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thiourea

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thiourea
thiourea

Chemical names and formulas

formula | NH_2CSNH_2 Hill formula | CH_4N_2S name | thiourea alternate names | 2-thiourea | isothiourea | pseudothiourea | sulfourea | sulourea | thiocarbamide mass fractions | C (carbon) 15.8% | H (hydrogen) 5.3% | N (nitrogen) 36.8% | S (sulfur) 42.1%
formula | NH_2CSNH_2 Hill formula | CH_4N_2S name | thiourea alternate names | 2-thiourea | isothiourea | pseudothiourea | sulfourea | sulourea | thiocarbamide mass fractions | C (carbon) 15.8% | H (hydrogen) 5.3% | N (nitrogen) 36.8% | S (sulfur) 42.1%

Lewis structure

Draw the Lewis structure of thiourea. 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), and sulfur (n_S, val = 6) atoms: n_C, val + 4 n_H, val + 2 n_N, val + n_S, val = 24 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), and sulfur (n_S, full = 8): n_C, full + 4 n_H, full + 2 n_N, full + n_S, full = 40 Subtracting these two numbers shows that 40 - 24 = 16 bonding electrons are needed. Each bond has two electrons, so in addition to the 7 bonds already present in the diagram add 1 bond. To minimize formal charge sulfur wants 2 bonds and carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom:  Fill in the 1 bond by pairing electrons between adjacent highlighted atoms: Answer: |   |
Draw the Lewis structure of thiourea. 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), and sulfur (n_S, val = 6) atoms: n_C, val + 4 n_H, val + 2 n_N, val + n_S, val = 24 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), and sulfur (n_S, full = 8): n_C, full + 4 n_H, full + 2 n_N, full + n_S, full = 40 Subtracting these two numbers shows that 40 - 24 = 16 bonding electrons are needed. Each bond has two electrons, so in addition to the 7 bonds already present in the diagram add 1 bond. To minimize formal charge sulfur wants 2 bonds and carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 1 bond by pairing electrons between adjacent highlighted atoms: Answer: | |

3D structure

3D structure
3D structure

Basic properties

molar mass | 76.12 g/mol phase | solid (at STP) melting point | 173 °C density | 1.435 g/cm^3 solubility in water | soluble
molar mass | 76.12 g/mol phase | solid (at STP) melting point | 173 °C density | 1.435 g/cm^3 solubility in water | soluble

Units

Solid properties (at STP)

density | 1.435 g/cm^3 vapor pressure | 0.002 mmHg (at 100 °C) refractive index | 1.637
density | 1.435 g/cm^3 vapor pressure | 0.002 mmHg (at 100 °C) refractive index | 1.637

Units

Thermodynamic properties

specific heat of formation Δ_fH° | gas | 0.3009 kJ/g  | solid | -1.171 kJ/g molar heat of formation Δ_fH° | gas | 22.9 kJ/mol  | solid | -89.1 kJ/mol molar heat of vaporization | 60 kJ/mol |  specific heat of vaporization | 0.788 kJ/g |  molar heat of combustion | 1489 kJ/mol |  specific heat of combustion | 19.56 kJ/g |  molar heat of fusion | 14 kJ/mol |  specific heat of fusion | 0.18 kJ/g |  critical temperature | 854 K |  critical pressure | 8.23 MPa |  (at STP)
specific heat of formation Δ_fH° | gas | 0.3009 kJ/g | solid | -1.171 kJ/g molar heat of formation Δ_fH° | gas | 22.9 kJ/mol | solid | -89.1 kJ/mol molar heat of vaporization | 60 kJ/mol | specific heat of vaporization | 0.788 kJ/g | molar heat of combustion | 1489 kJ/mol | specific heat of combustion | 19.56 kJ/g | molar heat of fusion | 14 kJ/mol | specific heat of fusion | 0.18 kJ/g | critical temperature | 854 K | critical pressure | 8.23 MPa | (at STP)

Chemical identifiers

CAS number | 62-56-6 Beilstein number | 605327 PubChem CID number | 2723790 SMILES identifier | C(=S)(N)N InChI identifier | InChI=1/CH4N2S/c2-1(3)4/h(H4, 2, 3, 4)/f/h2-3H2 RTECS number | YU2800000 MDL number | MFCD00008067
CAS number | 62-56-6 Beilstein number | 605327 PubChem CID number | 2723790 SMILES identifier | C(=S)(N)N InChI identifier | InChI=1/CH4N2S/c2-1(3)4/h(H4, 2, 3, 4)/f/h2-3H2 RTECS number | YU2800000 MDL number | MFCD00008067

NFPA label

NFPA label
NFPA label
NFPA health rating | 2 NFPA fire rating | 0 NFPA reactivity rating | 0
NFPA health rating | 2 NFPA fire rating | 0 NFPA reactivity rating | 0

Safety properties

autoignition point | 440 °C
autoignition point | 440 °C
DOT hazard class | 6.1 DOT numbers | 2877
DOT hazard class | 6.1 DOT numbers | 2877

Toxicity properties

lethal dosage | 125 mg/kg (oral dose for rats)
lethal dosage | 125 mg/kg (oral dose for rats)
probable lethal dose for man | 30 mL (milliliters) RTECS classes | agricultural chemical and pesticide | tumorigen | drug | mutagen | reproductive effector | human data | primary irritant
probable lethal dose for man | 30 mL (milliliters) RTECS classes | agricultural chemical and pesticide | tumorigen | drug | mutagen | reproductive effector | human data | primary irritant