Cinnamyl alcohol

Base Information

• Chemical Name: Cinnamyl alcohol
• CAS No.: 4407-36-7
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2906299090
• European Community (EC) Number: 203-212-3
• NSC Number: 623440,8775
• UNII: SS8YOP444F
• DSSTox Substance ID: DTXSID301314144
• Nikkaji Number: J9.304A,J106.769I
• Wikipedia: Cinnamyl alcohol,Cinnamyl_alcohol
• Wikidata: Q204030
• RXCUI: 1362889
• Metabolomics Workbench ID: 130876
• ChEMBL ID: CHEMBL324794
• Mol file: 4407-36-7.mol

Synonyms:3-phenyl-2-propene-1-ol;3-phenylprop-2-en-1-ol;cinnamic alcohol;cinnamyl alcohol;cinnamyl alcohol, (E)-isomer;cinnamyl alcohol, titanium (4+) salt

Chemical Property of Cinnamyl alcohol

Chemical Property:

• Vapor Pressure: 1.85E-08mmHg at 25°C
• Melting Point: 34°C
• Refractive Index: 1.598
• Boiling Point: 249.999 °C at 760 mmHg
• PKA: 14.61±0.10(Predicted)
• Flash Point: 124.762 °C
• PSA: 20.23000
• Density: 1.049 g/cm³
• LogP: 1.69210
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Practically insoluble in water
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E)-Cinnamyl Alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C(C=C1)C=CCO
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/CO
• Uses: 3-Phenylprop-2-en-1-ol is a reactant in the preparation of isobenzofuranones.

Technology Process of Cinnamyl alcohol

There total 274 articles about Cinnamyl alcohol 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: 99.7%

cinnamyl tetrahydropyranyl ether (99441-44-8) → (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

silica-supported prop-1-ylsulfonic acid; In methanol;

DOI:10.1039/b712546a

Reference yield: 99.0%

(E)-3-phenylacrylic acid (140-10-3) → (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

(E)-3-phenylacrylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

With sodium tetrahydroborate; water; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1055/s-0030-1259988

Reference yield: 98.9%

(E)-3-phenylpropenal (14371-10-9) → 3-phenyl-propionaldehyde (104-53-0) + 3-Phenyl-1-propanol (122-97-4) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With hydrogen; platinum; In isopropyl alcohol; at 25 ℃; for 17h; under 3000.24 Torr; Mechanism; Product distribution; var. temp., var. pressure, var. time;

DOI:10.1006/jcat.1998.2219

upstream raw materials:

(E)-3-phenylpropenal

1,1-diacetoxy-3-phenylprop-2-ene

1-Phenyl-2-propen-1-ol

bromoethyl acetate

Downstream raw materials:

3-phenyl-propenal

nicotinic acid trans-cinnamyl ester

phthalic acid mono-trans-cinnamyl ester

2-aminobenzoic acid 3-phenyl-2-propenyl ester

Refernces

• 1、 Felkin et al.. "-". . p. 265,266-270, 274,277-278. Retrieved 1977.
• 2、 Mahata, Suhasini,Sahu, Anjumala,Shukla, Prashant,Rai, Ankita,Singh, Manorama,Rai, Vijai K.. "The novel and efficient reduction of graphene oxide using Ocimum sanctum L. leaf extract as an alternative renewable bio-resource". . p. 19945 - 19952. Retrieved 2018.
• 3、 Barbry, Didier,Torchy, Severine. "Accelerated reduction of carbonyl compounds under microwave irradiation". . p. 2959 - 2960. Retrieved 1997.
• 4、 Canka?, Petr,Dubas, Diane,Banfield, Scott C.,Chahma, M'hamed,Hudlicky, Tomas. "Selectivity in the electrochemical deprotection of cinnamyl groups from oxygen and nitrogen functionalities: Carbonates versus carbamates". . p. 6851 - 6854. Retrieved 2005.
• 5、 Gholap, Sandeep Suryabhan,Dakhil, Abdullah Al,Chakraborty, Priyanka,Li, Huaifeng,Dutta, Indranil,Das, Pradip K.,Huang, Kuo-Wei. "Efficient and chemoselective hydrogenation of aldehydes catalyzed by well-defined PN3-pincer manganese(ii) catalyst precursors: An application in furfural conversion". supporting information. p. 11815 - 11818. Retrieved 2021/11/30.
• 6、 Ning, Liangmin,Zhang, Mingtao,Liao, Shengyun,Zhang, Yuting,Jia, Dandan,Yan, Yunfang,Gu, Wen,Liu, Xin. "Differentiation of Pt?Fe and Pt?Ni3 Surface Catalytic Mechanisms towards Contrasting Products in Chemoselective Hydrogenation of α,β-Unsaturated Aldehydes". . p. 704 - 711. Retrieved 2020/12/07.