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53175

Sigma-Aldrich

N-Boc-m-phenylenediamine

≥98.0% (HPLC)

Synonym(s):

3-(tert-Butoxycarbonylamino)aniline, tert-Butyl-3-aminophenylcarbamate

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About This Item

Empirical Formula (Hill Notation):
C11H16N2O2
CAS Number:
68621-88-5
Molecular Weight:
208.26
MDL number:
MFCD06657915
UNSPSC Code:
12352100
PubChem Substance ID:
57651399
NACRES:
NA.22

Quality Level

100

Assay

≥98.0% (HPLC)

reaction suitability

reagent type: cross-linking reagent

functional group

Boc
amine

SMILES string

NC1=CC(NC(OC(C)(C)C)=O)=CC=C1

InChI

1S/C11H16N2O2/c1-11(2,3)15-10(14)13-9-6-4-5-8(12)7-9/h4-7H,12H2,1-3H3,(H,13,14)

InChI key

IEUIEMIRUXSXCL-UHFFFAOYSA-N

Application

N-Boc-m-phenylenediamine (tert-Butyl-3-aminophenylcarbamate) may be used in the preparation of:
  • 5,5′-(propane-2,2-diyl)bis(N-(3-aminophenyl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxamide)
  • ethyl 4-[{3-[(tert-butoxycarbonyl)amino]phenyl}amino]-2-chloropyrimidine-5-carboxylate
  • ethyl 4-(3-(tert-butoxycarbonyl)phenylamino)-2-(methylthio)pyrimidine-5-carboxylate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL6521V
BCBM5803V
BCBH1583V
BCBH1584V
BCBB3597V

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Xu T, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 125(32), 8545-8548 (2013)
Grigory V Kolesnikov et al.
Organic & biomolecular chemistry, 9(21), 7358-7364 (2011-09-07)
The design and synthesis of a neutral macrocyclic host that is capable of perrhenate and pertechnetate recognition is described. The anion affinities and underlying coordination modes were estimated by several experimental and theoretical methods including a new technique--reverse (99)Tc NMR

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