Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid

Base Information

• Chemical Name: Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid
• CAS No.: 14381-41-0
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.161
• Hs Code.: 2916209090
• European Community (EC) Number: 683-636-7
• NSC Number: 186237
• Nikkaji Number: J81.756B
• Mol file: 14381-41-0.mol

Synonyms:14381-41-0;Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid;Benzocyclobutyl-1-carboxylic acid;1-carboxyl benzocyclobutene;163222-89-7;163222-90-0;Benzocyclobutane-1-carboxylic acid;Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid, (+)- (9CI);MFCD00001351;Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid, (-)- (9CI);1,2-dihydrocyclobutabenzene-1-carboxylic acid;1-Carboxylbenzocyclobutene;NSC186237;SCHEMBL2083786;Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid, (-)-;AC-210;AKOS004907921;CS-W018188;NSC-186237;1-Benzocyclobutenecarboxylic acid, 99%;BS-13552;SY185508;AM20020490;FT-0637070;EN300-81945;A808114;7-bicyclo[4.2.0]octa-1,3,5-trienecarboxylic acid;A1-50294;Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylicacid;J-007872;bicyclo[4.2.0]octa-1,3,5-triene-8-carboxylic acid;F9994-0685;bicyclo[4.2.0]octa-1(6),2,4-triene-7-carboxylic acid

Chemical Property of Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000149mmHg at 25°C
• Melting Point: 75-77 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 318.6 °C at 760 mmHg
• Flash Point: 142.4 °C
• PSA: 37.30000
• Density: 1.31 g/cm³
• LogP: 1.41090
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

Benzocyclobutyl-1-carboxylicacid 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C2=CC=CC=C21)C(=O)O
• Uses: 1-Benzocyclobutenecarboxylic acid is a dynamic building block, capable of taking part in Diels-Alder reactions, and has been used to create large compounds such as cyclohexylmethylpiperidinyltriphenylpropioamide, a highly selective M3 antagonist.

Technology Process of Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid

There total 18 articles about Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic 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: 64.0%

→ 1,2-dihydrocyclobutabenzene-1-carboxylic acid (163222-89-7,163222-90-0,14381-41-0)

Guidance literature:

Reference yield: 63.0%

dimethyl cyclobutabenzene-1,1(2H)-dicarboxylate (1069114-67-5) → 1,2-dihydrocyclobutabenzene-1-carboxylic acid (163222-89-7,163222-90-0,14381-41-0)

Guidance literature:

dimethyl cyclobutabenzene-1,1(2H)-dicarboxylate; With potassium cyanide; In dimethyl sulfoxide; at 20 - 130 ℃; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja805598s

Reference yield:

1-bromobenzocyclobutene (21120-91-2) → 1,2-dihydrocyclobutabenzene-1-carboxylic acid (163222-89-7,163222-90-0,14381-41-0)

Guidance literature:

Multi-step reaction with 2 steps

2: KOH

With potassium hydroxide;

upstream raw materials:

2-diazo-indan-1-one

Methyl bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylate

carbon dioxide

1-chloro-1,2-dihydrobenzocyclobutene

Downstream raw materials:

bicyclo[4.2.0]octa-1,3,5-trien-7-amine

Benzocyclobuten-1-carbonsaeure-chlorid

Bicyclo<4.2.0>octa-1,3,5-triene-7-methanol

N-(2-bromophenyl)-N-methyl-1,2-dihydrocyclobutabenzene-1-carboxamide

Refernces

• 1、 -. "Ramoplanin derivatives possessing antibacterial activity". Page/Page column 38; 80. . Retrieved 2010/11/23.
• 2、 Schiess, Peter,Rutschmann, Suzanne,Toan, Van Vien. "FORMATION OF SUBSTITUTED BENZOCYCLOBUTENES THROUGH FLASH VACUUM PYROLYSIS". . p. 3669 - 3672. Retrieved 2007/10/02.