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Iodoform
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{{for|use of the term "iodoform" in cryptography|Group key}} {{Use dmy dates|date=April 2017}} {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 444991229 | ImageFile = Iodoform.svg | ImageClass = skin-invert | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 100 | ImageName = Stereo, skeletal formula of iodoform with the explicit hydrogen added | ImageFileL1 = Iodoform-GED-3D-balls.png | ImageFileL1_Ref = {{chemboximage|correct|??}} | ImageNameL1 = Ball and stick model of iodoform | ImageFileR1 = Iodoform-GED-3D-vdW.png | ImageFileR1_Ref = {{chemboximage|correct|??}} | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageFile2 = Iodoform in a test tube.jpg | ImageSize2 = | ImageName2 = Freshly made iodoform from an iodine tincture. | PIN = Triiodomethane | OtherNames = {{ubl|Iodoform<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 661 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4 | quote = The retained names ‘bromoform’ for HCBr<sub>3</sub>, ‘chloroform’ for HCCl<sub>3</sub>, and ‘iodoform’ for HCI<sub>3</sub> are acceptable in general nomenclature. Preferred IUPAC names are substitutive names.| chapter = Front Matter }}</ref>|Carbon hydride triiodide|Carbon triiodide<ref name=pubchem>{{cite web | url=https://pubchem.ncbi.nlm.nih.gov/compound/Iodoform | title=Iodoform }}</ref>}} | Section1 = {{Chembox Identifiers | CASNo = 75-47-8 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 6374 | ChemSpiderID = 6134 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | UNII = KXI2J76489 | UNII_Ref = {{fdacite|correct|FDA}} | EINECS = 200-874-5 | KEGG = D01910 | KEGG_Ref = {{keggcite|correct|kegg}} | MeSHName = iodoform | ChEBI = 37758 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEMBL = 1451116 | ChEMBL_Ref = {{ebicite|changed|EBI}} | RTECS = PB7000000 | Beilstein = 1697010 | SMILES = IC(I)I | StdInChI = 1S/CHI3/c2-1(3)4/h1H | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = OKJPEAGHQZHRQV-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} | Section2 = {{Chembox Properties | C=1|H=1|I=3 | Appearance = Pale, light yellow, opaque crystals | Odor = Saffron-like<ref name=GESTIS>{{GESTIS|ZVG= 491168}}</ref> | Density = 4.008 g/cm<sup>3</sup><ref name=GESTIS/> | MeltingPtC = 119 | MeltingPt_ref =<ref name=GESTIS/> | BoilingPtC = 218 | BoilingPt_ref =<ref name=GESTIS/> | Solubility = 100 mg/L<ref name=GESTIS/> | Solvent1 = diethyl ether | Solubility1 = 136 g/L | Solvent2 = acetone | Solubility2 = 120 g/L | Solvent3 = ethanol | Solubility3 = 78 g/L | LogP = 3.118 | HenryConstant = 3.4 μmol·Pa<sup>−1</sup>·kg<sup>−1</sup> | MagSus = −117.1·10<sup>−6</sup> cm<sup>3</sup>/mol }} | Section3 = {{Chembox Structure | CrystalStruct = Hexagonal | MolShape = [[Tetrahedral molecular geometry|Tetrahedral]] at [[carbon|C]] }} | Section5 = {{Chembox Thermochemistry | DeltaHf = 180.1 – 182.1 kJ/mol | DeltaHc = −716.9 – −718.1 kJ/mol | HeatCapacity = 157.5 J/(K·mol) }} | Section6 = {{Chembox Pharmacology | ATCCode_prefix = D09 | ATCCode_suffix = AA13 }} | Section7 = {{Chembox Hazards | GHSPictograms = {{gHS exclamation mark}} | GHSSignalWord = '''WARNING''' | HPhrases = {{h-phrases|315|319|335}} | PPhrases = {{p-phrases|261|280|305+351+338}} | NFPA-H = 2 | NFPA-F = 1 | NFPA-R = 1 | FlashPtC = 204 | LD50 = {{ubl|355 mg/kg (oral, rat)<ref name=GESTIS/>|1180 mg/kg (dermal, rat)<ref name=GESTIS/>|1.6 mmol/kg([[subcutaneous injection|s.c.]], mouse)<ref name=Merck>''[[Merck Index]]'', 12 Edition, '''5054'''</ref>}} | IDLH = N.D.<ref name=PGCH>{{PGCH|0343}}</ref> | REL = 0.6 ppm (10 mg/m<sup>3</sup>)<ref name=PGCH/> | PEL = none<ref name=PGCH/> }} | Section8 = {{Chembox Related | OtherFunction_label = haloalkanes | OtherCompounds = {{ubl||[[Methyl iodide]]|[[Diiodomethane]]|[[Carbon tetraiodide]]|[[Fluoroform]]|[[Chloroform]]|[[Bromoform]]}} }} }} [[File:Iodoform.jpg|thumb|Iodoform stored in an [[ampoule]]]] '''Iodoform''' (also known as '''triiodomethane''') is the [[organoiodine compound]] with the [[chemical formula]] {{chem2|CHI3|auto=1}}. It is a pale yellow, crystalline, volatile substance, with a penetrating and distinctive odor (in older chemistry texts, the smell is sometimes referred to as that of hospitals, where the compound is still commonly used) and, analogous to [[chloroform]], sweetish taste. It is occasionally used as a [[disinfectant]].
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