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Home > Encyclopedia > Di-tert-butyl N,N-diisopropylphosphoramidite

Di-tert-butyl N,N-diisopropylphosphoramidite

Di-tert-butyl N,N-diisopropylphosphoramidite structure

Di-tert-butyl N,N-diisopropylphosphoramidite 

structure
  • CAS No:

    137348-86-8

  • Formula:

    C14H32NO2P

  • Chemical Name:

    Di-tert-butyl N,N-diisopropylphosphoramidite

  • Synonyms:

    DI-T-BUTYL N,N-DIISOPROPYLPHOSPHORAMIDITE;DI-TERT-BUTYL DIISOPROPYLPHOSPHORAMIDITE;DI-TERT-BUTYL-N,N-DIISOPROPYLPHOSPHORAMIDITE;DI-TERT-BUTYL-N,N-DIISOPROPYLPHOSPHOROAMIDITE;N,N-Bis(1-methylethyl)phosphoramidous Acid Bis(1,1-dimethylethyl)ester;N,N-BisisopropylphosphoraMidous acid bis(tert-butyl) ester;N,N-diisopropylphosphoraMidite;Di-tert-butyl N,N-diisopropylphosphoraMidite 95%

  • Categories:

    Organic Chemistry  >  Phosphines

Di-tert-butyl N,N-diisopropylphosphoramidite Basic Attributes

277.38

277.217072

DTXSID00357384

29349990

Characteristics

21.7

3.8

Clear colorless Liquid

0.879

85-90ºC 0.2 mm Hg(lit.)

85-90 °C0.2 mm Hg(lit.)

>230 °F

1.444

−20°C

0.0195mmHg at 25°C

Safety Information

NONH for all modes of transport

3

36/37/38

26-36

Xi

Moisture Sensitive

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Di-tert-butyl N,N-diisopropylphosphoramidite Use and Manufacturing

Methods of Manufacturing

di-tert-Butyloxy(N, N-diisopropylamide)phosphine (2a); A solution of tert-butanol (3.7 g, 4.7 ml, 50 mmol, 2.0 equiv) and triethylamine (5.6 g, 7.7 ml, 55 mmol, 2.2 equiv) in dry ether (20 ml) was added to dichloro-N, N-diisopropylphosphine (5.0 g, 25 mmol) in dry ether (5 ml) while maintaining the solution temperature below 0° C. Upon completion of addition (about 15 minutes), the solution was allowed to warm to room temperature and stirred for a further 3 hours. A solution of 5percent aqueous sodium bicarbonate (10 ml) was added, the aqueous phase was removed, and the ethereal solution was washed with 5percent aq. sodium bicarbonate (2.x.10 ml), saturated aq. NaCl (25 ml), dried, filtered, and solvent removed to give a clear residual oil. Purification by vacuum distillation gave the product as a clear oil (4.3 g, 63percent). b.p. 56-57° C./0.05 mm Hg;

Uses

A phosphinane derivative with immunomodulating activity.

Computed Properties

Molecular Weight:277.38
XLogP3:3.8
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:277.21706626
Monoisotopic Mass:277.21706626
Topological Polar Surface Area:21.7
Heavy Atom Count:18
Complexity:217
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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