| Identification | More | [Name]
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | [CAS]
58632-95-4 | [Synonyms]
2-(BOC-OXYIMINO)-2-PHENYLACETONITRILE
2-(T-BUTOXYCARBONYLOXYIMINO)-2-PHENYLACETONITRILE
2-T-BUTYLOXYCARBONYLOXYIMINO-2-PHENYL ACETONITRILE
2-(TERT-BUTOXYCARBONYLOXYIMINO)-2-PHENYLACETONITRILE
BOC-ON
LABOTEST-BB LT00159655
N-TERT-BUTOXYCARBONYLOXYIMINO-2-PHENYLACETONITRILE
alpha-[[[(1,1-dimethylethoxy)carbonyl]oxy]imino]-benzeneacetonitril
2-(Boc-oxyimino)-2-phenylacetonitrile~2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
BOC-ON (2-t-butoxycarbonyloxyimino)-2-phenylacetonitirle)
N-T-butoxycarbonyloxyimino-2-*phenylacetonitrile
tert-butyl alpha-cyanobenzylaminyl carbonate
2-Butoxycarbonyloximino-2-phenylacetonitrile
[(CYANO-PHENYL-METHYLIDENE)AMINO] TERT-BUTYL CARBONATE
Boc-On99%
Boc-ON 2-t-Butyloxycarbonyloxyimino-2-phenyl acetonitrile
BOC-ON (N-TERT-BUTOXYCARBONYLOXYIMINO-2-PHENYLACETONITRILE)
2-tert-Butyloxycarbonyloxyimino-2-phenyl acetonitrile
Boc-ON, 98+%
Benzeneacetonitrile, alpha-[[[(1,1-dimethylethoxy)carbonyl]oxy]imino]- | [EINECS(EC#)]
261-370-9 | [Molecular Formula]
C13H14N2O3 | [MDL Number]
MFCD00001863 | [Molecular Weight]
246.26 | [MOL File]
58632-95-4.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white microcrystalline powder | [Melting point ]
85-88 °C (lit.) | [Boiling point ]
389.26°C (rough estimate) | [density ]
1.1855 (rough estimate) | [refractive index ]
1.6450 (estimate) | [storage temp. ]
2-8°C
| [form ]
Fine Crystalline Powder | [color ]
White to slightly beige | [Water Solubility ]
insoluble | [Sensitive ]
Moisture Sensitive | [BRN ]
2217296 | [CAS DataBase Reference]
58632-95-4(CAS DataBase Reference) | [EPA Substance Registry System]
58632-95-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
3276 | [WGK Germany ]
3
| [RTECS ]
DA0513600 | [F ]
10-21 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29280090 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white microcrystalline powder | [Uses]
Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules. | [Synthesis Reference(s)]
Organic Syntheses, Coll. Vol. 6, p. 199, 1988
Tetrahedron Letters, 16, p. 4393, 1975 DOI: 10.1016/S0040-4039(00)91133-X | [Purification Methods]
Triturate the solid with 90% aqueous MeOH, filter, wash with 90% aqueous MeOH and dry it in a vacuum. Recrystallise it from MeOH (needles or plates), but use warm MeOH and cool to crystallise; do not boil as it decomposes slowly. IR has max 1785 (C=O) cm-1 and NMR (CDCl3) usually shows two tert-butyl singlets for syn and anti isomers. Store it in a brown bottle (fridge). It evolves CO2 at room temperature (stoppered bottle can explode!), but can be stored over silica gel which may extend its useful life to more than a year. [Itoh et al. Org Synth 59 95 1980.] |
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