2-Chloro-3-(hydroxymethylene)cyclohex-1-enecarbaldehyde

Name: 2-Chloro-3-(hydroxymethylene)cyclohex-1-enecarbaldehyde
Brand: ChemScene
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CAS No. 61010-04-6
Cat. No. CS-0161378
Purity≥95%
MDL No.MFCD01863678

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-3-(hydroxymethylene)cyclohex-1-enecarbaldehyde|CS-0161378

Structure of 61010-04-6

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General Information

CAS No. 61010-04-6
Cat. No. CS-0161378
Purity ≥95%
MDL No. MFCD01863678
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉ClO₂
Molecular Weight 172.61
Synonym(s) 2-Chloro-3-(hydroxymethylene)cyclohex-1-ene-1-carbaldehyde
SMILES O/C=C1C(Cl)=C(C=O)CCC/1

Description

2-Chloro-3-(hydroxymethylene)cyclohex-1-enecarbaldehyde features a reactive α,β-unsaturated aldehyde paired with a pendant hydroxymethylene group, enabling direct conjugate addition and subsequent cyclization. This bifunctional scaffold facilitates rapid access to complex carbocyclic architectures under mild conditions.

Application

2-Chloro-3-(hydroxymethylene)cyclohex-1-enecarbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclohexene scaffolds. Its conjugated enal system and pendant hydroxymethylene group facilitate Diels-Alder reactions, nucleophilic additions, and subsequent cyclizations under mild conditions. The molecule exhibits good bench stability and tolerates common functional groups, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product derivatization.

Synthesis

Route1
- 108-94-1
- 68-12-2
- ~93%
- In-stock
  
  61010-04-6
References
- NATIONAL UNIVERSITY OF SINGAPORE; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; CHANG, Young-Tae; SAMANTA, Animesh; VENDRELL, Marc; KANG, Nam-Young; MAITI, Kaustabh Kumar; SOH, Kiat Seng; UNNIMADHAVA KURUP SOUDAMINI AMMA, Dinish; OLIVO, Malini Patent: WO2011/119114 A1, 2011 ; Location in patent: Page/Page column 44 ;
Route2
- 75-09-2
- 108-94-1
- 68-12-2
- ~47%
- In-stock
  
  61010-04-6
References
- Wang, Lu; Jin, Jiefu; Chen, Xishan; Fan, Hai-Hua; Li, Billy King Fai; Cheah, Kok-Wai; Ding, Ning; Ju, Shenghong; Wong, Wing-Tak; Li, Cong Organic and Biomolecular Chemistry, 2012 , vol. 10, # 28 p. 5366 - 5370

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 37.3
LogP 2.304
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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2-Chloro-3-(hydroxymethylene)cyclohex-1-enecarbaldehyde

CAS No. 61010-04-6

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