7152-29-6

Usage

Chemical structure

A derivative of anthracene with a methyl group at the 12th position, a six-membered ethano bridge between the 9th and 10th carbons, and a carboxylic acid group at the 11th position.

Appearance

White to off-white powder.

Solubility

Insoluble in water.

Applications

a. Manufacturing of dyes.
b. Production of optical brighteners.
c. Pharmaceutical industry.

Research

Investigated for its potential use as an anti-cancer agent.

Environmental impact

Considered environmentally hazardous.

Health risks

Potential health risks due to its chemical properties.

Handling precautions

Should be handled with caution to minimize exposure and environmental impact.

Upstream product

• 625-38-7 but-3-enoic acid 
• 120-12-7 anthracene 
• 4786-20-3 but-2-enenitrile 
• 3724-65-0 2-butenoic acid 
• 52805-43-3 (Z)-cyano-11 methyl-12 ethano-9,10 dihydro-9,10 anthracene 
• 52805-51-3 (Z)-formyl-11 methyl-12 ethano-9,10 dihydro-9,10 anthracene 
• 107-93-7 (E)-but-2-enoic acid 

Downstream Products

• 93368-49-1 C₂₅H₂₃NO 
• 93368-45-7 C₂₅H₂₃NO 
• 93368-44-6 C₂₄H₂₁NO 

Relevant academic research and scientific papers

Synthesis and polymerization of (9-anthryl)methyl crotonate

A new anthracene-based monomer, 9-anthrylmethyl crotonate, was synthesized and characterized. Its radical polymerization does not take place both due to the inhibiting role of the anthracene group and the high sterical hindrances at the vinyl bond. Oligomers with a poly(anthrylene methylene) structure were obtained by polymerization in the presence of Lewis acids. The proposed mechanism includes the formation of 9-anthrylmethylene carbenium ions and electrophilic attack on the aromatic positions of the anthracene monomer with crotonic acid elimination.

Synthesis of Precursors for the Pyrolytic Formation of Pentatetraenones

3-(9',10'-Dihydro-9',10'-ethanoanthracen-11'-ylidene)prop-2-enoyl chloride and its [12',12'-2H2] and [1-13C] isotopomers have been prepared and pyrolysed. Argon matrix infrared spectroscopy showed ν2 bands at 2207.7, 2207.0, and 2168.5 cm-1 respectively for the three pentatetraenone isotopomers. The pyrolysate of the 12'-methyl substituted precursor showed a band at 2205 cm-1 which was tentatively assigned to methylpentatetraenone. The 12'-ethenyl substituted precursor gave a pyrolysate showing ketene bands but also yielded 9,10-dihydro-9,10[1',2']-benzenoanthracene.

PMR Spectral Studies of Diels-Alder Adducts: Anthracene-Crotonic Acid, Anthracene-Fumaric Acid and β-Naphthol-Fumaric Acid

A series of amides (III-XI and XVII) and esters (XII-XV) of the Diels-Alder adducts, anthracene-crotonic acid (I), anthracene-fumaric acid (II) and β-naphthol-fumaric acid (XVI) have been prepared and their PMR spectra recorded.The PMR data indicate that N,N-dimethylamide and N-methylanilide derivatives of the adducts have restricted rotation about the N-CO and C-CO bonds.A trans-stereochemistry have been assigned to H-11 and H-12 in compounds I-XV and to H-2 and H-3 in compound XVI.

REACTIONS RETRODIENIQUES-IX. SYNTHESE PAR THERMOLYSE ECLAIR ET ETUDE D'ENAMINES PRIMAIRES INSTABLES

Etheneamine 1 and its methyl derivatives 2-7 have been synthesized from the adducts 8-14 by a retro-Diels-Alder reaction under flash thermolytic conditions.The primary enamines 1-4 have been identified (IR, (1)H and (13)C NMR in a pure state at -80 deg C; at the same temperature, the enamines 5-7, less stable, are already accompanied by their tautomeric imines 33 or 34.When warmed up to room temperature, the enamines 1-7 lead, following to their substitution, either to nitrogen heterocycles (30, 42) or to acyclic azadienes (35-37, 39, 40).