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68432-92-8

Basic Information
CAS No.: 68432-92-8
Name: 3-CYANOMETHYLBENZOIC ACID METHYL ESTER
Article Data: 46
Molecular Structure:
Molecular Structure of 68432-92-8 (3-CYANOMETHYLBENZOIC ACID METHYL ESTER)
Formula: C10H9NO2
Molecular Weight: 175.187
Synonyms: 3-Cyanomethylbenzoicacid methyl ester;Methyl 3-(cyanomethyl)benzoate;Methylm-(cyanomethyl)benzoate;
Density: 1.141 g/cm3
Boiling Point: 314.059 °C at 760 mmHg
Flash Point: 146.515 °C
PSA: 50.09000
LogP: 1.53928
Synthetic route
7677-24-9

trimethylsilyl cyanide

1129-28-8

3-methoxycarbonylbenzyl bromide

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 15h;98%
With tetrabutyl ammonium fluoride In acetonitrile for 20h; Heating / reflux;43%
151-50-8

potassium cyanide

1129-28-8

3-methoxycarbonylbenzyl bromide

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
With 18-crown-6 ether In acetonitrile for 24h; Heating / reflux;96%
With 18-crown-6 ether In acetonitrile for 24h; Ambient temperature;92%
With 18-crown-6 ether In acetonitrile at 20℃; for 40h;91%
In ethanol at 60℃;68%
1129-28-8

3-methoxycarbonylbenzyl bromide

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
In acetonitrile91%
In dimethyl sulfoxide
In N,N-dimethyl-formamide

potassium cyanide

1129-28-8

3-methoxycarbonylbenzyl bromide

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
With 18-crown-6 ether In acetonitrile at 20℃; for 72h;91%
With 18-crown-6 ether In acetonitrile at 20℃; for 72h;91%
In methanol; water for 5h; Reflux; Inert atmosphere;1 g
773837-37-9

sodium cyanide

1129-28-8

3-methoxycarbonylbenzyl bromide

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃;89%
In N,N-dimethyl-formamide at 20℃;89%
In water; N,N-dimethyl-formamide at 75℃; for 5h; Inert atmosphere;85%
143-33-9

sodium cyanide

1129-28-8

3-methoxycarbonylbenzyl bromide

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 75℃; for 5h;70%
In water; N,N-dimethyl-formamide at 75℃; for 5h;70%
Stage #1: sodium cyanide; 3-methoxycarbonylbenzyl bromide In water; N,N-dimethyl-formamide at 75℃; for 5h;
Stage #2: With water In N,N-dimethyl-formamide
70%
928664-98-6

4-isoxazoleboronic acid pinacol ester

618-89-3

methyl 3-bromobenzoate

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
With potassium fluoride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In dimethyl sulfoxide at 130℃; for 18h; Suzuki Coupling; Inert atmosphere; Sealed tube;69%
1624363-23-0

3-azido-2-methylbut-3-en-2-ol

3-(methoxycarbonyl)benzenediazonium tetrafluoroborate

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
With 2,6-dimethylpyridine In acetonitrile at 20℃; for 4h;65%
54267-06-0

3-bromomethylbenzoyl chloride

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / 18-crown-6 / acetonitrile / 40 h / 20 °C
View Scheme
1711-06-4

3-Methylbenzoyl chloride

68432-92-8

methyl 3-cyanomethylbenzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Br2 / 0.5 h / 180 °C
2: 91 percent / 18-crown-6 / acetonitrile / 40 h / 20 °C
View Scheme
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    Methyl (3-cyanomethyl)benzoate

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Specification

The CAS register number of Benzoicacid, 3-(cyanomethyl)-, methyl ester is 68432-92-8. It also can be called as Methylm-(cyanomethyl)benzoate and the systematic name about this chemical is methyl 3-(cyanomethyl)benzoate. The molecular formula about this chemical is C10H9NO2 and the molecular weight is 175.18. It belongs to the following product categorie which include Aromatic Esters.

Physical properties about Benzoicacid, 3-(cyanomethyl)-, methyl ester are: (1)ACD/LogP: 1.34; (2)ACD/LogD (pH 5.5): 1; (3)ACD/LogD (pH 7.4): 1; (4)ACD/BCF (pH 5.5): 7; (5)ACD/BCF (pH 7.4): 7; (6)ACD/KOC (pH 5.5): 142; (7)ACD/KOC (pH 7.4): 142; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 50.09 Å2; (11)Index of Refraction: 1.531; (12)Molar Refractivity: 47.489 cm3; (13)Molar Volume: 153.527 cm3; (14)Polarizability: 18.826x10-24cm3; (15)Surface Tension: 44.719 dyne/cm; (16)Density: 1.141 g/cm3; (17)Flash Point: 146.515 °C; (18)Enthalpy of Vaporization: 55.519 kJ/mol; (19)Boiling Point: 314.059 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: N#CCc1cc(ccc1)C(=O)OC
(2)InChI: InChI=1/C10H9NO2/c1-13-10(12)9-4-2-3-8(7-9)5-6-11/h2-4,7H,5H2,1H3
(3)InChIKey: XSNUGLQVCGENEM-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C10H9NO2/c1-13-10(12)9-4-2-3-8(7-9)5-6-11/h2-4,7H,5H2,1H3
(5)Std. InChIKey: XSNUGLQVCGENEM-UHFFFAOYSA-N