Isobutamben

Base Information

• Chemical Name: Isobutamben
• CAS No.: 94-14-4
• Molecular Formula: C11H15 N O2
• Molecular Weight: 193.246
• Hs Code.: 2922499990
• European Community (EC) Number: 202-308-2
• NSC Number: 760439,23517
• UNII: 9566855ULN
• DSSTox Substance ID: DTXSID9023170
• Nikkaji Number: J4.694I
• Wikidata: Q27271747
• NCI Thesaurus Code: C75962
• ChEMBL ID: CHEMBL1985617
• Mol file: 94-14-4.mol

Synonyms:Carboca?ne;Carbocaine;Isocaine;Isogaine;Meaverin;Mecain;Mepihexal;Mepivacain Injektopas;Mepivacain-Injektopas;Mepivacaina Braun;Mepivacaine;Mepivacaine Hydrochloride;Mepivacaine Monohydrochloride;Mepivastesin;Polocaine;Scandicain;Scandicaine;Scandinibsa;Scandonest

Chemical Property of Isobutamben

Chemical Property:

• Melting Point: 65°C
• Refractive Index: 1.5041 (estimate)
• Boiling Point: 329.46°C (rough estimate)
• PKA: 2.33±0.10(Predicted)
• PSA: 52.32000
• Density: 1.0945 (rough estimate)
• LogP: 2.66280
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isobutyl 4-Aminobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC(=O)C1=CC=C(C=C1)N
• Uses: Medicine (topical anesthetic), sunscreen preparations.

Technology Process of Isobutamben

There total 9 articles about Isobutamben 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: 100.0%

isobutyl p-nitrobenzoate (99-78-5) → Isobutyl 4-aminobenzoate (94-14-4)

Guidance literature:

With hydrogen; AV-17-8; palladium; In ethanol; at 45 ℃; under 750.06 Torr;

Reference yield:

isobutyl p-nitrobenzoate (99-78-5) → Isobutyl 4-aminobenzoate (94-14-4) + 4-Azido-benzoic acid isobutyl ester (76479-99-7) + C22H26N2O4 (76480-01-8) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 150 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1021/jo00321a022

Reference yield:

isobutyl p-nitrobenzoate (99-78-5) → Isobutyl 4-aminobenzoate (94-14-4) + 4-Azido-benzoic acid isobutyl ester (76479-99-7) + C22H26N2O4 (76480-01-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 105 ℃; for 23h; Title compound not separated from byproducts;

DOI:10.1021/jo00321a022

upstream raw materials:

isobutyl p-nitrobenzoate

2-methyl-propan-1-ol

4-amino-benzoic acid

hydrogenchloride

Downstream raw materials:

4-phenacylamino-benzoic acid isobutyl ester

isobutyl 4-(4-propoxybenzylideneamino)benzoate

4-Benzoylamino-benzoic acid isobutyl ester

4-((S)-6-Benzyloxycarbonylamino-2-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-hexanoylamino)-benzoic acid isobutyl ester

Refernces

• 1、 Matsunaga,Miyajima. "EFFECTS OF BRANCHING OF THE ALKYL CHAIN ON THE LIQUID CRYSTALLINE PROPERTIES OF N-(p-PHENYLBENZYLIDENE)-p-ALKOXYCARBONYLANILINES.". . p. 353 - 359. Retrieved 2007/10/02.
• 2、 Kadaba,Carr,Tribo,Triplett,Glasser. "Boron trifluoride ethyl ether as an effective catalyst in the synthesis of alkyl p-aminobenzoates.". . p. 1422 - 1423. Retrieved 2007/10/05.