4-(Benzyloxy)benzaldehyde

Base Information

• Chemical Name: 4-(Benzyloxy)benzaldehyde
• CAS No.: 4397-53-9
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 29124900
• European Community (EC) Number: 224-527-2
• NSC Number: 131669,28298
• DSSTox Substance ID: DTXSID5063441
• Nikkaji Number: J205.777H
• Wikidata: Q63396607
• ChEMBL ID: CHEMBL58010
• Mol file: 4397-53-9.mol

Synonyms:4-Benzyloxybenzaldehyde;4397-53-9;4-(Benzyloxy)benzaldehyde;Benzaldehyde, 4-(phenylmethoxy)-;4-phenylmethoxybenzaldehyde;Benzaldehyde, p-(benzyloxy)-;p-(Benzyloxy)benzaldehyde;p-benzyloxybenzaldehyde;4-Benzyloxy-benzaldehyde;151896-98-9;MFCD00003387;4-(Phenylmethoxy)benzaldehyde;NSC 28298;EINECS 224-527-2;NSC 131669;4-(Benzyl-Oxy)Benzaldehyde;4-benzoxybenzaldehyde;4benzyloxybenzaldehyde;p-Benzyloxy-benzaldehyde;4-benzyloxy benzaldehyde;CBMicro_014912;4-(benzyloxy)-benzaldehyde;Benzyl 4-formylphenyl ether;Cambridge id 5570821;2,4,5-trifluoropropiophenone;CHEMBL58010;SCHEMBL158270;4-formylphenoxy phenyl methane;4-(phenylmethoxy)-benzaldehyde;DTXSID5063441;4-(Benzyloxy)benzaldehyde, 97%;NSC28298;BBL023401;MFCD01632880;NSC-28298;NSC131669;STK198754;AKOS000119543;AC-7256;CS-W015009;NSC-131669;NCGC00321313-01;BP-12836;SY005407;BIM-0014979.P001;AM20061216;B1325;BB 0243317;FT-0617661;FT-0617662;FT-0662862;EN300-15512;AB00306450-03;12P-070;A826467;J-513650;Q63396607;Z26334962;F1997-0010;4-(Benzyloxy)benzaldehyde, Vetec(TM) reagent grade, 97%;5570-82-1;StratoSpheres(TM) PL-CHO (Benzaldehyde) resin, 50-100 mesh, extent of labeling: 3.0 mmol/g loading, 1 % cross-linked

Chemical Property of 4-(Benzyloxy)benzaldehyde

Chemical Property:

• Appearance/Colour: creamish to yellow crystalline powder
• Vapor Pressure: 1.53E-05mmHg at 25°C
• Melting Point: 71-74 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 197-199 °C (11 mmHg)
• Flash Point: 169.8 °C
• PSA: 26.30000
• Density: 1.142 g/cm³
• LogP: 3.07810
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Sparingly)
• Water Solubility.: insoluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C=O
• Uses: 4-Benzyloxybenzaldehyde is a position isomer of the adenylyl cyclase activator 2-Benzyloxybenzaldehyde. 4-Benzyloxybenzaldehyde also has much less potent anticancer activity against HL-60 cells that i ts isomeric counterpart. 4-Benzyloxybenzaldehyde is used in the synthesis of (5-fluoro-(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand. It is a position isomer of the adenylyl cyclase activator 2-benzyloxybenzaldehyde.

Technology Process of 4-(Benzyloxy)benzaldehyde

There total 47 articles about 4-(Benzyloxy)benzaldehyde 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: 98.0%

p-benzyloxystyrene (36438-64-9) → p-benzyloxybenzaldehyde (4397-53-9)

Guidance literature:

With sodium periodate; C₃₁H₂₉Br₂N₃Ru*CH₂Cl₂; In water; ethyl acetate; acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja5075294

Reference yield: 97.0%

2-(4-(benzyloxy)phenyl)-1,3-dithiane (39236-04-9) → p-benzyloxybenzaldehyde (4397-53-9)

Guidance literature:

2-(4-(benzyloxy)phenyl)-1,3-dithiane; With acetyl chloride; sodium nitrite; In dichloromethane; at 0 - 5 ℃; for 0.25h;

With water; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1055/s-2003-37115

Reference yield: 94.0%

1,1-Diacetoxy-1-(4-benzyloxyphenyl)methane → p-benzyloxybenzaldehyde (4397-53-9)

Guidance literature:

With indium(III) bromide; In water; for 0.3h; Heating;

DOI:10.1016/j.tetlet.2004.11.161

upstream raw materials:

benzyl bromide

4-hydroxy-benzaldehyde

benzyl chloride

4-benzyloxybenzyl alcohol

Downstream raw materials:

α-(4-Benzyloxybenzyliden)-butyrolacton

(E)-3-(4-(benzyloxy)phenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one

(E)-3-(4-(benzyloxy)phenyl)-1-(p-tolyl)prop-2-en-1-one

(2RS.3SR)-2-amino-3-(4-benzyloxy-phenyl)-3-hydroxy-propionic acid

Refernces

• 1、 Somakala, Kanagasabai,Amir, Mohammad,Sharma, Vidushi,Wakode, Sharad. "Synthesis and pharmacological evaluation of pyrazole derivatives containing sulfonamide moiety". . p. 2017 - 2029. Retrieved 2016.
• 2、 Pradhan, Suman,Sharma, Vishali,Chatterjee, Indranil. "Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions". supporting information. p. 6148 - 6152. Retrieved 2021/08/03.
• 3、 Li, Guangzhe,Shao, Yujie,Pan, Yue,Li, Yueqing,Wang, Yang,Wang, Liu,Wang, Xu,Shao, Kun,Wang, Shisheng,Liu, Naixuan,Zhang, Jingdong,Zhao, Weijie,Nakamura, Hiroyuki. "Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy". supporting information. . Retrieved 2021/09/04.