2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione

C₁₃H₉FN₂O₄CAS 835616-60-9276.22 g/mol

Open in Covalent MOL file

Amide Aryl halide Lactam

Properties

Molecular formula: C₁₃H₉FN₂O₄
Molar mass: 276.22 g/mol
Exact mass: 276.0546 Da
logP: 0.23Crippen estimate
Polar surface area: 83.6 Å²
H-bond donors / acceptors: 1 / 4
Rotatable bonds: 1

Hazards

Warning

H302 Harmful if swallowed75% of notifiers
H312 Harmful in contact with skin25% of notifiers
H315 Causes skin irritation50% of notifiers
H319 Causes serious eye irritation50% of notifiers
H332 Harmful if inhaled25% of notifiers
H335 May cause respiratory irritation25% of notifiers
H361 Suspected of damaging fertility or the unborn child50% of notifiers

Aggregated from 4 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

835616-60-9

SMILES

C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)F

InChIKey

CRAUTELYXAAAPW-UHFFFAOYSA-N

InChI

InChI=1S/C13H9FN2O4/c14-7-3-1-2-6-10(7)13(20)16(12(6)19)8-4-5-9(17)15-11(8)18/h1-3,8H,4-5H2,(H,15,17,18)

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 8.50 (br s, 1H), 7.87 (dd, J = 7.7, 1.6 Hz, 1H), 7.63 (td, J = 7.7 Hz, J(H,F) = 5.5 Hz, 1H), 7.37 (ddd, J = 7.7, 1.6 Hz, J(H,F) = 8.8 Hz, 1H), 5.14 (t, J = 7.0 Hz, 1H), 2.64 (m, J = 7.0 Hz, 2H), 2.58 (m, J = 7.0 Hz, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 172.9, 170.6, 169.5, 169.5 (d, J(C,F) = 5.0 Hz), 162.4 (d, J(C,F) = 245.0 Hz), 133.1 (d, J(C,F) = 8.0 Hz), 132.8 (d, J(C,F) = 8.0 Hz), 122.8 (d, J(C,F) = 3.2 Hz), 117.9 (d, J(C,F) = 21.0 Hz), 117.6 (d, J(C,F) = 21.0 Hz), 53.5, 26.5, 26.0.

[M + H]+

[M + H]+ Calcd for C13H10FN2O4 277.0619

[M + Na]+

[M + Na]+ Calcd for C13H9FN2NaO4 299.0439

[M − H]−

[M − H]− Calcd for C13H8FN2O4 275.0474

Elemental analysis

Anal. Calcd for C13H9FN2O4: C, 56.53; H, 3.28; N, 10.14.