Dimethyl 5-aminoisophthalate

Base Information

• Chemical Name: Dimethyl 5-aminoisophthalate
• CAS No.: 99-27-4
• Deprecated CAS: 50891-97-9,942063-56-1,942063-56-1
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Hs Code.: 29224999
• European Community (EC) Number: 202-743-8
• NSC Number: 34721
• UNII: BCC9926NAM
• DSSTox Substance ID: DTXSID2059190
• Nikkaji Number: J76.331D
• Wikidata: Q72469001
• ChEMBL ID: CHEMBL4990241
• Mol file: 99-27-4.mol

Synonyms:Dimethyl 5-aminoisophthalate;99-27-4;3,5-Dicarbomethoxyaniline;Dimethyl 5-aminobenzene-1,3-dicarboxylate;5-Aminoisophthalic acid dimethyl ester;1,3-Benzenedicarboxylic acid, 5-amino-, dimethyl ester;Isophthalic acid, 5-amino-, dimethyl ester;1,3-dimethyl 5-aminobenzene-1,3-dicarboxylate;MFCD00008435;5-amino-isophthalic acid dimethyl ester;5-Aminoisophthalic acid, dimethyl ester;5-amino-dimethyl iso-phthalate;EINECS 202-743-8;NSC 34721;NSC-34721;1,3-Benzenedicarboxylic acid, 5-amino-, 1,3-dimethyl ester;5-amino-dimethylisophthalate;Methyl 5-amino-3-(methoxycarbonyl)benzoate;dimethyl-5-aminoisophthalat;dimethyl-5-aminoisophthalate;BCC9926NAM;SCHEMBL111187;1, 5-amino-, dimethyl ester;CHEMBL4990241;DTXSID2059190;3,5-Bis(methoxycarbonyl)aniline;DEKPYXUDJRABNK-UHFFFAOYSA-;HMS1762G20;Dimethyl 5-aminoisophthalate, 98%;NSC34721;AC8041;BBL011618;STK397449;5-amino isophtalic acid dimethyl ester;AKOS000119549;CS-W022631;SB78643;NCGC00329320-01;AC-11059;AS-10926;SY005368;dimethyl 5-amino-1,3-benzenedicarboxylate;dimethyl-5-amino-benzene-1,3-dicarboxylate;5-Amino-1,3-isophthalic acid dimethyl ester;FT-0620019;EN300-33969;5-amino-2,4-dimethyl-benzene-1,3-dicarboxylate;AB01322768-02;A845987;AE-641/00787014;SR-01000039832;5-Amino-1,3-benzenedicarboxylic acid dimethyl ester;SR-01000039832-1;W-100045;Z56889115;F3034-0059

Chemical Property of Dimethyl 5-aminoisophthalate

Chemical Property:

• Appearance/Colour: Similar White Powder
• Vapor Pressure: 1.45E-05mmHg at 25°C
• Melting Point: 178-181 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 366.6 °C at 760 mmHg
• PKA: 2.31±0.10(Predicted)
• Flash Point: 191 °C
• PSA: 78.62000
• Density: 1.248 g/cm³
• LogP: 1.42320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Soluble in Chloroform.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl 5-Aminoisophthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1)N)C(=O)OC
• Uses: Dimethyl 5-aminoisophthalate is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. Hexagonal assembly of double helices of luminescent calcium 5-aminoisophthalate coordination polymer leaves enough room for the formation of loosely held water pipes, which could be dehydrated at very low temperatures.

Technology Process of Dimethyl 5-aminoisophthalate

There total 6 articles about Dimethyl 5-aminoisophthalate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

dimethyl 5-nitroisophthalate (13290-96-5) → dimethyl 5-aminoisophthalate (99-27-4)

Guidance literature:

With formic acid; triethylamine; chemoselective reaction;

DOI:10.1021/cs501916p

Reference yield: 95.0%

methanol (67-56-1) + 5-aminoisophthalic acid (99-31-0) → dimethyl 5-aminoisophthalate (99-27-4)

Guidance literature:

With sulfuric acid; for 24h; Reflux; Solvolysis;

DOI:10.1039/c2ra22988a

Reference yield:

5-nitrobenzene-1,3-dicarboxylic acid (618-88-2) → dimethyl 5-aminoisophthalate (99-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen chloride

2: ammonium sulfide

With hydrogenchloride; ammonium sulfide;

upstream raw materials:

dimethyl 5-nitroisophthalate

5-nitrobenzene-1,3-dicarboxylic acid

dimethyl Isophthalate

methanol

Downstream raw materials:

3,5-bis(methoxycarbonyl)phenylisocyanate

5-thioureido-isophthalic acid dimethyl ester

3,5-bis<(N-pyrrolidinyl)carbonyl>benzenamine

5-bromoisophthalic acid

Refernces

• 1、 Urruzuno, I?aki,Mugica, Odei,Zanella, Giovanna,Vera, Silvia,Gómez-Bengoa, Enrique,Oiarbide, Mikel,Palomo, Claudio. "α-Branched Ketone Dienolates: Base-Catalysed Generation and Regio- and Enantioselective Addition Reactions". supporting information. p. 9701 - 9709. Retrieved 2019/07/12.
• 2、 Odriozola, Amaiur,Oiarbide, Mikel,Palomo, Claudio. "Enantioselective Synthesis of Quaternary Δ4- and Δ5-Dehydroprolines Based on a Two-Step Formal [3+2] Cycloaddition of α-Aryl and α-Alkyl Isocyano(thio)acetates with Vinyl Ketones". supporting information. p. 12758 - 12762. Retrieved 2017/09/25.