Ethyl 3-bromo-5-iodobenzoate

Base Information

• Chemical Name: Ethyl 3-bromo-5-iodobenzoate
• CAS No.: 186772-44-1
• Molecular Formula: C9H8 Br I O2
• Molecular Weight: 354.97
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID80696026
• Wikidata: Q82625440
• Mol file: 186772-44-1.mol

Synonyms:ETHYL 3-BROMO-5-IODOBENZOATE;186772-44-1;3-BROMO-5-IODO-BENZOIC ACID ETHYL ESTER;3-bromo-5-iodobenzoic acid ethyl ester;Benzoic acid,3-bromo-5-iodo-, ethyl ester;SCHEMBL671606;DTXSID80696026;ETHYL3-BROMO-5-IODOBENZOATE;ethyl 3-bromanyl-5-iodanyl-benzoate;AB1422;MFCD06658440;AKOS015910905;SB34652;CS-0192616;FT-0709022;A813080

Chemical Property of Ethyl 3-bromo-5-iodobenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 3.23040
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 353.87524
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-5-iodo-benzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC(=C1)I)Br

Technology Process of Ethyl 3-bromo-5-iodobenzoate

There total 5 articles about Ethyl 3-bromo-5-iodobenzoate 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: 88.0%

ethyl 4-amino-3-bromo-5-iodobenzoate (437707-51-2) → ethyl 3-bromo-5-iodobenzoate (186772-44-1)

Guidance literature:

With sulfuric acid; sodium nitrite; In ethanol; benzene; for 1.5h; Heating;

DOI:10.1021/ja012458m

Reference yield:

ethyl 3-bromo-4-aminobenzoate (7149-03-3) → ethyl 3-bromo-5-iodobenzoate (186772-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / ICl / acetic acid; H₂O / 10 h / 80 °C

2: 88 percent / NaNO₂; H₂SO₄ / benzene; ethanol / 1.5 h / Heating

With sulfuric acid; Iodine monochloride; sodium nitrite; In ethanol; water; acetic acid; benzene;

DOI:10.1021/ja012458m

Reference yield:

p-aminoethylbenzoate (94-09-7) → ethyl 3-bromo-5-iodobenzoate (186772-44-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / N-bromosuccinimide / CHCl₃ / 4 h / 5 - 10 °C

2: 94 percent / ICl / acetic acid; H₂O / 10 h / 80 °C

3: 88 percent / NaNO₂; H₂SO₄ / benzene; ethanol / 1.5 h / Heating

With N-Bromosuccinimide; sulfuric acid; Iodine monochloride; sodium nitrite; In ethanol; chloroform; water; acetic acid; benzene;

DOI:10.1021/ja012458m

upstream raw materials:

ethyl 4-amino-3-bromo-5-iodobenzoate

ethyl 3-bromo-4-aminobenzoate

p-aminoethylbenzoate

ethanol

Downstream raw materials:

ethyl 3-bromo-5-[(triisopropylsilyl)ethynyl]benzoate

ethyl 3,5-bis[(trimethylsilyl)ethynyl]benzoate

ethyl 3-bromo-5-cyanobenzoate

ethyl 3-cyano-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Refernces

• 1、 -. "(3-oxo)pyridazin-4-ylurea derivatives as PDE4 inhibitors". Page/Page column 62. . Retrieved 2010/07/03.
• 2、 Tobe, Yoshito,Utsumi, Naoto,Kawabata, Kazuya,Naemura, Koichiro. "Synthesis and self-association properties of diethynylbenzene macrocycles". . p. 9325 - 9328. Retrieved 2007/10/03.