4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID
4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID Basic information
- Product Name:
- 4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID
- Synonyms:
-
- 4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID
- P-(3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL)BENZOIC ACID
- 4-(3-trifluoromethyldiazirino)benzoic acid
- p-(3-(Trifluoromethyl)-3H-diazirin-3-yl)benzoic ac
- 3-(4-Carboxyphenyl)-3-trifluoromethyldiazirine
- 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid
- Benzoic acid, 4-[3-(trifluoroMethyl)-3H-diazirin-3-yl]-
- -3H-diazirin-3-yl)
- CAS:
- 85559-46-2
- MF:
- C9H5F3N2O2
- MW:
- 230.14
- Product Categories:
-
- Aromatics Compounds
- Aromatics
- Heterocycles
- Mol File:
- 85559-46-2.mol
4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID Chemical Properties
- Melting point:
- 110-112°C
- Boiling point:
- 298.6±50.0 °C(Predicted)
- Density
- 1.59±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Store at +2°C to +8°C.
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.15±0.10(Predicted)
- color
- White to Pale Beige
- InChI
- InChI=1S/C9H5F3N2O2/c10-9(11,12)8(13-14-8)6-3-1-5(2-4-6)7(15)16/h1-4H,(H,15,16)
- InChIKey
- CZPAJVBVULSLGG-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=C(C2(C(F)(F)F)N=N2)C=C1
4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID Usage And Synthesis
Chemical Properties
White Solid
Uses
A highly photolabile label fixable to biochemical agents.
Uses
4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid is a photoreactive aromatic diazirine.
General Description
A highly sensitive photocross-linker.activated at 300 nm for the preparation of photoactivatable biological probes [1].
reaction suitability
reaction type: Photoclick reactions
Synthesis
Conversion of the bromo benzene derivative (I) to its Grignard compound and subsequent addition of N-trifluoroacetylpiperidine (II) gives the trifluoroacetophenone (III) which is converted to its oxime tosylate (V). This reacts with liquid ammonia to give the diaziridine ( VI). Further hypochlorite oxidation and cleavage of the oxazoline ring finally yields the desired acid (4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)benzoic acid, VIII) mentioned in the title.[1]
References
[1] Y. HATANAKA Y. K H Nakayama. An improved synthesis of 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid for photoaffinity labeling[J]. Heterocycles, 1993, 35 1: 997-1004. DOI:10.3987/COM-92-S(T)93.
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4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID(85559-46-2)Related Product Information
- 2-[2-[2-[2-[6-(BIOTINYLAMINOHEXANOYL)]AMINOETHOXY]ETHOXY]ETHOXY]-4-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZOIC ACID, METHYL ESTER
- 2-[2-[2-[2-[6-(BIOTINYLAMINOHEXANOYL)]AMINOETHOXY]ETHOXY]ETHOXY]-4-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZOIC ACID N-HYDROXYSUCCINIMIDE ESTER
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- 2-HYDROXY-4-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZOIC ACID, METHYL ESTER
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- 2-[2-[2-[2-[6-(BIOTINYLAMINOHEXANOYL)]AMINOETHOXY]ETHOXY]ETHOXY]-4-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZOIC ACID
- 2-METHOXY-4-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZOIC ACID, METHYL ESTER
- 4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID