Conditions | Yield |
---|---|
With dihydrogen peroxide; iodine; trichloroacetic acid In methanol at 45 - 66℃; for 6h; | 95.9% |
With N-iodo-succinimide In water; acetonitrile at 25 - 30℃; for 0.333333h; | 95% |
With sodium hydrogencarbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate In methanol; dichloromethane for 7h; Ambient temperature; | 91% |
Conditions | Yield |
---|---|
With permanganate(VII) ion; acetone |
silver salicylate
3,5-diiodosalicylic acid
Conditions | Yield |
---|---|
With iodine |
Conditions | Yield |
---|---|
With ethanol; iodine |
3,5-diiodosalicylic acid
3,5-diiodosalicylic acid
ethanol
iodine
salicylic acid
A
2-hydroxy-5-iodobenzoic acid
B
2-hydroxy-3-iodobenzoic acid
C
3,5-diiodosalicylic acid
ethanol
2-hydroxy-5-iodobenzoic acid
iodine
3,5-diiodosalicylic acid
ethanol
2-hydroxy-3-iodobenzoic acid
iodine
3,5-diiodosalicylic acid
3,5-diiodosalicylic acid
Conditions | Yield |
---|---|
With iodine |
3,5-diiodosalicylic acid
Conditions | Yield |
---|---|
With sodium chloride Erwaermen des Reaktionsprodukts mit Jod in Methanol; |
Conditions | Yield |
---|---|
With ethanol; iodine; mercury(II) oxide |
Conditions | Yield |
---|---|
anschliessendes Erhitzen; |
hexamethylenetetramine
2-hydroxy-5-iodobenzoic acid
A
3,5-diiodosalicylic acid
B
3-formyl-2-hydroxy-5-iodobenzoic acid
Conditions | Yield |
---|---|
Stage #1: hexamethylenetetramine; 2-hydroxy-5-iodobenzoic acid With trifluoroacetic acid at 90℃; Duff reaction; Stage #2: With hydrogenchloride for 5h; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid / Diazotization.Eintragen der Diazoloesung in konzentrierte Jodwasserstoffsaeure und nachfolgendes Erwaermen auf 80-90grad View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Behandeln des Sulfats mit Natriumnitrit in Wasser und Erwaermen der Diazoloesung mit konz. Jodwasserstoffsaeure auf 80-90grad View Scheme |
salicylic acid
A
2-hydroxy-5-iodobenzoic acid
B
2-hydroxy-3-iodobenzoic acid
C
3,5-diiodosalicylic acid
Conditions | Yield |
---|---|
Stage #1: salicylic acid In acetonitrile at 20℃; for 0.0833333h; Stage #2: With N-iodo-succinimide In acetonitrile at 20℃; for 48h; |
3,5-diiodosalicylic acid
dimethyl sulfate
methyl 3,5-diiodo-2-methoxybenzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 16h; Heating / reflux; | 100% |
With potassium carbonate In acetone for 6h; Methylation; Heating; | 96% |
With potassium carbonate Inert atmosphere; | 95% |
With potassium carbonate In acetone for 12h; Heating; | 93% |
With potassium carbonate In acetone Heating; Yield given; |
4-iodo-2-methylaniline
3,5-diiodosalicylic acid
2-Hydroxy-3,5-diiodo-N-(4-iodo-2-methyl-phenyl)-benzamide
Conditions | Yield |
---|---|
With phosphorus trichloride In xylene at 140℃; for 4h; | 91% |
3,5-diiodosalicylic acid
2-amino-benzenethiol
2-Benzothiazol-2-yl-4,6-diiodo-phenol
Conditions | Yield |
---|---|
With phosphorus trichloride In toluene for 4h; Heating; | 90% |
3,5-diiodosalicylic acid
4-nitro-aniline
2-Hydroxy-3,5-diiodo-N-(4-nitro-phenyl)-benzamide
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 88% |
Conditions | Yield |
---|---|
In ethanol | 87% |
Conditions | Yield |
---|---|
In ethanol | 87% |
3,5-diiodosalicylic acid
2,4-difluorophenylamine
N-(2,4-Difluoro-phenyl)-2-hydroxy-3,5-diiodo-benzamide
Conditions | Yield |
---|---|
With phosphorus trichloride In xylene at 140℃; for 4h; | 84% |
3,5-diiodosalicylic acid
3-phenyl-4-amino-5-mercapto-1,2,4-triazole
Conditions | Yield |
---|---|
Stage #1: 3,5-diiodosalicylic acid With benzotriazol-1-ol; 1,2-dichloro-ethane In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 3-phenyl-4-amino-5-mercapto-1,2,4-triazole In N,N-dimethyl-formamide for 2h; | 84% |
4-Chloro-3-nitroaniline
3,5-diiodosalicylic acid
3,5-Diiodo-4'-chloro-3'-nitrosalicylanilide
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 83% |
Conditions | Yield |
---|---|
In ethanol | 83% |
Conditions | Yield |
---|---|
In ethanol | 83% |
Conditions | Yield |
---|---|
In ethanol | 79% |
2-nitro-1,4-phenylenediamine
3,5-diiodosalicylic acid
3,5-Diiodo-4'-amino-3'-nitrosalicylanilide
Conditions | Yield |
---|---|
With trichlorophosphate In toluene at 140℃; for 8h; | 75% |
3,5-diiodosalicylic acid
p-aminoethylbenzoate
4-(2-Hydroxy-3,5-diiodo-benzoylamino)-benzoic acid ethyl ester
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 75% |
Conditions | Yield |
---|---|
With phosphorus trichloride In acetonitrile Reflux; | 75% |
3,5-diiodosalicylic acid
5-(phenylthio)-1H-benzo[d]imidazol-2-amine
2-(3,5-Diiodosalicyloyl)amino-5-phenylthio-benzimidazole
Conditions | Yield |
---|---|
With trichlorophosphate In toluene at 140℃; | 70% |
Conditions | Yield |
---|---|
In ethanol addn. of filtered soln. of acid to soln. of Cu-compound and 1,10-phenanthroline; heating;; filtration; washing (EtOH); elem. anal.; | 70% |
4-aminophenyl phenyl sulfide
3,5-diiodosalicylic acid
2-Hydroxy-3,5-diiodo-N-(4-phenylsulfanyl-phenyl)-benzamide
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 65% |
4-amino-4'-methyldiphenylsulphide
3,5-diiodosalicylic acid
2-Hydroxy-3,5-diiodo-N-(4-p-tolylsulfanyl-phenyl)-benzamide
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 62% |
Conditions | Yield |
---|---|
In ethanol to Cu(NO3)2 an EtOH soln. of acetylacetone and 3,5-diiodosalicylic acid were added, pH was 8.5 by addn. of KOH, the soln. was refluxed for 2 h; concd., cooled to room temp., sepd., filtered, washed with aq. EtOH, recrystd. from EtOH, dried at 110°C for 2 h; elem. anal.; | 62% |
5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine
3,5-diiodosalicylic acid
2-(3,5-Diiodosalicyloyl)amino-5-(4-nitrophenyl)-1,3,4-thiadiazole
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 60% |
3,5-diiodosalicylic acid
4-amino-4'-chlorodiphenyl ether
N-(4-(4-chlorophenoxy)phenyl)-2-hydroxy-3,5-diiodobenzamide
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 60% |
3,5-diiodosalicylic acid
(2-amino-1H-benzimidazol-5-yl)(phenyl)methanone
2-(3,5-Diiodosalicyloyl)amino-5-benzoyl-benzimidazole
Conditions | Yield |
---|---|
With trichlorophosphate In toluene | 58% |
Conditions | Yield |
---|---|
With methanesulfonic acid; phosphorus pentoxide at 90℃; | 55% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; | 52% |
Conditions | Yield |
---|---|
In water (C72H104N48Na4O40)Cl4*6H2O dissolved in aq. soln. of NaCl; added dropwise to aq. mixt. of CuCl2, I2C6H2(OH)CO2H, and C9H5N(OH)(SO3H) at pH 6 under stirring; further educt: H2O; filtered, slowly evapd. over 2 wk; elem. anal.; | 40% |
Molecular Structure of 3,5-Diiodosalicylic acid (CAS NO.133-91-5):
IUPAC Name: 2-Hydroxy-3,5-diiodobenzoic acid
Canonical SMILES: C1=C(C=C(C(=C1I)O)C(=O)O)I
InChI: InChI=1S/C7H4I2O3/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2,10H,(H,11,12)
InChIKey: DHZVWQPHNWDCFS-UHFFFAOYSA-N
Molecular Weight: 389.9138 [g/mol]
Molecular Formula: C7H4I2O3
XLogP3: 4.6
H-Bond Donor: 2
H-Bond Acceptor: 3
EINECS: 205-124-0
Index of Refraction: 1.784
Molar Refractivity: 60.87 cm3
Molar Volume: 144.5 cm3
Surface Tension: 82.5 dyne/cm
Density: 2.697 g/cm3
Flash Point: 184.1 °C
Enthalpy of Vaporization: 66.35 kJ/mol
Boiling Point: 380.8 °C at 760 mmHg
Vapour Pressure: 1.77E-06 mmHg at 25 °C
Appearance: Off-white to beige or grey powder
Melting Point: 220-230 °C (dec.)(lit.)
Water Solubility: 0.02 g/100mL (25 °C)
Sensitive: Light Sensitive
Classification Code: Agricultural Chemical; Drug / Therapeutic Agent; Experimental pesticide; Unspecified / Unclassified pesticide
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids
3,5-Diiodosalicylic acid (CAS NO.133-91-5) is used as an intermediate for veterinary anthelmintic agents (closentel and rafoxanide). It is also used as food source of iodine.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 450mg/kg (450mg/kg) | Quarterly Journal of Pharmacy & Pharmacology. Vol. 19, Pg. 483, 1946. | |
rat | LDLo | oral | 500mg/kg (500mg/kg) | National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 8, 1953. |
Reported in EPA TSCA Inventory.
Safety Information of 3,5-Diiodosalicylic acid (CAS NO.133-91-5):
Hazard Codes :Xn,Xi
Risk Statements : 20/21/22-36/37/38-22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements : 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany : 3
RTECS : VO2800000
F : 8 (Photosensitive)
Moderately toxic by ingestion. A trace mineral added to animal feeds. When heated to decomposition it emits toxic fumes of I−.
ASSAY: 99.0% min
MOISTURE: 0.5% max
ASH: 0.5% max
3,5-Diiodosalicylic acid (CAS NO.133-91-5), its Synonyms are 2-Hydroxy-3,5-diiodobenzenecarboxylic acid ; 2-Hydroxy-3,5-diiodobenzoate ; 2-Hydroxy-3,5-diiodobenzoic acid ; 3,5-Diiodo-2-hydroxybenzoic acid ; 3,5-Diiodosalicylate ; Benzoic acid, 3,5-diiodo-2-hydroxy- ; Salicylic acid, 3,5-diiodo- .
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View