BENZOIC ACID, 5-IODO-2-METHYL-, METHYL ESTER

Base Information

• Chemical Name: BENZOIC ACID, 5-IODO-2-METHYL-, METHYL ESTER
• CAS No.: 103440-54-6
• Molecular Formula: C9H9IO2
• Molecular Weight: 276.074
• Hs Code.: 2916399090
• Mol file: 103440-54-6.mol

Synonyms:5-iodo-2-methyl-benzoic acid methyl ester;methyl 5-iodanyl-2-methyl-benzoate;5-Jod-2-methyl-benzoesaeure-methylester;

Chemical Property of BENZOIC ACID, 5-IODO-2-METHYL-, METHYL ESTER

Chemical Property:

• Melting Point: 60℃
• Boiling Point: 290.4±28.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.666±0.06 g/cm3(Predicted)
• LogP: 2.38620
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-Iodo-2-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZOIC ACID, 5-IODO-2-METHYL-, METHYL ESTER

There total 6 articles about BENZOIC ACID, 5-IODO-2-METHYL-, METHYL ESTER 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: 73.0%

methanol (67-56-1) + 5-iodo-2-methylbenzoic?acid (54811-38-0) → methyl 5-iodo-2-methylbenzoate (103440-54-6)

Guidance literature:

With thionyl chloride; at 0 ℃; for 2h; Reflux;

Reference yield:

2-cyano-4-nitrotoluene (939-83-3) → methyl 5-iodo-2-methylbenzoate (103440-54-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / dichloromethane; water / 96 h / Heating / reflux

2.1: lithium hydroxide; water / tetrahydrofuran / 4 h / 30 °C

3.1: hydrogen / palladium on activated charcoal / methanol / 3 - 4 h / 40 °C / 2585.81 Torr

4.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 30 °C

4.2: 2 h / 0 - 25 °C

5.1: thionyl chloride / 4 h / 0 °C / Heating / reflux

With hydrogenchloride; lithium hydroxide; thionyl chloride; water; hydrogen; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

2-bromo-4-nitrotoluene (7745-93-9) → methyl 5-iodo-2-methylbenzoate (103440-54-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 24 h / 80 °C

2.1: hydrogenchloride / dichloromethane; water / 96 h / Heating / reflux

3.1: lithium hydroxide; water / tetrahydrofuran / 4 h / 30 °C

4.1: hydrogen / palladium on activated charcoal / methanol / 3 - 4 h / 40 °C / 2585.81 Torr

5.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 30 °C

5.2: 2 h / 0 - 25 °C

6.1: thionyl chloride / 4 h / 0 °C / Heating / reflux

With hydrogenchloride; lithium hydroxide; thionyl chloride; water; hydrogen; sodium nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

methanol

5-iodo-2-methylbenzoic?acid

2-bromo-4-nitrotoluene

2-cyano-4-nitrotoluene

Downstream raw materials:

C₁₄H₁₄INO₂

C₁₁H₁₄IN

C₁₁H₁₂IN

methyl 4-methyl-3-pyrrolidin-2-ylbenzoate

Refernces

• 1、 Kung, Pei-Pei,Funk, Lee,Meng, Jerry,Collins, Michael,Zhou, Joe Zhongxiang,Catherine Johnson,Ekker, Anne,Wang, Jeff,Mehta, Pramod,Yin, Min-Jean,Rodgers, Caroline,Davies II, Jay F.,Bayman, Eileen,Smeal, Tod,Maegley, Karen A.,Gehring, Michael R.. "Dihydroxylphenyl amides as inhibitors of the Hsp90 molecular chaperone". supporting information; experimental part. p. 6273 - 6278. Retrieved 2009/08/15.