2-Phenyl-1,2-butanediamine - CAS 5062-64-6
Catalog number: 5062-64-6
Category: Main Product
Molecular Formula:
C10H16N2
Molecular Weight:
164.25
COA:
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Purity:
95%
Synonyms:
2-Phenyl-1,2-butanediamine; 2-phenylbutane-1,2-diamine; 5062-64-6; BRN2084566; Phenyl-2butanediamine-1,2; 1,2-Diaminobutane,2-phenyl-
MSDS:
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Boiling Point:
290.9ºC at 760 mmHg
Density:
1.004g/cm3
InChIKey:
CBBWBITZUIWDJB-UHFFFAOYSA-N
InChI:
InChI=1S/C10H16N2/c1-2-10(12,8-11)9-6-4-3-5-7-9/h3-7H,2,8,11-12H2,1H3
Canonical SMILES:
CCC(CN)(C1=CC=CC=C1)N
1.Erratum: (4Z)-4-Benzyl-idene-2-phenyl-1,3-oxazol-5(4H)-one. Corrigendum.
Asiri AM1, Faidallah HM2, Sobahi TR2, Ng SW3, Tiekink ER4. Acta Crystallogr E Crystallogr Commun. 2015 Oct 17;71(Pt 11):e4. doi: 10.1107/S2056989015019271. eCollection 2015.
In the paper by Asiri et al. [Acta Cryst. (2012), E68, o1154], the title and the chemical name of one of the reagents used in the synthesis are corrected.[This corrects the article DOI: 10.1107/S1600536812011579.].
2.Chirality transfer from graphene quantum dots.
Vázquez-Nakagawa M1, Rodríguez-Pérez L1, Herranz MA1, Martín N2. Chem Commun (Camb). 2016 Jan 14;52(4):665-8. doi: 10.1039/c5cc08890a.
Chiral graphene quantum dots were prepared by acidic exfoliation and oxidation of graphite, dialysis, and esterification with enantiomerically pure (R) or (S)-2-phenyl-1-propanol. Circular dichroism studies support the formation of supramolecular aggregates with pyrene molecules, where a transfer of chirality occurs from the chiral graphene quantum dots to the pyrene.
3.Synthesis of α,β-unsaturated esters via a chemo-enzymatic chain elongation approach by combining carboxylic acid reduction and Wittig reaction.
Duan Y1, Yao P1, Du Y1, Feng J1, Wu Q1, Zhu D1. Beilstein J Org Chem. 2015 Nov 19;11:2245-51. doi: 10.3762/bjoc.11.243. eCollection 2015.
α,β-Unsaturated esters are versatile building blocks for organic synthesis and of significant importance for industrial applications. A great variety of synthetic methods have been developed, and quite a number of them use aldehydes as precursors. Herein we report a chemo-enzymatic chain elongation approach to access α,β-unsaturated esters by combining an enzymatic carboxylic acid reduction and Wittig reaction. Recently, we have found that Mycobacterium sp. was able to reduce phenylacetic acid (1a) to 2-phenyl-1-ethanol (1c) and two sequences in the Mycobacterium sp. genome had high identity with the carboxylic acid reductase (CAR) gene from Nocardia iowensis. These two putative CAR genes were cloned, overexpressed in E. coli and one of two proteins could reduce 1a. The recombinant CAR was purified and characterized. The enzyme exhibited high activity toward a variety of aromatic and aliphatic carboxylic acids, including ibuprofen. The Mycobacterium CAR catalyzed carboxylic acid reduction to give aldehydes, followed by a Wittig reaction to afford the products α,β-unsaturated esters with extension of two carbon atoms, demonstrating a new chemo-enzymatic method for the synthesis of these important compounds.
4.Sequential Ketene Generation from Dioxane-4,6-dione-keto-dioxinones for the Synthesis of Terpenoid Resorcylates.
Elliott DC1, Ma TK1, Selmani A1, Cookson R1, Parsons PJ1, Barrett AG1. Org Lett. 2016 Apr 15;18(8):1800-3. doi: 10.1021/acs.orglett.6b00533. Epub 2016 Apr 4.
Trapping of the ketene generated from the thermolysis of 2-methyl-2-phenyl-1,3-dioxane-4,6-dione-keto-dioxinone at 50 °C with primary, secondary, or tertiary alcohols gave the corresponding dioxinone β-keto-esters in good yield under neutral conditions. These intermediates were converted by palladium(0)-catalyzed decarboxylative allyl migration and aromatization into the corresponding β-resorcylates. These transformations were applied to the syntheses of the natural products (±)-cannabiorcichromenic and (±)-daurichromenic acid.
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CAS 5062-64-6 2-Phenyl-1,2-butanediamine

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