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Key Documents

29940

Sigma-Aldrich

Cyclopropylamine

purum, ≥98.0% (GC)

Synonym(s):

Aminocyclopropane

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About This Item

Linear Formula:
C3H5NH2
CAS Number:
Molecular Weight:
57.09
Beilstein:
741858
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

vapor pressure

4.67 psi ( 20 °C)

grade

purum

Assay

≥98.0% (GC)

autoignition temp.

527 °F

impurities

≤1% water

refractive index

n20/D 1.420 (lit.)
n20/D 1.420

bp

49-50 °C (lit.)

density

0.824 g/mL at 25 °C (lit.)

SMILES string

NC1CC1

InChI

1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2

InChI key

HTJDQJBWANPRPF-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

33.8 °F - closed cup

Flash Point(C)

1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Catherine A Faler et al.
Organic letters, 9(10), 1987-1990 (2007-04-24)
An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These
Isabella Hyla-Kryspin et al.
Organic & biomolecular chemistry, 6(22), 4167-4175 (2008-10-31)
Fluorine substituents in organic molecules do dramatically influence the electronic structure of neighbouring functional groups and the conformation of molecules. Hence the presence of fluorine in a compound changes its chemical reactivity and biological activity. On the basis of MP2
Song Ye et al.
Bioorganic & medicinal chemistry, 13(7), 2489-2499 (2005-03-10)
A series of para-ring-substituted (E)- and (Z)-1-aryl-2-fluorocyclopropylamines were examined as inhibitors of recombinant human liver monoamine oxidase A (MAO A) and B (MAO B). Unlike the parent 1-phenylcyclopropylamine, which is a selective inhibitor of MAO B, both (E)- and (Z)-diastereomers
Christopher L Shaffer et al.
Journal of the American Chemical Society, 124(28), 8268-8274 (2002-07-11)
The role of single electron transfer (SET) in P450-catalyzed N-dealkylation reactions has been studied using the probe substrates N-cyclopropyl-N-methylaniline (2a) and N-(1'-methylcyclopropyl)-N-methylaniline (2b). In earlier work, we showed that SET oxidation of 2a by horseadish peroxidase leads exclusively to products
Bram Denolf et al.
Organic letters, 9(2), 187-190 (2007-01-16)
Treatment of novel chiral N-sulfinyl alpha-chloro ketimines with Grignard reagents resulted in the synthesis of chiral N-(1-substituted cyclopropyl)-tert-butanesulfinamides in acceptable to good yields and diastereoselectivity via 1,3-dehydrohalogenation and subsequent addition of the Grignard reagent to the intermediate cyclopropylideneamine. Only in

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