Input interpretation
thiotepa
Chemical names and formulas
formula | C_6H_12N_3PS name | thiotepa IUPAC name | tris(aziridin-1-yl)-sulfanylidene-phosphorane alternate names | tespamin | thiophosphamide | triethylenethiophosphoramide | tris(aziridinyl)phosphine sulfide mass fractions | C (carbon) 38.1% | H (hydrogen) 6.39% | N (nitrogen) 22.2% | P (phosphorus) 16.4% | S (sulfur) 16.9%
Lewis structure
Draw the Lewis structure of thiotepa. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4), hydrogen (n_H, val = 1), nitrogen (n_N, val = 5), phosphorus (n_P, val = 5), and sulfur (n_S, val = 6) atoms: 6 n_C, val + 12 n_H, val + 3 n_N, val + n_P, val + n_S, val = 62 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), nitrogen (n_N, full = 8), phosphorus (n_P, full = 8), and sulfur (n_S, full = 8): 6 n_C, full + 12 n_H, full + 3 n_N, full + n_P, full + n_S, full = 112 Subtracting these two numbers shows that 112 - 62 = 50 bonding electrons are needed. Each bond has two electrons, so we expect that the above diagram has all the necessary bonds. However, to minimize formal charge sulfur wants 2 bonds. Identify the atom that wants additional bonds and the number of electrons remaining on each atom: In order to minimize their formal charge, atoms with large electronegativities can force atoms with smaller electronegativities on period 3 or higher to expand their valence shells. The electronegativities of the atoms are 2.19 (phosphorus), 2.20 (hydrogen), 2.55 (carbon), 2.58 (sulfur), and 3.04 (nitrogen). Because the electronegativity of phosphorus is smaller than the electronegativity of sulfur, expand the valence shell of phosphorus to 5 bonds. Therefore we add a total of 1 bond to the diagram: Answer: | |
3D structure
3D structure
Basic properties
molar mass | 189.22 g/mol phase | solid (at STP) melting point | 51 °C boiling point | 270 °C
Units
Basic drug properties
approval status | approved | small molecule
Solid properties (at STP)
vapor pressure | 0.007 mmHg (at 25 °C)
Units
Thermodynamic properties
molar heat of vaporization | 50.8 kJ/mol specific heat of vaporization | 0.268 kJ/g (at STP)
Chemical identifiers
CAS number | 52-24-4 Beilstein number | 145978 PubChem CID number | 5453 SMILES identifier | C1CN1P(=S)(N2CC2)N3CC3 InChI identifier | InChI=1/C6H12N3PS/c11-10(7-1-2-7, 8-3-4-8)9-5-6-9/h1-6H2 EU number | 200-135-7 RTECS number | SZ2975000 NSC number | 6396
Safety properties
flash point | 177 °C
DOT hazard class | 6.1 DOT numbers | 2811
Toxicity properties
RTECS classes | tumorigen | drug | mutagen | reproductive effector | human data | primary irritant