15100-35-3

Basic information

• Product Name: 1-Hydroxymethylbenzocyclobutene
• Synonyms: 1-hydroxymethylbenzocyclobutene;Bicyclo[4.2.0]octa-1,3,5,7-tetraen-7-ylMethanol;1-HMBCB 1-hydroxymethy lbenzocyclobutene;Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol;Bicyclo[4.2.0]octa-1,3,5-triene-7-methanol
• CAS NO: 15100-35-3
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 132.16
• Mol File: 15100-35-3.mol

Chemical Properties

• Boiling Point: 249.354 °C at 760 mmHg
• Flash Point: 119.962 °C
• Appearance: /
• Density: 1.124 g/cm³
• Vapor Pressure: 0.00193mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.77±0.10(Predicted)
• CAS DataBase Reference: 1-Hydroxymethylbenzocyclobutene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxymethylbenzocyclobutene(15100-35-3)
• EPA Substance Registry System: 1-Hydroxymethylbenzocyclobutene(15100-35-3)

Safety Data

• Hazardous Substances Data: 15100-35-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Hydroxymethylbenzocyclobutene is used as a key intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, facilitating the creation of a wide range of compounds.
Used in Pharmaceutical Industry:
1-Hydroxymethylbenzocyclobutene is used as a precursor in the synthesis of pharmaceutical compounds. Its reactivity and structural features make it suitable for the development of new drugs, potentially contributing to the discovery of novel therapeutic agents.
Used in Research and Development:
Due to its unique structure and reactivity, 1-Hydroxymethylbenzocyclobutene is used in the research and development of new organic reactions and methodologies. It serves as a model compound for studying reaction mechanisms and exploring new synthetic pathways in organic chemistry.

InChI:InChI=1/C9H8O/c10-6-8-5-7-3-1-2-4-9(7)8/h1-5,10H,6H2

Upstream product

• 124-41-4 sodium methylate 
• 125593-23-9 2-(2-hydroxyethyl)benzaldehyde tosylhydrazone 
• 163222-89-7 1,2-dihydrocyclobutabenzene-1-carboxylic acid 
• 6809-91-2 1-cyanobenzocyclobutane 
• 7315-17-5 3-(2-chloro-phenyl)-propionitrile 
• 35095-07-9 Methyl bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylate 

Downstream Products

• 148834-05-3 1-(4-Formylphenoxymethyl)benzocyclobutane 
• 1471-89-2 bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate 
• 119367-62-3 7-<(Benzyloxy)methyl>bicyclo<4.2.0>octa-1,3,5-triene 

Relevant articles and documents

IMIDAZO(4,5-B) PYRIDIN-2-YL AMIDES AS KV7 CHANNEL ACTIVATORS

Compounds represented by formula 1 can be potent and/or partially selective for the Kv7.2/7.3 heteromultimer. They may be useful in treating disorders related to seizures, pain, neurotransmitter release, etc.

Carbenes and the O-H Bond: Hydroxyalkyl-Substituted Arylcarbenes

carbene (4), phenylcarbene (19), and carbene (30) have been generated by photolysis of tosylhydrazone or diazo precursors in protic solvents.These carbenes give cyclic ethers (7, 18, 33) competitively with insertion into O-H bonds of the solvent.For comparison, the analogous benzyl cations (9, 17, 31) have been generated by solvolysis or dediazoniation.The cations are more sensitive to structural variation than their carbenic counterparts: 9 does not undergo intramolecular nucleophilic substitution, in contrast to 17 and 31.These observations are explicable in terms of high barriers for rotation about aryl-cation bonds, as compared with low barriers for rotation about aryl-carbene bonds.Two major effects of the solvent (ROH) and of the base (RONa) on product formation may be distinguished: (i) protonation of the carbene (or of its precursors) in the more acidic media leads to predominantly cationic processes; (ii) deprotonation of the OH group under strongly basic conditions enhances the nucleophilicity of the oxygen, and also facilitates insertion into the α-C-H bonds of 30.