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Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)-, also known as 3-cyano-4,5,5-trimethyl-2(5H)-furanone, is a chemical compound with the molecular formula C9H9N3O. It is a yellow liquid with a fruity odor, commonly used as a fragrance and flavor ingredient in the cosmetic and food industries. It is also used in organic synthesis as a building block for various compounds. Additionally, this chemical has potential applications in pharmaceuticals and agrochemicals, making it a valuable and versatile compound in various industrial settings.

171082-32-9

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171082-32-9 Usage

Uses

Used in Cosmetic Industry:
Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)is used as a fragrance ingredient for its fruity odor, enhancing the sensory experience of cosmetic products.
Used in Food Industry:
Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)is used as a flavor ingredient to impart a fruity taste to various food products.
Used in Organic Synthesis:
Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)is used as a building block in the synthesis of various compounds, contributing to the development of new chemical entities.
Used in Pharmaceutical Industry:
Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)has potential applications in the pharmaceutical industry, serving as a starting material or intermediate in the development of new drugs.
Used in Agrochemical Industry:
Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)is used in the agrochemical industry for the development of new agrochemical products, such as pesticides or herbicides, due to its versatile chemical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 171082-32-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,1,0,8 and 2 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 171082-32:
(8*1)+(7*7)+(6*1)+(5*0)+(4*8)+(3*2)+(2*3)+(1*2)=109
109 % 10 = 9
So 171082-32-9 is a valid CAS Registry Number.

171082-32-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(3-cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile

1.2 Other means of identification

Product number -
Other names 2-dicyanomethylene-3-cyano-4-methyl-5,5-dimethyl-2,5-dihydrofuran

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:171082-32-9 SDS

171082-32-9Relevant academic research and scientific papers

Novel group of negative photochromes containing a nitrile-rich acceptor: synthesis and photochromic properties

Belikov, Mikhail Yu.,Ievlev, Mikhail Yu.,Fedoseev, Sergey V.,Ershov, Oleg V.

, p. 4625 - 4636 (2019)

An approach to the synthesis of novel group of negative photochromes has been developed based on the interaction of the tricycanofuran TCF or hydroxytricyanopyrrole HTCP acceptors with methoxy-substituted 2-hydroxybenzaldehydes in ethanol in the presence of ammonium acetate. An essential part of the obtained photochromes is a combination of a phenol fragment and a butadienetricarbonitrile BDTC acceptor connected via a vinylene bridge. The synthesized compounds are sensitive to visible light T-type photochromes. A transformation degree of the initial form, as well as the rate of the reverse dark reaction, can be varied by changing both the position of a methoxy group at aromatic ring and the type of the heterocycle with the BDTC fragment.

Synthesis, solvatochromic performance, ph sensing, dyeing ability, and antimicrobial activity of novel hydrazone dyestuffs

Khattab, Tawfik A.,Allam, Ahmed A.,Othman, Sarah I.,Bin-Jumah, May,Al-Harbi, Hanan M.,Fouda, Moustafa M. G.

, (2019)

New tricyanofuran intramolecular charge transfer dyes comprising the hydrazone group were prepared and fully characterized in order to study their possible solvatochromism, dyeing ability, and antimicrobial activity. The preparation of the hydrazone dyes

Simultaneous visualization of cysteine/homocysteine and glutathione in living cells and Daphnia magna via dual-signaling fluorescent chemosensor

Yang, Mingwang,Fan, Jiangli,Sun, Wen,Du, Jianjun,Long, Saran,Peng, Xiaojun

, p. 189 - 196 (2019)

Biological thiols, including cysteine (Cys), homocysteine (Hcy) and glutathione (GSH), play crucial roles in living organisms, such as maintaining the cellular redox equilibrium, and are closely related to many diseases. The development of efficient fluor

A novel long-wavelength fluorescent probe for discrimination of different palladium species based on Pd-catalyzed reactions

Yu, Ting,Yin, Guoxing,Yin, Peng,Zeng, Ying,Li, Haitao,Zhang, Youyu,Yao, Shouzhuo

, p. 24822 - 24827 (2017)

We have synthesized a novel long-wavelength fluorescent probe MFC for detection of palladium (Pd0). This probe not only shows high selectivity for palladium, but also could quickly discriminate different palladium species (Pd0, Pd2+, Pd4+) in phosphate buffered solution. After the reaction with Pd(PPh3)4, the UV absorption of the probe MFC shifts from 334 nm to 594 nm within a few minutes. The probe MFC conjugated with alkyl carbamate, which destroys the principle of intramolecular charge transfer (ICT) and shows weak fluorescence. Based on the Pd0-catalyzed Tsuji-Trost deallylation reaction, the fluorogen was released and the fluorescence intensity at 612 nm was observed with 13-fold enhancement along with an obvious color change from yellow to purple with low detection limit.

Synthesis of substituted dicyanomethylendihydrofurans

Melikian,Rouessac,Alexandre

, p. 3045 - 3051 (1995)

A simple and efficient method for the preparation of the title compounds is described from α-ketols and malononitrile in the presence of sodium ethylate at room temperature. These compounds lead to unsaturated derivatives by condensation with aldehydes.

Increase of tyrosinase activity at the wound site in zebrafish imaged by a new fluorescent probe

Chai, Ziyin,Shang, Jizhen,Shi, Wen,Li, Xiaohua,Ma, Huimin

, p. 2764 - 2767 (2021)

Tyrosinase plays a pivotal role in the hyperpigmentation of wounds. Here, we develop a new fluorescent probe and with it, we reveal an increase of tyrosinase activity at the wound site in zebrafish.

Highly Fluorescent Dianionic Polymethines with a 1,3,2-Dioxaborine Core

Polishchuk, Vladyslav,Kulinich, Andrii,Rusanov, Eduard,Shandura, Mykola

, p. 5227 - 5233 (2021)

The difluoroboron β-diketonate ring is ever more used for creating bright polymethine-type fluorophores for the visible and NIR range. Here, we report the synthesis and spectral properties of a series of dianionic cyanine dyes of the rare A1-π-A-π-A1 type, with the central dioxaborine ring (A) embedded into the polymethine chain and various electron-acceptor terminal groups A1. Depending on the nature of the end group, the maxima of their intensive (with molar extinctions up to 380 000 M-1 cm-1) and narrow long-wavelength absorption band lie in the range of 530-770 nm. Their absorption and fluorescence bands are nearly mirror-like and characterized by weak solvatochromism; the marked hypsochromic shifts are observed only when going from polar aprotic solvents to methanol. The designed dianionic dyes have fluorescence quantum yields up to 92 % in the visible range, and even for the NIR dyes, the values of 18-37 % are observed in DMF.

Long-wavelength fluorescent boronate probes for the detection and intracellular imaging of peroxynitrite

Sedgwick, Adam C.,Han, Hai-Hao,Gardiner, Jordan E.,Bull, Steven D.,He, Xiao-Peng,James, Tony D.

, p. 12822 - 12825 (2017)

Two boronate fluorescent probes have been developed for the detection of peroxynitrite (TCFB1 and TCFB2). TCFB1 was shown to have a low sensitvity towards peroxynitrite and have a poor solubility in aqueous solution whereas TCFB2 demonstrated high sensitivity towards peroxynitrite and mitochondria localisation with the ability to detect exogenous and endogenous peroxynitrite in live cells (Hep-G2, RAW 264.7, HeLa and A459).

Monitoring NAD(P)H by an ultrasensitive fluorescent probe to reveal reductive stress induced by natural antioxidants in HepG2 cells under hypoxia

Pan, Xiaohong,Zhao, Yuehui,Cheng, Tingting,Zheng, Aishan,Ge, Anbin,Zang, Lixin,Xu, Kehua,Tang, Bo

, p. 8179 - 8186 (2019)

Reductive stress, the opposite of oxidative stress, represents a disorder in the redox balance state which is harmful to biological systems. For decades, the role of oxidative stress in tumor therapy has been the focus of attention, while the effects of reductive stress have been rarely studied. Here, we report the anti-cancer effects of reductive stress induced by three natural antioxidants (resveratrol, curcumin and celastrol). Considering the fact that the solid tumor microenvironment suffers from hypoxia, we performed cell experiments under hypoxic conditions. In order to observe the reductive stress, we first developed an ultrasensitive fluorescent probe (TCF-MQ) for specifically imaging NAD(P)H which is a marker of reductive stress. TCF-MQ responded to NAD(P)H rapidly and exhibited high sensitivity with a detection limit of 6 nM. With the help of TCF-MQ, we found that upon the treatment of HepG2 cells with pharmacological doses of three natural antioxidants under hypoxic conditions, high levels of NAD(P)H were produced before cell death. The excess NAD(P)H resulted in reductive stress instead of oxidative stress. In contrast, under normoxic conditions, there was no reductive stress involved in the process of cell death induced by three natural antioxidants. Therefore, we hypothesize that the mechanism of cancer cell death induced by natural antioxidants under hypoxia should be attributed to the reductive stress.

A novel off-on fluorescent probe for specific detection and imaging of cysteine in live cells and in vivo

Zhang, Baoxin,Zhang, Haijuan,Zhong, Miao,Wang, Song,Xu, Qianhe,Cho, Dong-Hyung,Qiu, Hongdeng

, (2019)

Cysteine (Cys) plays a pivotal role in many physiological and pathological processes, including detoxification and protein synthesis. The abnormal levels of Cys are linked to many diseases. In this study, a novel red-emitting off-on fluorescent probe Cys-

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