Input interpretation
![ascorbic acid](../image_source/8ad0d79a5b5f68be729cdd137b91e59f.png)
ascorbic acid
Chemical names and formulas
![formula | H_2C_6H_6O_6 Hill formula | C_6H_8O_6 name | ascorbic acid alternate names | (2R)-2-[(1S)-1, 2-dihydroxyethyl]-4, 5-dihydroxy-furan-3-one | (2R)-2-[(1S)-1, 2-dihydroxyethyl]-4, 5-dihydroxyfuran-3-one | antiscorbutic factor | L-3-ketothreohexuronic acid lactone | L-(+)-ascorbic acid | L-threoascorbic acid | vitamin C mass fractions | C (carbon) 40.9% | H (hydrogen) 4.58% | O (oxygen) 54.5%](../image_source/da8315bc327806f95442fafcb01f37d1.png)
formula | H_2C_6H_6O_6 Hill formula | C_6H_8O_6 name | ascorbic acid alternate names | (2R)-2-[(1S)-1, 2-dihydroxyethyl]-4, 5-dihydroxy-furan-3-one | (2R)-2-[(1S)-1, 2-dihydroxyethyl]-4, 5-dihydroxyfuran-3-one | antiscorbutic factor | L-3-ketothreohexuronic acid lactone | L-(+)-ascorbic acid | L-threoascorbic acid | vitamin C mass fractions | C (carbon) 40.9% | H (hydrogen) 4.58% | O (oxygen) 54.5%
Lewis structure
![Draw the Lewis structure of ascorbic acid. 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), and oxygen (n_O, val = 6) atoms: 6 n_C, val + 8 n_H, val + 6 n_O, val = 68 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), and oxygen (n_O, full = 8): 6 n_C, full + 8 n_H, full + 6 n_O, full = 112 Subtracting these two numbers shows that 112 - 68 = 44 bonding electrons are needed. Each bond has two electrons, so in addition to the 20 bonds already present in the diagram add 2 bonds. To minimize formal charge carbon wants 4 bonds and oxygen wants 2 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 2 bonds by pairing electrons between adjacent highlighted atoms: Answer: | |](../image_source/1aa8ea2c9c9c0f71f87f8441709f92c9.png)
Draw the Lewis structure of ascorbic acid. 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), and oxygen (n_O, val = 6) atoms: 6 n_C, val + 8 n_H, val + 6 n_O, val = 68 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), and oxygen (n_O, full = 8): 6 n_C, full + 8 n_H, full + 6 n_O, full = 112 Subtracting these two numbers shows that 112 - 68 = 44 bonding electrons are needed. Each bond has two electrons, so in addition to the 20 bonds already present in the diagram add 2 bonds. To minimize formal charge carbon wants 4 bonds and oxygen wants 2 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 2 bonds by pairing electrons between adjacent highlighted atoms: Answer: | |
Basic properties
![molar mass | 176.12 g/mol phase | solid (at STP) melting point | 192 °C boiling point | 553 °C density | 1.694 g/cm^3](../image_source/f6f08079c096dac3e91df66a02da30d8.png)
molar mass | 176.12 g/mol phase | solid (at STP) melting point | 192 °C boiling point | 553 °C density | 1.694 g/cm^3
Units
Hydrophobicity and permeability properties
![experimental LogP hydrophobicity | -0.5 predicted LogP hydrophobicity | -1.86 predicted LogS | 0.16](../image_source/29590969263d236dd654522ee9a177ad.png)
experimental LogP hydrophobicity | -0.5 predicted LogP hydrophobicity | -1.86 predicted LogS | 0.16
Basic drug properties
![approval status | approved | nutraceutical | small molecule drug categories | antioxidant | essential vitamin | free radical scavenger | vitamin | vitamin (Vitamin C) dosage forms | oral: bar, chewable | oral: capsule | oral: capsule, extended release | oral: granule | intravenous: liquid | oral: liquid | oral: lozenge | oral: powder | oral: powder, for solution | intramuscular: solution | intravenous: solution | oral: solution | oral: solution / drops | oral: tablet | oral: tablet, chewable | oral: tablet, effervescent | oral: tablet, extended release | oral: wafer](../image_source/61b0c4b7293bda44a766df9b7639a668.png)
approval status | approved | nutraceutical | small molecule drug categories | antioxidant | essential vitamin | free radical scavenger | vitamin | vitamin (Vitamin C) dosage forms | oral: bar, chewable | oral: capsule | oral: capsule, extended release | oral: granule | intravenous: liquid | oral: liquid | oral: lozenge | oral: powder | oral: powder, for solution | intramuscular: solution | intravenous: solution | oral: solution | oral: solution / drops | oral: tablet | oral: tablet, chewable | oral: tablet, effervescent | oral: tablet, extended release | oral: wafer
![brand names | adenex | allercorb | antiscorbic vitamin | antiscorbutic vitamin | arco-cee | ascoltin | ascor-B.I.D. | ascorb | ascorbajen | ascorbicab | ascorbicap | ascorbicin | ascorbin | ascorbutina | ascorin | ascorteal | ascorvit | C-level | C-long | C-quin | C-span | C-vimin | cantan | cantaxin | catavin C | Ce lent | cebicure | cebid | cebion | cebione | cecon | cee-caps Td | cee-vite | cegiolan | ceglion | celaskon | celin | cemagyl | cemill | cenetone | cenolate | cereon | cergona | cescorbat | cetamid | cetane | cetane-caps Tc | cetane-caps Td | cetebe | cetemican | cevalin | cevatine | cevex | cevi-bid | cevimin | cevital | cevitamic acid | cevitamin | cevitan | cevitex | cewin | ciamin | cipca | citriscorb | colascor | concemin | davitamon C | duoscorb | hicee | hybrin | IDO-C | kyselina askorbova | laroscorbine | lemascorb | liqui-cee | meri-C | natrascorb | planavit C | proscorbin | redoxon | ribena | roscorbic | scorbacid | scorbu-C | secorbate | sodascorbate | testascorbic | vicelat | vicin | vicomin C | viforcit | viscorin | vitace | vitacee | vitacimin | vitacin | vitamisin | vitascorbol | xitix](../image_source/d7782339b545131fe7dbb697920ef51b.png)
brand names | adenex | allercorb | antiscorbic vitamin | antiscorbutic vitamin | arco-cee | ascoltin | ascor-B.I.D. | ascorb | ascorbajen | ascorbicab | ascorbicap | ascorbicin | ascorbin | ascorbutina | ascorin | ascorteal | ascorvit | C-level | C-long | C-quin | C-span | C-vimin | cantan | cantaxin | catavin C | Ce lent | cebicure | cebid | cebion | cebione | cecon | cee-caps Td | cee-vite | cegiolan | ceglion | celaskon | celin | cemagyl | cemill | cenetone | cenolate | cereon | cergona | cescorbat | cetamid | cetane | cetane-caps Tc | cetane-caps Td | cetebe | cetemican | cevalin | cevatine | cevex | cevi-bid | cevimin | cevital | cevitamic acid | cevitamin | cevitan | cevitex | cewin | ciamin | cipca | citriscorb | colascor | concemin | davitamon C | duoscorb | hicee | hybrin | IDO-C | kyselina askorbova | laroscorbine | lemascorb | liqui-cee | meri-C | natrascorb | planavit C | proscorbin | redoxon | ribena | roscorbic | scorbacid | scorbu-C | secorbate | sodascorbate | testascorbic | vicelat | vicin | vicomin C | viforcit | viscorin | vitace | vitacee | vitacimin | vitacin | vitamisin | vitascorbol | xitix
Solid properties (at STP)
![density | 1.694 g/cm^3 vapor pressure | 2×10^-14 mmHg (at 25 °C)](../image_source/24b800d45545ede1a53c647537322615.png)
density | 1.694 g/cm^3 vapor pressure | 2×10^-14 mmHg (at 25 °C)
Units
Thermodynamic properties
![molar heat of vaporization | 148.7 kJ/mol specific heat of vaporization | 0.8443 kJ/g critical temperature | 783 K critical pressure | 5.29 MPa (at STP)](../image_source/f1e64a8470b4dbae17bbba23abbadb79.png)
molar heat of vaporization | 148.7 kJ/mol specific heat of vaporization | 0.8443 kJ/g critical temperature | 783 K critical pressure | 5.29 MPa (at STP)
Chemical identifiers
![CAS number | 50-81-7 Beilstein number | 84272 SMILES identifier | C([C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O InChI key | TYQCGQRIZGCHNB-JLAZNSOCBA RTECS number | CI7650000 MDL number | MFCD00064328](../image_source/41cdceaace2c5e2fe1f1f8a7a43fcfff.png)
CAS number | 50-81-7 Beilstein number | 84272 SMILES identifier | C([C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O InChI key | TYQCGQRIZGCHNB-JLAZNSOCBA RTECS number | CI7650000 MDL number | MFCD00064328
NFPA label
![NFPA label](../image_source/ab76f7090ab32d96c7928c2d1b8fa806.png)
NFPA label
![NFPA health rating | 1 NFPA fire rating | 0 NFPA reactivity rating | 0](../image_source/6cc2da7d67f45c975ddbee93f6a654f1.png)
NFPA health rating | 1 NFPA fire rating | 0 NFPA reactivity rating | 0
Safety properties
![flash point | 276 °C autoignition point | 380 °C lower explosive limit | 1.7% (concentration in air) upper explosive limit | 14.5% (concentration in air)](../image_source/dc6bfa71fc5ae84636fa491569f54331.png)
flash point | 276 °C autoignition point | 380 °C lower explosive limit | 1.7% (concentration in air) upper explosive limit | 14.5% (concentration in air)
Toxicity properties
![lethal dosage | 11900 mg/kg (oral dose for rats)](../image_source/7b0eff8459ad042d01808b0a6408bdcf.png)
lethal dosage | 11900 mg/kg (oral dose for rats)
![probable lethal dose for man | 1 L (liter) RTECS classes | tumorigen | drug | mutagen | reproductive effector | human data](../image_source/9acf4ffbaafa6b8c742d19ed56c800d7.png)
probable lethal dose for man | 1 L (liter) RTECS classes | tumorigen | drug | mutagen | reproductive effector | human data