alpha-Methylcinnamaldehyde

Base Information

• Chemical Name: alpha-Methylcinnamaldehyde
• CAS No.: 15174-47-7
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• European Community (EC) Number: 701-219-0,202-938-8
• UN Number: 1993
• UNII: 1C647N9853
• DSSTox Substance ID: DTXSID401018359
• Nikkaji Number: J161.351K,J33.986E
• Wikidata: Q27252223
• Mol file: 15174-47-7.mol

Synonyms:ALPHA-METHYLCINNAMALDEHYDE;15174-47-7;101-39-3;(E)-2-METHYL-3-PHENYLACRYLALDEHYDE;2-Methyl-3-phenylacrylaldehyde;alpha-Methylcinnamylaldehyde;2-methyl-3-phenylprop-2-enal;a-Methylcinnamaldehyde;(E)-2-methyl-3-phenylprop-2-enal;2-Methyl-3-phenyl-2-propenal;(E)-2-Methyl-3-phenylpropenal;2-Propenal, 2-methyl-3-phenyl-;(2E)-2-Methyl-3-phenyl-2-propenal;(E)-Alpha-Methylcinnamaldehyde;FEMA No. 2697;(E)-2-Methyl-3-phenylacrolein;alpha-Methyl-trans-cinnamaldehyde;Cinnamaldehyde, .alpha.-methyl-;2-Methyl-3-phenylacrolein;2-Methyl-3-phenyl-2-propen-1-al;NSC 22283;trans-2-Methyl-3-phenyl-2-propenal;(2E)-2-methyl-3-phenylprop-2-enal;4-oxo-2-mercapto-thiazole-3-acetica acid;trans-Alpha-Methylcinnamaldehyde;alpha-Methyl-trans-cinnamaldeyhde;2-METHYL-3-PHENYLPROPENAL;alpha-Methylcinnamaldehyde [FHFI];Cinnamaldehyde, alpha-methyl;UNII-1C647N9853;alpha-Methylcinnimal;MFCD00006976;NSC-22283;NSC-49286;1C647N9853;EC 202-938-8;.alpha.-Methylcinnamaldehyde;2-07-00-00291 (Beilstein Handbook Reference);Cinnamaldehyde, alpha-methyl-;CCRIS 6257;EINECS 202-938-8;NSC 49286;a-methyl cinnamaldehyde;BRN 0507514;.alpha.-Methylcinnimal;a - methylcinnamaldehyde;AI3-26230;2-methylcinnamic aldehyde;Z-alpha-Methylcinnamaldehyde;.alpha.-Methylcinnamic aldehyde;DTXSID4025587;2-Propenal, 2-metil-3-fenil-;ALPHA-METHYL CINNAMYLALDEHYDE;-Methylcinnamaldehyde;3-Phenylmethacrolein;3-phenyl-2-methylpropenal;alpha-methyl-E-cinnamaldehyde;?-Methyl-trans-cinnamaldehyde;SCHEMBL186778;|A-Methyl-trans-cinnamaldehyde;DTXCID705587;(E)-2-Methyl-3-phenyl-propenal;alpha -Methyl-trans-cinnamaldehyde;Cinnamic aldehyde, .alpha.-methyl;DTXSID401018359;BCP24559;Tox21_200051;BBL012658;STL163654;(E)-2-methyl-3-phenyl-prop-2-enal;2-Methyl-3-phenyl-trans-prop-2-enal;AKOS000119680;AKOS025149199;CS-W016354;alpha-Methyl-trans-cinnamaldehyde, 98%;ALPHA-METHYLCINNAMALDEHYDE [FCC];(E)-.ALPHA.-METHYLCINNAMALDEHYDE;NCGC00091690-02;NCGC00257605-01;AS-35370;CAS-101-39-3;TRANS-.ALPHA.-METHYLCINNAMALDEHYDE;.ALPHA.-METHYL-TRANS-CINNAMALDEYHDE;.ALPHA.-METHYLCINNAMALDEHYDE [FHFI];2-Propenal, 2-methyl-3-phenyl-, (2E)-;M0584;alpha-Methylcinnamaldehyde, >=97%, FCC, FG;EN300-20034;EN300-736639;W-108917;Q27252223;F2191-0168;Z3219847417

Chemical Property of alpha-Methylcinnamaldehyde

Chemical Property:

• Vapor Pressure: 3.33-3.333Pa at 25℃
• Boiling Point: 130 °C(Press: 5 Torr)
• PSA: 17.07000
• Density: 1.042 g/cm3
• LogP: 2.28880
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

α-Methyl-trans-cinnamaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC=CC=C1)C=O
• Isomeric SMILES: C/C(=C\C1=CC=CC=C1)/C=O

Technology Process of alpha-Methylcinnamaldehyde

There total 44 articles about alpha-Methylcinnamaldehyde 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: 100.0%

(E)-3-phenyl-2-methyl-2-propenol (1504-55-8,39924-63-5,55131-20-9) → α-methyl-trans-cinnamaldehyde (15174-47-7)

Guidance literature:

With pyridine; air; Pd(II)-hydrotalcite; In toluene; at 65 ℃; for 15h; under 760.051 Torr;

DOI:10.1021/jo010338r

Reference yield: 99.0%

(E)-(3-methoxy-2-methylprop-1-en-1-yl)benzene (114701-63-2) → α-methyl-trans-cinnamaldehyde (15174-47-7)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; water; at 45 ℃; for 36h;

DOI:10.1039/c5ob00270b

Reference yield: 98.0%

2-methyl-1-phenyl-2-propene (3290-53-7) → α-methyl-trans-cinnamaldehyde (15174-47-7)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In 1,2-dichloro-ethane; at 50 ℃; for 2h; stereoselective reaction;

DOI:10.1021/ol1030316

upstream raw materials:

(E)-3-phenyl-2-methyl-2-propenol

benzaldehyde

propionaldehyde

Dichloromethyl methyl ether

Downstream raw materials:

3-amino-5-<(2E)-2-methyl-3-phenylpropenylidene>-2-thioxothiazolidin-4-one

(2E,4E)-ethyl 4-methyl-5-phenylpenta-2,4-dienoate

(3E,5E)-5-methyl-6-phenylhexa-3,5-dien-2-one

3-Methoxy-2-methyl-3-phenyl-2-phenylselanyl-propionaldehyde

Refernces

• 1、 Kiyooka, Syun-Ichi,Fujimoto, Hiroshi,Mishima, Masaaki,Kobayashi, Shinjiro,Uddin, Khabir Md.,Fujio, Mizue. "Diphenylboron perchlorate as an efficient catalyst for self- and cross-condensation reactions of aldehydes having α-active hydrogens". . p. 927 - 930. Retrieved 2003.
• 2、 Ansari, Imtiaz A.,Gree, Rene. "TEMPO-Catalyzed Aerobic Oxidation of Alcohols to Aldehydes and Ketones in Ionic Liquid [bmim][PF6]". . p. 1507 - 1509. Retrieved 2002.
• 3、 Kon, Yoshihiro,Nakashima, Takuya,Yada, Akira,Fujitani, Tadahiro,Onozawa, Shun-Ya,Kobayashi, Shū,Sato, Kazuhiko. "Pt-Catalyzed selective oxidation of alcohols to aldehydes with hydrogen peroxide using continuous flow reactors". supporting information. p. 1115 - 1121. Retrieved 2021/02/16.
• 4、 Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang. "PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions". . p. 48 - 65. Retrieved 2021/06/16.