NorrChemica™
Mes-tBu-Acr-BF₄
Mes-tBu-Acr-BF₄ | CAS 1810004-87-5 | ≥97%
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Technical Specifications
| CAS Number | 1810004-87-5 |
| EC / EINECS Number | 969-539-5 |
| MDL Number | MFCD31381908 |
| SMILES | [B-](F)(F)(F)F.CC1=CC(=C(C(=C1)C)C2=C3C=CC(=CC3=[N+](C4=C2C=CC(=C4)C(C)(C)C)C5=CC=CC=C5)C(C)(C)C)C |
| InChI | InChI=1S/C36H40N.BF4/c1-23-19-24(2)33(25(3)20-23)34-29-17-15-26(35(4,5)6)21-31(29)37(28-13-11-10-12-14-28)32-22-27(36(7,8)9)16-18-30(32)34;2-1(3,4)5/h10-22H,1-9H3;/q+1;-1 |
| InChIKey | YUNSHKYOOCWQRB-UHFFFAOYSA-N |
| PubChem CID | 131801538 |
| Molecular Formula | C₃₆H₄₀BF₄N |
| Molecular Weight | 573.5 g/mol |
| Melting Point | 277 °C |
| Purity | ≥97% |
| Physical Form | solid |
| HS Code | 2933.99 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Tightly closed. Dry. Hygroscopic. Store under inert gas. |
Product Description & Scientific Applications
Acridinium salts are metal-free organic photocatalysts for visible-light photoredox catalysis, and a sustainable alternative to the ruthenium and iridium polypyridyl complexes conventionally used for the same transformations. In the excited state the acridinium ion is among the most strongly oxidising organic photocatalysts available, with excited-state potentials frequently exceeding +2.0 V versus SCE.
The archetype is Fukuzumi’s 9-mesityl-10-methylacridinium ion, whose orthogonal design pairs a 9-mesityl electron donor with an acridinium electron acceptor to give a long-lived charge-transfer state on photoexcitation. Early acridiniums degraded by nucleophilic attack; an N-aryl substituent on the acridinium nitrogen, in place of N-alkyl, improves chemical stability.
On absorbing a visible photon these catalysts initiate radical cascades by single-electron transfer, driving anti-Markovnikov hydrofunctionalisation of alkenes and C–H functionalisations including Giese and Minisci reactions. They oxidise benzylic alcohols under oxygen by converting the arene to its radical cation, and construct C–N bonds from primary amines by direct C–H functionalisation of arenes under aerobic conditions. 9-Mesityl-10-phenylacridinium tetrafluoroborate is the N-phenyl member of that N-aryl series.
Note: 3,6-Di-tert-butyl-9-mesityl-10-phenylacridinium tetrafluoroborate is the compound most papers mean by "Mes-Acr⁺". It is distinct from 9-mesityl-10-phenylacridinium tetrafluoroborate (CAS 1621019-96-2) and from Fukuzumi's 9-mesityl-10-methylacridinium tetrafluoroborate (CAS 1442433-71-7).
Shipping Destinations
- EU & UK: Priority delivery, 2–5 business days.
- United States (DDP): 3–7 business days, duties and taxes prepaid.
- EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
- Worldwide: 7–14 business days, selected locations.
Safety Information
| GHS Pictograms |
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| Signal Word | Warning |
| Hazard Class | Not regulated for transport |
| Transport Category | Not classified as dangerous goods for transport (ADR/IATA/IMDG) |
| H-Statements | H302 - H315 - H319 - H335 |
| P-Statements | P261 - P264 - P270 - P271 - P280 - P301+P312 - P302+P352 - P305+P351+P338 - P330 - P332+P313 - P337+P313 - P362+P364 - P501 |
