at -5℃;
tropinone-dicarboxylic acid-(2.4)-dimethyl ester

tropinone-dicarboxylic acid-(2.4)-dimethyl ester

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

Conditions
ConditionsYield
With hydrogenchloride
With potassium hydroxide
Lipase PS

Lipase PS

100371-46-8

3-oxo-tropane-2,4-dicarboxylic acid dimethyl ester

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

Conditions
ConditionsYield
In toluene48.5 mol %
36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

50373-09-6

S-(+)-allopseudoecgonine methyl ester

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In ethanol under 2585.7 Torr; for 96h;90%
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

(rac.)-(1R*,5S*)-8-methyl-3-trifluoromethanesulfonyloxy-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylic acid 2-methyl ester

Conditions
ConditionsYield
Stage #1: (+/-)-2-(carbomethoxy)-3-tropinone With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at 0 - 20℃;
78%
36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

134753-23-4

C10H16(2)HNO3

Conditions
ConditionsYield
With sodium borodeuteride In deuteromethanol
36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

46255-79-2

methyl (endo, endo)-3-hydroxy-8-methyl-8-azabicyclo<3.2.1>octan-2-carboxylate

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at -30℃; for 4h;
Downstream Products
135-97-7
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    2-Carbomethoxy-3-tropinone

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Specification

The 2-(Carbomethoxy)-3-tropinone, with the CAS registry number 36127-17-0, is also known as 2-Tropanecarboxylic acid, 3-oxo-, methyl ester (6CI). This chemical's molecular formula is C10H10N2O4S and molecular weight is 197.23. What's more, its systematic name is Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate.

Physical properties of 2-(Carbomethoxy)-3-tropinone are: (1)ACD/LogP: -0.609; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.75; (4)ACD/LogD (pH 7.4): -1.08; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 3.75; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 46.61 Å2; (13)Index of Refraction: 1.503; (14)Molar Refractivity: 49.69 cm3; (15)Molar Volume: 168.115 cm3; (16)Polarizability: 19.699×10-24cm3; (17)Surface Tension: 39.8 dyne/cm; (18)Density: 1.173 g/cm3; (19)Flash Point: 131.672 °C; (20)Enthalpy of Vaporization: 53.373 kJ/mol; (21)Boiling Point: 294.108 °C at 760 mmHg; (22)Vapour Pressure: 0.002 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)C1C(=O)CC2N(C)C1CC2
(2)Std. InChI: InChI=1S/C10H15NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-7,9H,3-5H2,1-2H3
(3)Std. InChIKey: WXEMSGQRTGSYOG-UHFFFAOYSA-N