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trans,trans-2,4-Undecadienal is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

30361-29-6

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30361-29-6 Usage

Chemical Properties

Off-White Solid

Uses

An intermediate for the synthesis of mivacurium

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 3679, 1990 DOI: 10.1021/jo00298a061

Check Digit Verification of cas no

The CAS Registry Mumber 30361-29-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,0,3,6 and 1 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 30361-29:
(7*3)+(6*0)+(5*3)+(4*6)+(3*1)+(2*2)+(1*9)=76
76 % 10 = 6
So 30361-29-6 is a valid CAS Registry Number.
InChI:InChI=1/C11H18O/c1-2-3-4-5-6-7-8-9-10-11-12/h7-11H,2-6H2,1H3/b8-7+,10-9+

30361-29-6 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (A13419)  trans,trans-2,4-Undecadienal, 90+%, remainder mainly trans,cis isomer   

  • 30361-29-6

  • 5g

  • 600.0CNY

  • Detail
  • Alfa Aesar

  • (A13419)  trans,trans-2,4-Undecadienal, 90+%, remainder mainly trans,cis isomer   

  • 30361-29-6

  • 25g

  • 2584.0CNY

  • Detail
  • Alfa Aesar

  • (A13419)  trans,trans-2,4-Undecadienal, 90+%, remainder mainly trans,cis isomer   

  • 30361-29-6

  • 100g

  • 6093.0CNY

  • Detail

30361-29-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name trans,trans-2,4-Undecadienal

1.2 Other means of identification

Product number -
Other names Einecs 250-148-7

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:30361-29-6 SDS

30361-29-6Relevant articles and documents

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

Zhao, Jiangui,Zheng, Xueli,Tao, Shaokun,Zhu, Yuxin,Yi, Jiwei,Tang, Songbai,Li, Ruixiang,Chen, Hua,Fu, Haiyan,Yuan, Maolin

, p. 6067 - 6072 (2021/08/16)

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method

-

Paragraph 0183-0187, (2021/05/29)

The invention discloses a method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and a diphosphine ligand used in the method. According to the invention, indole-substituted phosphoramidite diphosphine ligand which is stable in air and insensitive to light is synthesized by utilizing a continuous one-pot method, and the indole-substituted phosphoramidite diphosphine ligand and a rhodium catalyst are used for jointly catalyzing to successfully achieve a hydroformylation reaction of aromatic terminal alkyne and terminal conjugated eneyne under the condition of synthesis gas for the first time, so that an olefine aldehyde structure compound can be rapidly and massively prepared, and particularly, a polyolefine aldehyde structure compound which is more difficult to synthesize in the prior art can be easily prepared and synthesized, and a novel method is provided for synthesis and modification of drug molecules, intermediates and chemical products.

Highly selective synthesis of conjugated dienoic and trienoic esters via alkyne elementometalation - Pd-catalyzed cross-coupling

Wang, Guangwei,Mohan, Swathi,Negishi, Ei-Ichi

, p. 11344 - 11349 (2011/10/30)

All four stereoisomers (7-10) of ethyl undeca-2,4-dienoate were prepared in ≥98% isomeric purity by Pd-catalyzed alkenylation (Negishi coupling) using ethyl (E)- and (Z)-β-bromoacrylates. Although the stereoisomeric purity of the 2Z,4E-isomer (8) prepared by Suzuki coupling using conventional alkoxide and carbonate bases was ≤95%, as reported earlier, the use of CsF or nBu4NF as a promoter base has now been found to give all of 7-10 in ≥98% selectivity. Other widely known methods reveal considerable limitations. Heck alkenylation was satisfactory for the syntheses of the 2E,4E and 2E,4Z isomers of ≥98% purity, but the purity of the 2Z,4E isomer was ≤95%. Mutually complementary Horner-Wadsworth-Emmons and Still-Gennari (SG) olefinations are also of considerably limited scopes. Neither 2E,4Z nor 2Z,4Z isomer is readily prepared in ≥90% selectivity. In addition to (2Z,4E)-dienoic esters, some (2Z,4E,6E)- and (2Z,4E,6Z)-trienoic esters have been prepared in ≥98% selectivity by a newly devised Pd-catalyzed alkenylation-SG olefination tandem process. As models for conjugated higher oligoenoic esters, all eight stereoisomers for ethyl trideca-2,4,6-trienoate (23-30) have been prepared in ≥98% overall selectivity.

Two-carbon homologation of aldehydes and ketones to α,β- unsaturated aldehydes

Petroski, Richard J.,Vermillion, Karl,Cosse, Allard A.

experimental part, p. 5062 - 5078 (2011/08/21)

Phosphonate reagents were developed for the two-carbon homologation of aldehydes or ketones to unbranched- or methyl-branched α,β- unsaturated aldehydes. The phosphonate reagents, diethyl methylformyl-2- phosphonate dimethylhydrazone and diethyl ethylformyl-2-phosphonate dimethylhydrazone, contained a protected aldehyde group instead of the usual ester group. A homologation cycle entailed condensation of the reagent with the starting aldehyde, followed by removal of the dimethylhydrazone protective group with a biphasic mixture of 1 M HCl and petroleum ether. This robust two-step process worked with a variety of aldehydes and ketones. Overall isolated yields of unsaturated aldehyde products ranged from 71% to 86% after the condensation and deprotection steps.

New phosphonate reagents for aldehyde homologation

Petroski, Richard J.

, p. 3841 - 3854 (2008/02/10)

New phosphonate reagents were developed for the two-carbon homologation of aldehydes to unbranched or methyl-branched unsaturated aldehydes. The phosphonate reagents, diethyl methylformylphosphonate dimethylhydrazone and diethyl ethylformyl-2-phosphonate dimethylhydrazone, contained a protected aldehyde group instead of the usual ester group. A homologation cycle entailed condensation of the reagent with the starting aldehyde, followed by removal of the dimethylhydrazone protective group with a biphasic mixture of 1 M HCl and petroleum ether. This robust two-step process worked with aliphatic, α,β-unsaturated and aromatic aldehydes. Isolated yields for the condensation step ranged from 77% to 89%, and yields for the deprotection step ranged from 81% to 96%. Copyright Taylor & Francis Group, LLC.

Two carbon homologated α,β-unsaturated aldehydes from alcohols using the in situ oxidation-Wittig reaction

Reid, Mark,Rowe, David J.,Taylor, Richard J. K.

, p. 2284 - 2285 (2007/10/03)

The in situ oxidation-Wittig reaction, followed by subsequent hydrolysis, has been applied to the conversion of primary alcohols into α,β -unsaturated aldehydes. This conversion, which proceeds via the intermediacy of the homologated unsaturated dioxolanes, gives good to excellent yields with a range of benzylic alcohols and heterocyclic methanols.

A Novel and General Route to 1-Iodo-2,4(E,E)-dienes via Pentadienyl Dithiocarbamate

Hayashi, Toshio,Sasaoka, Kazuo,Oishi, Takeshi

, p. 1362 - 1363 (2007/10/02)

The title compounds were prepared from pentadienyl dithiocarbamate via S-methylathion and by use of the iodide an unsymmetric, all-trans-conjugated pentaene was synthesized.

PALLADIUM-CATALYSED REACTION OF VINYLIC HALIDES WITH PRIMARY ALLYLIC ALCOHOLS: REGIO AND STEREOCONTROLLED SYNTHESIS OF 4-ENALS.

Jeffery, Tuyet

, p. 6641 - 6644 (2007/10/02)

Stereodefined γ,δ-unsaturated aldehydes can be prepared with high regio and stereocontrol by palladium-catalysed coupling of vinylic halides with primary allylic alcohols, in the presence of silver carbonate and tetra-n-butylammonium hydrogen sulphate.

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