3-(Chloromethyl)-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3-(Chloromethyl)-4-methoxybenzaldehyde
• CAS No.: 52577-09-0
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2913000090
• European Community (EC) Number: 258-015-5
• DSSTox Substance ID: DTXSID2068769
• Nikkaji Number: J295.701I
• Wikidata: Q81995530
• Mol file: 52577-09-0.mol

Synonyms:3-(Chloromethyl)-4-methoxybenzaldehyde;52577-09-0;3-Chloromethyl-4-methoxybenzaldehyde;3-(Chloromethyl)-p-anisaldehyde;3-Chloromethyl-4-methoxy-benzaldehyde;Benzaldehyde, 3-(chloromethyl)-4-methoxy-;EINECS 258-015-5;3-(chloromethyl)p-anisaldehyde;SCHEMBL2241869;DTXSID2068769;4-methoxy-3-chloromethylbenzaldehyde;BBL008843;MFCD00995681;STK051774;AKOS000308005;AS-60653;BB 0237674;CS-0116635;FT-0735187;EN300-33409;W18341;A870953;Z275197002

Chemical Property of 3-(Chloromethyl)-4-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000895mmHg at 25°C
• Boiling Point: 304.1°Cat760mmHg
• Flash Point: 135°C
• PSA: 26.30000
• Density: 1.208g/cm³
• LogP: 2.24650
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloromethyl-4-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=O)CCl
• Uses: 3-Chloromethyl-4-methoxybenzaldehyde is a reactant in the preparation of inverse agonist for the human thyroid-stimulating hormone receptor.

Technology Process of 3-(Chloromethyl)-4-methoxybenzaldehyde

There total 6 articles about 3-(Chloromethyl)-4-methoxybenzaldehyde 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: 99.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-methoxy-benzaldehyde (123-11-5) → 3-(chloromethyl)-4-methoxybenzaldehyde (52577-09-0)

Guidance literature:

With hydrogenchloride; In water; at 70 - 80 ℃; for 3h;

DOI:10.1007/s11172-015-0875-9

Reference yield: 70.0%

Methoxyacetyl chloride (38870-89-2) + 4-methoxy-benzaldehyde (123-11-5) → 3-(chloromethyl)-4-methoxybenzaldehyde (52577-09-0)

Guidance literature:

With aluminium trichloride; In nitromethane; Friedel-Crafts conditions; other solvent: carbon disulphide;

DOI:10.1016/S0040-4039(00)81809-2

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 3-(chloromethyl)-4-methoxybenzaldehyde (52577-09-0)

Guidance literature:

With hydrogenchloride; formaldehyd; zinc(II) chloride;

upstream raw materials:

formaldehyd

4-methoxy-benzaldehyde

Methoxyacetyl chloride

hydrogenchloride

Downstream raw materials:

3-(2-Bromophenylthiomethyl)-4-methoxybenzaldehyde

6-Methoxy-3-formylbenzyldiphenylphosphinoxid

N-(4-(5-(3-(furan-2-ylmethyl)-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)-2-methoxybenzyloxy)phenyl)acetamide

4-methoxy-3-(morpholinomethyl)benzaldehyde

Refernces

• 1、 Van Chinh, Luu,Hung, Truong Ngoc,Nga, Nguyen Thi,Phong, Le,Cuong, Le Huu,Chinh, Vu Tien,Kim, Soo Un,Vu, Tran Khac. "New chalcones containing 5-fluorouracil exhibiting in vitro anti-cancer activity". . p. 251 - 261. Retrieved 2015/06/23.
• 2、 Chinh, L. V.,Hung, T. N.,Nga, N. T.,Mai, T. T. N.,Hang, T. T. N.,Tarasevich, V. A.. "Synthesis and antimicrobial activity of chalcones containing benzotriazolylmethyl and imidazolylmethyl substituents". . p. 1767 - 1774. Retrieved 2015/02/02.