2,5-Bis[(4-butoxyphenyl)methoxy]benzoic acid

Base Information

• Chemical Name: 2,5-Bis[(4-butoxyphenyl)methoxy]benzoic acid
• CAS No.: 205689-93-6
• Molecular Formula: C29H34O6
• Molecular Weight: 506.54
• DSSTox Substance ID: DTXSID80698181
• Wikidata: Q82628313
• Mol file: 205689-93-6.mol

Synonyms:2,5-bis[(4-butoxyphenyl)methoxy]benzoic acid;2,5-DI(4-BUTYLOXYBENZYLOXY)BENZOIC ACID;DTXSID80698181

Chemical Property of 2,5-Bis[(4-butoxyphenyl)methoxy]benzoic acid

Chemical Property:

• PSA: 74.22000
• LogP: 6.90060
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 15
• Exact Mass: 478.23553880
• Heavy Atom Count: 35
• Complexity: 568

Purity/Quality:

99%min ^*data from raw suppliers

2,5-DI-(4-BUTOXY BENZYLOXY)BENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)COC2=CC(=C(C=C2)OCC3=CC=C(C=C3)OCCCC)C(=O)O

Technology Process of 2,5-Bis[(4-butoxyphenyl)methoxy]benzoic acid

There total 3 articles about 2,5-Bis[(4-butoxyphenyl)methoxy]benzoic acid 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: 92.0%

benzyl 2,5-di(4'-butyloxybenzoyloxy)benzoate (205689-89-0) → 2,5-di(4'-butyloxybenzoyloxy)benzoic acid (205689-93-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; at 20 ℃; for 10h;

DOI:10.1039/c6cc00081a

Reference yield:

2,5-dihydroxybenzoic acid. (490-79-9) → 2,5-di(4'-butyloxybenzoyloxy)benzoic acid (205689-93-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / Inert atmosphere

3: palladium on activated charcoal; hydrogen

With dmap; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 2: |Mitsunobu Displacement;

DOI:10.1021/ma400462e

Reference yield:

2,5-dihydroxybenzoic acid benzyl ester (21782-87-6) → 2,5-di(4'-butyloxybenzoyloxy)benzoic acid (205689-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; dmap / Inert atmosphere

2: palladium on activated charcoal; hydrogen

With dmap; palladium on activated charcoal; hydrogen; dicyclohexyl-carbodiimide; 1: |Mitsunobu Displacement;

DOI:10.1021/ma400462e

upstream raw materials:

benzyl 2,5-di(4'-butyloxybenzoyloxy)benzoate

2,5-dihydroxybenzoic acid.

2,5-dihydroxybenzoic acid benzyl ester

Downstream raw materials:

C₃₂H₃₄O₈

(but-3''-enyl) 2,5-di(4'-butyloxybenzoyloxy)benzoate

C₃₅H₄₀O₈

Refernces

• 1、 Wang, Meng,Wang, Jun,Yang, Hong,Lin, Bao-Ping,Chen, Er-Qiang,Keller, Patrick,Zhang, Xue-Qin,Sun, Ying. "Homeotropically-aligned main-chain and side-on liquid crystalline elastomer films with high anisotropic thermal conductivities". supporting information. p. 4313 - 4316. Retrieved 2016/03/22.