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35453-19-1

Basic Information
CAS No.: 35453-19-1
Name: 5-Amino-2,4,6-triiodoisophthalic acid
Article Data: 12
Molecular Structure:
Molecular Structure of 35453-19-1 (5-Amino-2,4,6-triiodoisophthalic acid)
Formula: C8H4I3NO4
Molecular Weight: 558.838
Synonyms: 5-amino-2,4,6-triiodo-benzene-1,3-dicarboxylate;Isophthalic acid, 5-amino-2,4,6-triiodo-;5-Amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid;1,3-Benzenedicarboxylic acid, 5-amino-2,4,6-triiodo-;5-Amino-2,4,6-Triiodoisophthalic Acid(ATIPA);2,4,6-Triodo Isophthalic Acid (ATIPA);5-Amino-2,4,6-Iodoisophthalic Acid;
EINECS: 252-575-4
Density: 3.053 g/cm3
Melting Point: 265-270 °C
Boiling Point: 539.4 °C at 760 mmHg
Flash Point: 280 °C
Appearance: slightly yellow powder
Hazard Symbols: HarmfulXn
Risk Codes: 42/43
Safety: 26-36/37/39
PSA: 100.62000
LogP: 3.06020
Synthetic route
99-31-0

5-aminoisophthalic acid

35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

Conditions
ConditionsYield
With potassium iodate; sulfuric acid; potassium iodide In water at 30 - 75℃; for 5h; pH=< 0.5; Reagent/catalyst; Temperature; pH-value;95.3%
With sulfuric acid; iodine; iodic acid In water at 72℃; for 6.2h; pH=1; Product distribution / selectivity;82.6%
With K(1+)*Cl2I(1-) In water at 60 - 90℃; for 25h;75%

5-amino-1,3-benzenedicarboxylic acid sodium salt

35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

Conditions
ConditionsYield
With sulfuric acid; iodine; Iodine monochloride; sodium hydrogensulfite In hydrogenchloride; water
With sulfuric acid; iodine; Iodine monochloride; sodium hydrogensulfite In hydrogenchloride; water

sodium metabisulfite

99-31-0

5-aminoisophthalic acid

35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

Conditions
ConditionsYield
With Iodine monochloride In water
618-88-2

5-nitrobenzene-1,3-dicarboxylic acid

35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

Conditions
ConditionsYield
With Iodine monochloride at 70℃; for 5h; Inert atmosphere;
35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

37441-29-5

5-amino-2,4,6-triiodoisophthalic acid dichloride

Conditions
ConditionsYield
With pyridine; thionyl chloride In 1,2-dichloro-ethane at 70 - 85℃; for 8.5h;100%
With pyridine; thionyl chloride In 1,2-dichloro-ethane at 70 - 85℃; for 7.5 - 8h;100%
With pyridine; thionyl chloride In 1,2-dichloro-ethane at 70 - 85℃; for 7.5 - 8h;100%
35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

154921-11-6

dimethyl 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylate

Conditions
ConditionsYield
In methanol; diethyl ether 1.) O deg C, 2 h, 2.) r.t., overnight;98%
35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

108-24-7

acetic anhydride

90947-02-7

5-acetylamino-2,4,6-triiodo-isophthalic acid

Conditions
ConditionsYield
sulfuric acid In acetonitrile Product distribution / selectivity;97%
sulfuric acid for 0.5h; Product distribution / selectivity;83%
34557-54-5

methane

35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

5-amino-2,4,6-triiodoisodecanoyl chloride

Conditions
ConditionsYield
With hydrogenchloride; oxygen; triphenylphosphine at 100℃; for 10h; Temperature;97%
116193-72-7

2-(2-propyl)-1,3-dioxane-5-carboxylic acid

35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

C16H16I3NO7

Conditions
ConditionsYield
Stage #1: 2-(2-propyl)-1,3-dioxane-5-carboxylic acid With N,N-dimethyl acetamide; bis(trichloromethyl) carbonate In dichloromethane at 0℃; for 0.5h;
Stage #2: 2,4,6-triiodo-5-aminoisophthalic acid In dichloromethane at 0 - 50℃; for 16h;
95.7%
35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

37091-73-9

2-chloro-1,3-dimethylimidazolinium chloride

A

5-amino-2,4,6-triodoisophthaloyl dichloride

5-amino-2,4,6-triodoisophthaloyl dichloride

B

37441-29-5

5-amino-2,4,6-triiodoisophthalic acid dichloride

Conditions
ConditionsYield
In hexane; tolueneA 95%
B n/a
Raw Materials
99-31-0
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Specification

The IUPAC name of 5-Amino-2,4,6-triiodoisophthalic acid is 5-amino-2,4,6-triiodobenzene-1,3-dicarboxylic acid. With the CAS registry number 35453-19-1, it is also named as 1,3-Benzenedicarboxylic acid, 5-amino-2,4,6-triiodo-. The product's categories are Organic Acids; (Intermediate of Iohexol); Aromatic Amino Acids; Peptide Synthesis; Unnatural Amino Acid Derivatives. Besides, it is slightly yellow powder, which should be stored in sealed, cool and dry place. In addition, its molecular formula is C8H4I3NO4 and molecular weight is 558.84.

The other characteristics of this product can be summarized as: (1)EINECS: 252-575-4; (2)ACD/LogP: 0.60; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): -3.55; (5)ACD/LogD (pH 7.4): -3.55; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 5; (11)#H bond donors: 4; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.869; (14)Molar Refractivity: 83.06 cm3; (15)Molar Volume: 182.9 cm3; (16)Surface Tension: 103.8 dyne/cm; (17)Density: 3.053 g/cm3; (18)Flash Point: 280 °C; (19)Melting point: 265-270 °C; (20)Enthalpy of Vaporization: 85.96 kJ/mol; (21)Boiling Point: 539.4 °C at 760 mmHg; (22)Vapour Pressure: 1.83E-12 mmHg at 25 °C.

Preparation of 5-Amino-2,4,6-triiodoisophthalic acid: this chemical can be prepared by 5-Amino-isophthalic acid.



This reaction needs aq. potassium iododichloride and H2O at temperature of 55-60 °C. The reaction time is 18 hours. The yield is 74 %.

Uses of 5-Amino-2,4,6-triiodoisophthalic acid: it can react with Diazomethane to get 5-Amino-2,4,6-triiodo-isophthalic acid dimethyl ester.



This reaction needs Methanol and Diethyl ether at temperature of 0 °C for 2 hours. The yield is 98 %.

When you are using this chemical, please be cautious about it as the following: it may cause sensitization by inhalation and skin contact. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: Ic1c(C(=O)O)c(I)c(c(I)c1N)C(=O)O
(2)InChI: InChI=1/C8H4I3NO4/c9-3-1(7(13)14)4(10)6(12)5(11)2(3)8(15)16/h12H2,(H,13,14)(H,15,16)
(3)InChIKey: JEZJSNULLBSYHV-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C8H4I3NO4/c9-3-1(7(13)14)4(10)6(12)5(11)2(3)8(15)16/h12H2,(H,13,14)(H,15,16)
(5)Std. InChIKey: JEZJSNULLBSYHV-UHFFFAOYSA-N