1-Phenylcyclopropanecarbaldehyde

Base Information

• Chemical Name: 1-Phenylcyclopropanecarbaldehyde
• CAS No.: 21744-88-7
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 2912299000
• European Community (EC) Number: 837-328-6
• DSSTox Substance ID: DTXSID30451602
• Nikkaji Number: J83.094A
• Wikidata: Q82271691
• Mol file: 21744-88-7.mol

Synonyms:1-Phenylcyclopropanecarbaldehyde;21744-88-7;1-phenylcyclopropane-1-carbaldehyde;1-Phenyl-cyclopropanecarbaldehyde;CYCLOPROPANECARBOXALDEHYDE, 1-PHENYL-;1-phenyl-1-cyclopropanecarbaldehyde;phenylcyclopropanecarbaldehyde;SCHEMBL568885;1-phenylcyclopropanecarboxaldehyde;DTXSID30451602;SMYKJEFTTNCUSN-UHFFFAOYSA-N;WAA74488;MFCD11040232;AKOS012315450;AB62779;CS-0090839;FT-0651316;EN300-67298;A898384;Z1079097808

Chemical Property of 1-Phenylcyclopropanecarbaldehyde

Chemical Property:

• Vapor Pressure: 0.0551mmHg at 25°C
• Boiling Point: 233.7°C at 760 mmHg
• Flash Point: 79.8°C
• PSA: 17.07000
• Density: 1.194g/cm³
• LogP: 1.91710
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

1-phenylcyclopropanecarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C=O)C2=CC=CC=C2

Technology Process of 1-Phenylcyclopropanecarbaldehyde

There total 14 articles about 1-Phenylcyclopropanecarbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

(1-phenylcyclopropyl)methylamine (935-42-2) → 1-cyano-1-phenylcyclopropane (935-44-4) + 1-phenylcyclopropanecarbaldehyde (21744-88-7)

Guidance literature:

With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen; In toluene; at 110 ℃; for 28h; under 760.051 Torr; Sealed tube;

DOI:10.1002/adsc.202000663

Reference yield: 69.0%

2-phenylacrolein (4432-63-7) + bromomethyl bis(catechol)silicate-18-crown-6-potassium → 1-phenylcyclopropanecarbaldehyde (21744-88-7)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1002/ejoc.202000134

Reference yield: 64.0%

1-cyano-1-phenylcyclopropane (935-44-4) → 1-phenylcyclopropanecarbaldehyde (21744-88-7)

Guidance literature:

1-cyano-1-phenylcyclopropane; With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 20 ℃; for 4h;

With hydrogenchloride; water; at 0 - 20 ℃; for 16h;

DOI:10.1021/jacs.1c11266

upstream raw materials:

1-cyano-1-phenylcyclopropane

ethylene dibromide

2-benzyl-4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazine

2,2-dibromo-1-phenylcyclopropylmethanol

Downstream raw materials:

1-methyl-3-phenylpyrrolidine

N-cyclohex-1-en-1-yl-2-[formyl(methyl)amino]-2-(1-phenylcyclopropyl)acetamide

(dimethylphenylsilyl)(1-phenylcyclopropyl)methanol

Ethyl-(E)-3-(1-phenylcyclopropyl)-2-propenoat