O-TRITYLHYDROXYLAMINE
- Product Name
- O-TRITYLHYDROXYLAMINE
- CAS No.
- 31938-11-1
- Chemical Name
- O-TRITYLHYDROXYLAMINE
- Synonyms
- Trt-HA;TRITYLOXYAMINE;O-TRITYLHYDROXYLAMINE;O-TritylhydroxylaMine 95%;[[Triphenylmethyl]oxy]amine;Trt-HA O-Tritylhydroxylamine;O-Tritylhydroxylamine;O-Tritylhydroxylamine(Trt-HA);O-Tritylhydroxylamine≥ 98%(HPLC);O-(TRIPHENYLMETHYL)HYDROXYLAMINE
- CBNumber
- CB0147510
- Molecular Formula
- C19H17NO
- Formula Weight
- 275.34
- MOL File
- 31938-11-1.mol
O-TRITYLHYDROXYLAMINE Property
- Melting point:
- 79-81 °C (lit.)
- Boiling point:
- 443.2±44.0 °C(Predicted)
- Density
- 1.133
- storage temp.
- Keep in dark place,Inert atmosphere,2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 3.10±0.70(Predicted)
- color
- White to Orange to Green
- BRN
- 1983917
- InChIKey
- NZFHJBSDSXDUAO-UHFFFAOYSA-N
- CAS DataBase Reference
- 31938-11-1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 358894
- Product name
- O-Tritylhydroxylamine
- Purity
- 95%
- Packaging
- 1g
- Price
- $58.1
- Updated
- 2025/07/31
- Product number
- 358894
- Product name
- O-Tritylhydroxylamine
- Purity
- 95%
- Packaging
- 5g
- Price
- $83.5
- Updated
- 2025/07/31
- Product number
- T3860
- Product name
- O-Tritylhydroxylamine
- Packaging
- 1G
- Price
- $49
- Updated
- 2025/07/31
- Product number
- T3860
- Product name
- O-Tritylhydroxylamine
- Packaging
- 5G
- Price
- $167
- Updated
- 2025/07/31
- Product number
- T887953
- Product name
- O-Tritylhydroxylamine
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
O-TRITYLHYDROXYLAMINE Chemical Properties,Usage,Production
Chemical Properties
White to off-white powder
Uses
O-Tritylhydroxylamine may be used in the preparation of 8-azido-O-trityloctahydroxamate and 9-azido-O-tritylnonahydroxamate. It may be used in the synthesis of Simian virus nuclear localization peptide (NLS)-histone deacetylase (HDAC) inhibitor conjugates.
Synthesis
31938-10-0
31938-11-1
The general procedure for the synthesis of O-tritylhydroxylamine from N-trityloxyphthalimide was as follows: triethylamine (6.0 mL, 43.1 mmol) was added slowly and dropwise over 5 min to dichloromethane (55 mL) containing N-hydroxyphthalimide (6.42 g, 39.4 mmol) and triphthaloyl chloride (10.01 g, 35.8 mmol) in a in a stirred solution. The reaction mixture was stirred continuously for 1 h at room temperature and then poured into water (100 mL) to terminate the reaction. The organic layer was separated, washed sequentially with water (2 x 100 mL) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to afford N-(triphenylmethoxy)phthalimide (white foamy solid, 15.54 g). The intermediate was dissolved directly in a solvent mixture of chloroform (320 mL) and methanol (32 mL) without further purification, followed by slow dropwise addition of hydrazine hydrate (5.2 mL, 165.5 mmol). The reaction mixture was stirred for 2 h and poured into water (400 mL). The organic layer was separated, washed with water (2 x 300 mL) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (silica gel 100 g, eluent: hexane-ethyl acetate, 9:1, ca. 1 L) to afford the target product, O-trityl hydroxylamine (8.92 g, 90% yield, based on triphthaloyl chloride calculations): white crystals with melting point of 85-86 °C (recrystallized from hexane); 1H NMR (400 MHz, CDCl3) δ. 7.47-7.43 (m, 6H, aromatic H), 7.37-7.26 (m, 9H, aromatic H), 4.95 (br s, 2H, NH); 13C NMR (100 MHz, CDCl3) δ: 143.2, 128.8, 127.8, 127.2, 90.8.
References
[1] Journal of Organic Chemistry, 2004, vol. 69, # 18, p. 5926 - 5933
[2] Angewandte Chemie - International Edition, 2014, vol. 53, # 1, p. 324 - 328
[3] Angew. Chem., 2014, vol. 126, # 1, p. 337,1
[4] Journal of Magnetic Resonance (1969-1992), 1987, vol. 75, # 1, p. 63 - 72
[5] Acta Poloniae Pharmaceutica - Drug Research, 2009, vol. 66, # 6, p. 671 - 680
O-TRITYLHYDROXYLAMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from O-TRITYLHYDROXYLAMINE manufacturers
- Product
- O-TRITYLHYDROXYLAMINE 31938-11-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2018-08-06