reactions.json

{
  "methane": {
    "Cl / uv": "chloromethane",
    "Br / uv": "bromomethane",
    "O2": "carbon dioxide",
    "O2 / Cu (523K , 100 atm)": "methanol",
    "O2 / Mo2O3": "methanal",
    "O2 / (CH3COO)2Mn": "methanoic acid"
  },
  "ethane": {
    "Cl / uv": "chloroethane",
    "Br / uv": "bromoethane",
    "O2": "carbon dioxide",
    "O2 / Cu (523K , 100 atm)": "ethanol",
    "O2 / Mo2O3": "ethanal",
    "O2 / (CH3COO)2Mn": "ethanoic acid"
  },
  "propane": {
    "Cl / uv": "2-chloropropane",
    "Br / uv": "2-bromopropane",
    "O2": "carbon dioxide"
  },
  "butane": {
    "Cl / uv": "2-chlorobutane",
    "Br / uv": "2-bromobutane",
    "O2": "carbon dioxide"
  },
  "ethene": {
    "HCl": "chloroethane",
    "HBr": "bromoethane",
    "H2O / dil H2SO4": "ethanol",
    "O3 / Zn dust / H2O": "methanal",
    "B2H6": "ethanol",
    "Br2 / CCl4": "1,2-dibromoethane",
    "Cl2 / CCl4": "1,2-dichloroethane",
    "Cl2 / H2O": "2-chloroethanol",
    "Br2 / H2O": "2-bromoethanol",
    "CuCl2 / O2": "ethanal"
  },
  "propene": {
    "HCl": "2-chloropropane",
    "HBr": "2-bromopropane",
    "HBr / Peroxide": "1-bromopropane",
    "O3 / Zn dust / H2O": "ethanal",
    "H2O / dil H2SO4": "propan-2-ol",
    "B2H6": "propan-1-ol",
    "Br2 / CCl4": "1,2-dibromopropane"
  },
  "but-1-ene": {
    "Cl2": "1,2-dichlorobutane",
    "Br2": "1,2-dibromobutane",
    "HCl": "2-chlorobutane",
    "HBr": "2-bromobutane",
    "HBr / Peroxide": "1-bromobutane"
  },
  "but-2-ene": {
    "H2O / dil H2SO4": "butan-2-ol",
    "Br2 / CCl4": "2,3-dibromobutane",
    "KMnO4 / OH-": "ethanoic acid"
  },
  "ethyne": {
    "Red Hot Fe Tube (873 K)": "benzene",
    "HgSO4 / H2SO4": "ethanal",
    "B2H6 / H2O2 / OH-": "ethanal"
  },
  "propyne": {
    "HgSO4 / H2SO4": "propanone"
  },
  "chloromethane": {
    "aq. NaOH": "methanol",
    "aq. KOH": "methanol",
    "alc. AgCN": "isocyanomethane",
    "alc. KCN": "ethanenitrile",
    "AgNO2": "nitromethane",
    "KNO2": "methyl nitrite",
    "Na / dry ether": "ethane",
    "NaI": "iodomethane",
    "AgF": "fluoromethane",
    "CH3ONa": "methoxymethane",
    "NH3 excess": "methanamine",
    "Red P / HI": "methane",
    "Red P / HBr": "methane",
    "Mg": "methyl magnesium chloride"
  },
  "bromomethane": {
    "aq. NaOH": "methanol",
    "aq. KOH": "methanol",
    "alc. AgCN": "isocyanomethane",
    "alc. KCN": "ethanenitrile",
    "AgNO2": "nitromethane",
    "KNO2": "methyl nitrite",
    "Na / dry ether": "ethane",
    "NaI": "iodomethane",
    "AgF": "fluoromethane",
    "CH3ONa": "methoxymethane",
    "NH3 excess": "methanamine",
    "Red P / HI": "methane",
    "Red P / HBr": "methane",
    "Mg": "methyl magnesium bromide"
  },
  "iodomethane": {
    "aq. NaOH": "methanol",
    "aq. KOH": "methanol",
    "alc. AgCN": "isocyanomethane",
    "alc. KCN": "ethanenitrile",
    "AgNO2": "nitromethane",
    "KNO2": "methyl nitrite",
    "Na / dry ether": "ethane",
    "AgF": "fluoromethane",
    "CH3ONa": "methoxymethane",
    "NH3 excess": "methanamine",
    "Red P / HI": "methane",
    "Red P / HBr": "methane",
    "Mg": "methyl magnesium chloride"
  },
  "chloroethane": {
    "aq. NaOH": "ethanol",
    "aq. KOH": "ethanol",
    "alc. KOH": "ethene",
    "alc. AgCN": "isocyanoethane",
    "alc. KCN": "propanenitrile",
    "AgNO2": "nitroethane",
    "KNO2": "ethyl nitrite",
    "Na / dry ether": "butane",
    "NaI": "iodoethane",
    "AgF": "fluoroethane",
    "CH3ONa": "methoxyethane",
    "NH3 excess": "ethanamine",
    "Red P/ HI": "ethane",
    "Red P/ HBr": "ethane",
    "Mg": "ethyl magnesium chloride",
    "sodium ethoxide": "methoxymethane"
  },
  "bromoethane": {
    "aq. NaOH": "ethanol",
    "aq. KOH": "ethanol",
    "alc. KOH": "ethene",
    "alc. AgCN": "isocyanoethane",
    "alc. KCN": "propanenitrile",
    "AgNO2": "nitroethane",
    "KNO2": "ethyl nitrite",
    "Na / dry ether": "butane",
    "NaI": "iodoethane",
    "AgF": "fluoroethane",
    "CH3ONa": "methoxyethane",
    "NH3 excess": "ethanamine",
    "Red P / HI": "ethane",
    "Red P / HBr": "ethane",
    "Mg": "ethyl magnesium bromide",
    "sodium ethoxide": "methoxymethane"
  },
  "iodoethane": {
    "aq. NaOH": "ethanol",
    "aq. KOH": "ethanol",
    "alc. KOH": "ethene",
    "alc. AgCN": "isocyanoethane",
    "alc. KCN": "propanenitrile",
    "AgNO2": "nitroethane",
    "KNO2": "ethyl nitrite",
    "Na / dry ether": "butane",
    "AgF": "fluoroethane",
    "CH3ONa": "methoxyethane",
    "NH3 excess": "ethanamine",
    "Red P/ HI": "ethane",
    "Red P/ HBr": "ethane",
    "Mg": "ethyl magnesium chloride",
    "sodium ethoxide": "methoxymethane"
  },
  "1,1-dichloroethane": {
    "aq. KOH / Heat": "ethanal"
  },
  "1-bromopropane": {
    "aq. NaOH": "propan-1-ol",
    "aq. KOH": "propan-1-ol",
    "alc. KOH": "propene",
    "alc. AgCN": "1-isocyanopropane",
    "alc. KCN": "1-butanenitrile",
    "AgNO2": "1-nitropropane",
    "KNO2": "1-propyl nitrite",
    "Na / dry ether": "hexane",
    "NaI": "1-iodopropane",
    "AgF": "1-fluoropropane",
    "CH3ONa": "1-methoxypropane",
    "Red P / HI": "propane",
    "Red P / HBr": "propane",
    "Mg": "propyl magnesium bromide",
    "sodium ethoxide": "1-methoxypropane"
  },
  "2-chloropropane": {
    "aq. NaOH": "propan-2-ol",
    "aq. KOH": "propan-2-ol",
    "alc. KOH": "propene",
    "alc. AgCN": "2-isocyanopropane",
    "alc. KCN": "2-methylpropanenitrile",
    "AgNO2": "2-nitropropane",
    "KNO2": "2-propyl nitrite",
    "Na / dry ether": "2,3-dimethylbutane",
    "NaI": "2-iodopropane",
    "AgF": "2-fluoropropane",
    "CH3ONa": "2-methoxypropane",
    "Red P / HI": "propane",
    "Red P / HBr": "propane"
  },
  "1-chloropropane": {
    "aq. NaOH": "propan-1-ol",
    "aq. KOH": "propan-1-ol",
    "alc. KOH": "propene",
    "alc. AgCN": "1-isocyanopropane",
    "alc. KCN": "1-butanenitrile",
    "AgNO2": "1-nitropropane",
    "KNO2": "1-propyl nitrite",
    "Na / dry ether": "hexane",
    "NaI": "1-iodopropane",
    "AgF": "1-fluoropropane",
    "CH3ONa": "1-methoxypropane",
    "Red P / HI": "propane",
    "Red P / HBr": "propane",
    "Mg": "propyl magnesium bromide",
    "sodium ethoxide": "1-methoxypropane"
  },
  "2-bromopropane": {
    "aq. NaOH": "propan-2-ol",
    "aq. KOH": "propan-2-ol",
    "alc. KOH": "propene",
    "alc. AgCN": "2-isocyanopropane",
    "alc. KCN": "2-methylpropanenitrile",
    "AgNO2": "2-nitropropane",
    "KNO2": "2-propyl nitrite",
    "Na / dry ether": "2,3-dimethylbutane",
    "NaI": "2-iodopropane",
    "AgF": "2-fluoropropane",
    "CH3ONa": "2-methoxypropane",
    "Red P / HI": "propane",
    "Red P / HBr": "propane"
  },
  "1,2-dibromoethane": {
    "aq KOH": "ethane-1,2-diol",
    "alc. KOH / NaNH2": "ethyne"
  },
  "1,2-dibromopropane": {
    "alc. KOH / NaNH2": "propyne"
  },
  "2-chlorobutane": {
    "alc. KOH": "but-2-ene",
    "t-BuONa": "but-1-ene"
  },
  "2-bromobutane": {
    "alc. KOH": "but-2-ene",
    "t-BuONa": "but-1-ene"
  },
  "ethanenitrile": {
    "SnCl2 / HCl / H2O": "ethanal",
    "DIBAL-H": "ethanal",
    "CH3MgBr / H+": "propanone",
    "H2 / Pd": "ethanamine",
    "H3O+ (partial)": "ethanamide",
    "H3O+": "ethanoic acid"
  },
  "propanenitrile": {
    "SnCl2 / HCl / H2O": "propanal",
    "DIBAL-H": "propanal",
    "CH3MgBr / H+": "butanone",
    "H3O+ (partial)": "propanamide",
    "H3O+": "propanoic acid"
  },
  "methanol": {
    "Na": "sodium methoxide",
    "SOCl2": "chloromethane",
    "PCl5": "chloromethane",
    "PCl3": "chloromethane",
    "ZnCl2 / HCl": "chloromethane",
    "HCOOH": "methyl methanoate",
    "Cu (573K)": "methanal",
    "KMnO4 / H+": "methanoic acid",
    "HCl": "chloromethane",
    "HBr": "bromomethane",
    "HI": "iodomethane",
    "Red P / HI": "methane",
    "Red P / HBr": "methane"
  },
  "ethanol": {
    "Na": "sodium ethoxide",
    "SOCl2": "chloroethane",
    "PCl5": "chloroethane",
    "PCl3": "chloroethane",
    "ZnCl2 / HCl": "chloroethane",
    "conc. H2SO4 (443K)": "ethene",
    "Al2O3 (663K)": "ethene",
    "HCl": "chloroethane",
    "HBr": "bromoethane",
    "HI": "iodoethane",
    "Red P / HI": "ethane",
    "Red P / HBr": "ethane",
    "Cu (573K)": "ethanal",
    "KMnO4 / H+": "ethanoic acid",
    "conc. H2SO4 (413K)": "methoxymethane"
  },
  "ethane-1,2-diol": {
    "KMnO4 / H2SO4": "ethane-1,2-dioic acid",
    "Red P / HI": "ethene"
  },
  "propan-1-ol": {
    "PCl5": "1-chloropropane",
    "KMnO4 / H+": "propanoic acid",
    "PCC": "propanal",
    "conc H2SO4": "propene"
  },
  "propan-2-ol": {
    "PCl5": "2-chloropropane",
    "PCC": "propanone",
    "conc H2SO4": "propene"
  },
  "methanal": {
    "HCN": "hydroxyethanenitrile",
    "NaHSO3": "sodium 1-hydroxymethanesulphonate",
    "Red P / HI": "methane",
    "Red P / HBr": "methane",
    "KMnO4 / H+": "methanoic acid",
    "K2Cr2O7 / H2SO4": "methanoic acid",
    "LiAlH4": "methanol",
    "NaBH4": "methanol",
    "Zn-Hg / HCl": "methane",
    "CH3MgBr / H3O+": "ethanol",
    "NH2NH2 / aq. KOH": "methane",
    "NH3": "1,3,5,7-tetraazaadamantane"
  },
  "ethanal": {
    "HCN": "hydroxypropionitrile",
    "NaHSO3": "sodium 1-hydroxyethanesulphonate",
    "Red P / HI": "ethane",
    "Red P / HBr": "ethane",
    "KMnO4 / H+": "ethanoic acid",
    "K2Cr2O7 / H2SO4": "ethanoic acid",
    "LiAlH4": "ethanol",
    "NaOH": "3-hydroxybutanal",
    "CH3MgBr / H3O+": "propan-2-ol",
    "NaOH / I2": "triiodomethane",
    "NaOH / Br2": "tribromomethane",
    "NaOH / Cl2": "trichloromethane",
    "Zn-Hg / HCl": "ethane",
    "NaBH4": "ethanol",
    "NH2NH2 / aq. KOH": "ethane",
    "CH3CHO": "3-hydroxybutanal",
    "Dry HCl / CH3OH": "1,1-diethoxyethane",
    "NH3 (Warm)": "ethanimine",
    "NH2OH": "acetaldoxime",
    "NH2NH2 / H3O+": "acetaldehyde hydrazone"
  },
  "ethanedial": {
    "H2 / Ni": "ethane"
  },
  "propanone": {
    "H2O / LiAlH4": "propan-2-ol",
    "NaOH / I2": "triiodomethane",
    "NaOH / Br2": "tribromomethane",
    "NaOH / Cl2": "trichloromethane",
    "I2": "iodopropanone",
    "HCN": "acetone cyanohydrin",
    "NaOH (Heat)": "4-methylpent-3-en-2-one",
    "CH3MgBr": "1,1-dimethylethanol",
    "SeO2": "2-oxopropanal",
    "NH2NH2 / H3O+": "acetone hydrazone",
    "Zn-Hg / conc. HCl": "propane"
  },
  "methanoic acid": {
    "LiAlH4": "methanol",
    "PCl5": "methanoyl chloride",
    "PCl3": "methanoyl chloride",
    "SOCl2": "methanoyl chloride",
    "Na": "sodium methanoate",
    "NH3 / H2O (Heat)": "methanamide",
    "Red P/ HI": "methane",
    "HN3 / conc. H2SO4": "methanamine",
    "MnO (573K)": "methanol"
  },
  "ethanoic acid": {
    "LiAlH4": "ethanol",
    "PCl5": "ethanoyl chloride",
    "PCl3": "ethanoyl chloride",
    "SOCl2": "ethanoyl chloride",
    "Na": "sodium ethanoate",
    "NH3 / H2O (Heat)": "ethanamide",
    "Red P/ HI": "ethane",
    "NH3 / conc. H2SO4": "ethanamine",
    "MnO (573K)": "ethanol",
    "Red P / Cl2": "chloroethanoic acid",
    "Red P / Br2": "bromoethanoic acid",
    "Red P / I2": "iodoethanoic acid"
  },
  "propanoic acid": {
    "LiAlH4": "propan-1-ol",
    "PCl5": "propanoyl chloride",
    "PCl3": "propanoyl chloride",
    "SOCl2": "propanoyl chloride",
    "Na": "sodium propanoate",
    "NH3 / H2O (Heat)": "propanamide",
    "Red P/ HI": "propane",
    "NH3 / conc. H2SO4": "propan-1-amine",
    "MnO (573K)": "propan-1-ol"
  },
  "methanamide": {
    "Br2 / aq. NaOH": "ammonia",
    "NaOH / H+": "methanoic acid",
    "LiAlH4": "methanamine",
    "P2O5": "hydrogen cyanide"
  },
  "ethanamide": {
    "Br2 / aq. NaOH": "methanamine",
    "NaOH / H+": "ethanoic acid",
    "LiAlH4": "ethanamine",
    "P2O5": "ethanenitrile"
  },
  "propanamide": {
    "Br2 / aq. NaOH": "ethanamine",
    "NaOH / H+": "propanoic acid",
    "LiAlH4": "propan-1-amine",
    "P2O5": "propanenitrile"
  },
  "methanoyl chloride": {
    "H2O": "methanoic acid",
    "NH3 excess": "methanamide"
  },
  "ethanoyl chloride": {
    "H2O": "ethanoic acid",
    "NH3 excess": "ethanamide",
    "sodium ethoxide": "ethylethanoate"
  },
  "propanoyl chloride": {
    "H2O": "propanoic acid",
    "NH3 excess": "propanamide"
  },
  "methanamine": {
    "CH3COCl": "N-methylacetamide",
    "NaNO2 / HCl": "methanol"
  },
  "ethanamine": {
    "CH3COCl": "N-ethylacetamide",
    "NaNO2 / HCl": "ethanol"
  },
  "propan-1-amine": {
    "CH3COCl": "N-propylacetamide",
    "NaNO2 / HCl": "propan-1-ol"
  },
  "benzene": {
    "Cl2 / Fe": "chlorobenzene",
    "conc HNO3 / conc H2SO4": "nitrobenzene",
    "conc H2SO4": "benzenesulphonic acid",
    "H2 / Ni (473 K)": "cyclohexane",
    "O3 / Zn (Heat)": "ethanedial",
    "CO / anhyd. AlCl3 / HCl / CuCl": "benzaldehyde",
    "CrO2Cl2 / CS2": "benzaldehyde",
    "CH3COCl / anhyd. AlCl3": "acetophenone",
    "CH3Cl / anhyd. AlCl3": "toluene"
  },
  "toluene": {
    "H2 / Ni (473 K)": "1-methylcyclohexene",
    "conc HNO3 / conc H2SO4": "2,4,6-trinitrotoluene",
    "CrO2Cl2 / CS2 / H+": "benzaldehyde",
    "KMnO4 / H+": "benzoic acid",
    "Cl2 / uv": "benzyl chloride"
  },
  "chlorobenzene": {
    "NaOH / HCl (300 atm, 623K)": "phenol",
    "conc H2SO4": "4-chlorobenzenesulphonic acid",
    "Br2 / FeBr3": "4-bromochlorobenzene",
    "Cl2 / FeCl3": "1,4-dichlorobenzene",
    "conc. HNO3 / conc. H2SO4": "4-nitrochlorobenzene",
    "NH3 / Cu2O catalyst (60 atm, 523-773K)": "aniline",
    "Na / Dry Ether": "biphenyl",
    "CH3ONa": "anisole"
  },
  "anisole": {
    "HI": "phenol",
    "Br2 / CH3COOH": "4-bromoanisole",
    "conc. HNO3 / conc. H2SO4": "4-nitroanisole",
    "CH3Cl / anhyd. AlCl3 / CS2": "4-methoxytoluene"
  },
  "phenol": {
    "Zn": "benzene",
    "Br2 / H2O": "2,4,6-tribromophenol",
    "Br2 / CS2": "4-bromophenol",
    "Br2 / CCl4": "4-bromophenol",
    "conc. HNO3": "2,4,6-trinitrophenol",
    "CO2 / NaOH / H+ (423K, 3-7 atm)": "2-hydroxybenzoic acid",
    "H2SO4 (373K)": "4-hydroxybenzenesulfonic acid",
    "CHCl3 / aq. KOH": "2-hydroxybenzaldehyde",
    "NH3 / anhyd. ZnCl2 catalyst (573K)": "aniline"
  },
  "benzaldehyde": {
    "Zn-Hg / conc. HCl": "toluene",
    "conc. HNO3 / conc. H2SO4": "3-nitrobenzaldehyde",
    "conc. H2SO4": "3-formylbenzenesulfonic acid",
    "Br2 / FeBr": "3-bromobenzaldehyde",
    "Cl2 / FeCl": "3-chlorobenzaldehyde",
    "NH3": "1-phenyl-N,N'-bis[(E)-phenylmethylidene]methanediamine",
    "C6H5NH2": "benzylideneaniline"
  },
  "benzoic acid": {
    "LiAlH4": "phenylmethanol",
    "PCl5": "benzoyl chloride",
    "conc HNO2 / conc. H2SO4": "4-nitrobenzoic acid",
    "Br2 / FeBr": "3-bromobenzoic acid",
    "Cl2 / FeCl": "3-chlorobenzoic acid",
    "NaOH / CaO": "benzene"
  },
  "aniline": {
    "NaNO2 / HCl (273-278K)": "benzenediazonium chloride",
    "Br / H20": "2,4,6-tribromoaniline",
    "Br2 / CS2": "4-bromoaniline",
    "Na2CrO7 / H2SO4": "p-benzoquinone",
    "Ni-H2": "cyclohexylamine",
    "conc. HNO3 / conc. H2SO4": "4-nitroaniline",
    "conc. H2SO4": "sulphanilic acid"
  },
  "benzenediazonium chloride": {
    "NaOH / H20": "phenol",
    "HCl / Cu": "chlorobenzene",
    "HBr / Cu": "bromobenzene",
    "CuCl": "chlorobenzene",
    "CuBr": "bromobenzene",
    "CuCN": "benzonitrile",
    "KI": "iodobenzene",
    "HBF4 / (Heat)": "fluorobenzene",
    "HBF4 / Cu / NaNO2 (Heat)": "nitrobenzene",
    "H3PO2 / Cu": "benzene",
    "CuCN / H3O+": "benzoic acid",
    "KSH": "thiophenol"
  },
  "nitrobenzene": {
    "Zn / HCl": "aniline",
    "Sn / HCl": "aniline",
    "LiAlH4": "azobenzene",
    "Zn dust / aq. NaOH": "hydrazobenzene",
    "Zn / NH4Cl / 50% C2H5OH (Heat)": "phenylhydroxyamine",
    "fuming HNO3 / conc. H2SO4": "1,3,5-trinitrobenzene",
    "conc. HNO3 / conc. H2SO4": "1,3-dinitrobenzene",
    "Cl2 / FeCl3": "3-chloronitrobenzene",
    "conc. H2SO4 (Heat)": "3-nitrobenzene sulphonic acid"
  },
  "benzamide": {
    "Br2 / KOH": "aniline",
    "NaOH / dil. HCl / H3O+": "benzoic acid"
  },
  "2-hydroxybenzoic acid": {
    "(CH3CO)2O": "2-acetoxybenzoic acid"
  },
  "acetophenone": {
    "Zn-Hg / conc. HCl": "ethyl benzene"
  },
  "benzonitrile": {
    "H2O / H+": "benzoic acid",
    "H2O / OH-": "benzamide"
  },
  "glucose": {
    "Br2 in H2O": "gluconic acid",
    "dil. HNO3": "glucaric acid",
    "Red P / HI": "hexane"
  }
}