87227-77-8

Basic information

• Product Name: 2-Butene-1,4-diamine, dihydrochloride
• CAS NO: 87227-77-8
• Molecular Formula: C4H10N2.2ClH
• Molecular Weight: 159.059
• Mol File: 87227-77-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Butene-1,4-diamine, dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butene-1,4-diamine, dihydrochloride(87227-77-8)
• EPA Substance Registry System: 2-Butene-1,4-diamine, dihydrochloride(87227-77-8)

Safety Data

• Hazardous Substances Data: 87227-77-8(Hazardous Substances Data)

Upstream product

• 6117-80-2 1,4-butenediol 

Downstream Products

• 109-97-7 pyrrole 
• 185545-90-8 (R)-2-fluoro-α-methylbenzylamine 
• 68285-25-6 (S)-1-(2-fluorophenyl)ethylamine 
• 39959-67-6 (R)-α-(o-chlorophenyl)ethylamine 
• 68285-26-7 (S)-α-(o-chlorophenyl)ethylamine 
• 140632-12-8 (S)-2'-bromo-α-methylbenzylamine 
• 1217453-91-2 C₈H₉F₂N 
• 176707-77-0 (R)-N-[1-(3-bromophenyl)ethyl] acetamide 
• 105615-45-0 [(1R)-1-(2-methylphenyl)ethyl]amine 
• 27854-90-6 (R)-1-(pyridin-2-yl)ethanamine 
• 45682-36-8 (R)-1-(pyridin-4-yl)ethan-1-amine 
• 51-64-9 dexamfetamine 
• 788123-23-9 (S)‐4‐fluoro‐α‐methylphenethylamine 
• 4187-57-9 (S)-1-methyl-3-phenylpropylamine 

Relevant articles and documents

But-2-ene-1,4-diamine and But-2-ene-1,4-diol as Donors for Thermodynamically Favored Transaminase- and Alcohol Dehydrogenase-Catalyzed Processes

Both cis- and trans-but-2-ene-1,4-diamines have been prepared and efficiently applied as sacrificial cosubstrates in enzymatic transamination reactions. The best results were obtained with the cis-diamine. The thermodynamic equilibrium of the stereoselective transamination process is shifted to the amine formation due to tautomerization of 5H-pyrrole into 1H-pyrrole, achieving high conversions (78–99%) and enantiomeric excess (up to >99%) by using a small excess of the amine donor. Furthermore, when the reaction proceeded, a strong coloration was observed due to polymerization of 1H-pyrrole. A structurally related compound, cis-but-2-ene-1,4-diol, has been utilized as cosubstrate in different alcohol dehydrogenase (ADH)-mediated bioreductions. In this case, high conversions (91–99%) were observed due to a lactonization process. Both strategies are convenient from both synthetic and atom economy points of view in the production of valuable optically active products. (Figure presented.).

Fungicidal Activity of the Synthetic Putrescine Analogue, (E)-1,4-Diaminobut-2-ene, and Derivatives

The putrescine analogue, (E)-1,4-diaminobut-2-ene (E-BED), synthesized as the dihydrochloride salt, controlled five economically important crop pathogens, Erysiphe graminis DC f.sp. hordei Marchal, Uromyces viciae-fabae (Pers.) Schroet, Botrytis fabae Sardina, Podosphaera leucotricha (Ell. & Ev.) Salm. and Phytophthora infestans (Mont) De Bary. The Z-isomer, Z-BED, was also fungicidal, although less so than E-BED. Post-inoculation treatment with E-BED gave greater control of powdery mildew infection on barley and rust and chocolate spot on broad bean than did pre-inoculation application. It was also effective in vitro against Botrytis cinerea Pers. ex Fr., Pyricularia oxyzae Br. & Cav. and Pyrenophora avenae Ito & Karibay. When P. avenae was grown in the presence of E-BED dihydrochloride at 81.5 mg litre-1, growth was reduced by 58 percent and there were significant reductions in soluble ornithine decarboxylase (ODC) and S-adenosylmethionine decarboxylase (AdoMetDC) activity. These changes were accompanied by a sevenfold increase in putrescine concentration, a 60 percent increase in spermine concentration and a 32 percent reduction in spermidine concentration within the fungal tissue.