| Identification | Back Directory | [Name]
1-Hydroxymethylbenzocyclobutene | [CAS]
15100-35-3 | [Synonyms]
1-Benzocyclobutenmethanol
1-hydroxymethylbenzocyclobutene
Bicyclo[4.2.0]octa-1,3,5-triene-7-m
7-bicyclo[4.2.0]octa-1,3,5-trienylmethanol
Bicyclo[4.2.0]octa-1,3,5-triene-7-methanol
Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol
Bicyclo[4.2.0]octa-1,3,5,7-tetraen-7-ylMethanol
7-bicyclo[4.2.0]octa-1(8),2,4,6-tetraenylmethanol
1-Hydroxymethylbenzocyclobutene ISO 9001：2015 REACH
1-HMBCB 1-hydroxymethy lbenzocyclobutene | [Molecular Formula]
C9H10O | [MDL Number]
MFCD09752655 | [MOL File]
15100-35-3.mol | [Molecular Weight]
134.18 |
| Chemical Properties | Back Directory | [Boiling point ]
249.4±9.0 °C(Predicted) | [density ]
1.124±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
14.77±0.10(Predicted) | [InChI]
InChI=1S/C9H10O/c10-6-8-5-7-3-1-2-4-9(7)8/h1-4,8,10H,5-6H2 | [InChIKey]
FJVJYFYHZSSACB-UHFFFAOYSA-N | [SMILES]
C12C(C(CO)C1)=CC=CC=2 |
| Hazard Information | Back Directory | [Uses]
1-Hydroxymethylbenzocyclobutene is a compound containing a highly reactive BCB group. It serves as a key intermediate in the preparation of polymers, photoresists and advanced electronic materials, and is widely used in the field of microelectronics. | [Synthesis]
Step A: Borane-THF solution (1M, 4 mL, 1.2 equiv) was slowly added dropwise to a solution of bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid (500 mg, 3.38 mmol) in THF (6 mL) at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched with water, the organic phase was extracted with EtOAc and dried with anhydrous MgSO4. Purification by silica gel column chromatography (eluent: 5-20% EtOAc/hexane gradient) afforded bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol (388 mg, 86% yield). | [References]
[1] Patent: US2016/31875, 2016, A1. Location in patent: Paragraph 0276; 0277
[2] Journal of Medicinal Chemistry, 1965, vol. 8, p. 255 - 257 |
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