ChemicalBook > CAS DataBase List > O-TRITYLHYDROXYLAMINE

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

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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

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3
F: 10
HS Code: 2928.00.2500

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 358894
Product name: O-Tritylhydroxylamine
Purity: 95%
Packaging: 1g
Price: $58.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: 358894
Product name: O-Tritylhydroxylamine
Purity: 95%
Packaging: 5g
Price: $83.5
Updated: 2025/07/31

TCI Chemical

Product number: T3860
Product name: O-Tritylhydroxylamine
Packaging: 1G
Price: $49
Updated: 2025/07/31

TCI Chemical

Product number: T3860
Product name: O-Tritylhydroxylamine
Packaging: 5G
Price: $167
Updated: 2025/07/31

TRC

Product number: T887953
Product name: O-Tritylhydroxylamine
Packaging: 500mg
Price: $90
Updated: 2021/12/16

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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

Career Henan Chemical Co

Product: O-TRITYLHYDROXYLAMINE 31938-11-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-06

31938-11-1, O-TRITYLHYDROXYLAMINERelated Search:

HYDROXYLAMINE (Benzothiazol-2-yl)-(Z)-2-trityloxyimino-2-(2-aminothiazole-4-yl)-thioacetate 4-THIAZOLEACETIC ACID, 2-AMINO-ALPHA-[(TRIPHENYLMETHOXY)IMINO]-, ANHYDRIDE WITH O,O-DIETHYL HYDROGEN PHOSPHOROTHIOATE, (Z)- (Z)-2-(2-Aminothiazole-4-yl-)-2-trityloxyimino acetic acid 2-MERCAPTOBENZOTHIAZOLYL-(Z)-2-(2-AMINOTHIAZOLE-4-YL)-2-TRITYLOXYIMINO ACETATE 4-THIAZOLEACETIC ACID, 2-AMINO-ALPHA-[(TRIPHENYLMETHOXY)IMINO]-, ANHYDRIDE WITH DIETHYL HYDROGEN PHOSPHATE, (Z)- O-TRITYLHYDROXYLAMINE (Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic acid TRIETHYL AMMONIUM PHENYL-(Z)-TRITYLOXYIMINOACETATE (Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-METHOXYIMINO ACETIC ACID

O-(TRIPHENYLMETHYL)HYDROXYLAMINE

O-TRITYLHYDROXYLAMINE

TRITYLOXYAMINE

O-(Triphenylmethyl)hydroxylamine, Trityloxyamine

[[Triphenylmethyl]oxy]amine

HydroxylaMine,O-(triphenylMethyl)-

Trt-HA O-Tritylhydroxylamine

O-Tritylhydroxylamine(Trt-HA)

O-TritylhydroxylaMine 95%

O-Tritylhydroxylamine (Trityloxy)amine

O-Tritylhydroxylamine≥ 98%(HPLC)

Trt-HA

<i>O</i>-Tritylhydroxylamine

31938-11-1

C19H17NO

C6H53CONH2

Building Blocks

Organic Building Blocks

Hydroxylamines

Nitrogen Compounds

Building Blocks

Chemical Synthesis

Hydroxylamines

Nitrogen Compounds

Organic Building Blocks