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263761

Sigma-Aldrich

trans-4-Aminocyclohexanol hydrochloride

97%

Synonym(s):

trans-4-Hydroxycyclohexylamine hydrochloride

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About This Item

Linear Formula:
H2NC6H10OH · HCl
CAS Number:
50910-54-8
Molecular Weight:
151.63
Beilstein:
3909294
MDL number:
MFCD00012566
UNSPSC Code:
12352100
PubChem Substance ID:
24855994
NACRES:
NA.22

Assay

97%

mp

225-227 °C (lit.)

SMILES string

Cl.N[C@H]1CC[C@H](O)CC1

InChI

1S/C6H13NO.ClH/c7-5-1-3-6(8)4-2-5;/h5-6,8H,1-4,7H2;1H/t5-,6-;

InChI key

RKTQEVMZBCBOSB-KYOXOEKESA-N

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Application

trans-4-Aminocyclohexanol hydrochloride has been used in the synthesis of:
  • N-substituted 7-azabicyclo[2.2.1]heptanes via transannular nucleophilic displacement
  • trans-4-methoxyoxalamido-1-cyclohexanol
  • benzoxazine, required for the preparation of polybenzoxazine-silica hybrid nanocomposites

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and microbial hydroxylation of some azabicycloalkanes.
Olivo HF, et al.
Tetrahedron Letters, 39(11), 1309-1312 (1998)
Dwayne A Dias et al.
Organic letters, 11(16), 3694-3697 (2009-07-28)
The intramolecular variant of the homo-[3 + 2]-dipolar cycloaddition of nitrones (generated in situ from an aldehyde and a hydroxylamine) with donor-acceptor cyclopropanes allows for the efficient synthesis of bridged tetrahydro-1,2-oxazines. This domino sequence produces adducts amenable to reductive N-O
N N Polushin
Nucleic acids research, 28(16), 3125-3133 (2000-08-10)
Synthesis of new terminus modifiers, bearing, along with a phosphoramidite moiety, one, two or four methoxyoxalamido (MOX) precursor groups, is described. These modifiers are introduced onto the 5'-end of a synthetic oligodeoxyribonucleotide as the last step of an automated synthesis
D M Creasy et al.
Experimental and molecular pathology, 52(2), 155-169 (1990-04-01)
Male Wistar strain rats were fed a diet providing an intake of 0 or 400 mg cyclohexylamine (CHA)/kg body weight/day for 1, 3, 7, 9, or 13 weeks. At the end of the appropriate feeding period the rats were perfused-fixed
Polybenzoxazine-silica (PBZ-SiO2) hybrid nanocomposites through in situ sol-gel method.
Devaraju S, et al.
Journal of Sol-Gel Science and Technology, 60(1), 33-40 (2011)

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