4-(Chloromethyl)phenyl acetate

Base Information

• Chemical Name: 4-(Chloromethyl)phenyl acetate
• CAS No.: 39720-27-9
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2916399090
• European Community (EC) Number: 628-319-6
• DSSTox Substance ID: DTXSID30192806
• Nikkaji Number: J1.035.407B
• Wikidata: Q72454513
• ChEMBL ID: CHEMBL226923
• Mol file: 39720-27-9.mol

Synonyms:4-(Chloromethyl)phenyl acetate;39720-27-9;[4-(chloromethyl)phenyl] acetate;p-Acetoxybenzyl chloride;p-(Chloromethyl)phenyl acetate;4-acetoxybenzyl chloride;Phenol, 4-(chloromethyl)-, acetate;CCRIS 5104;BRN 2440833;acetic acid 4-chloromethyl-phenyl ester;p-acetoxybenzylchloride;SCHEMBL80532;4-(chloromethyl)phenol acetate;CHEMBL226923;DTXSID30192806;BCP29825;4-(Chloromethyl)phenyl acetate 95%;MFCD00209564;4-(Chloromethyl)phenyl acetate, 98%;AKOS015913348;LS-104248;FT-0723733;EN300-104049;F10379;Z1255365081;4-(chloromethyl)-phenoacetate

Chemical Property of 4-(Chloromethyl)phenyl acetate

Chemical Property:

• Vapor Pressure: 0.00674mmHg at 25°C
• Melting Point: 31.5 °C
• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 270.7°Cat760mmHg
• Flash Point: 130.9°C
• PSA: 26.30000
• Density: 1.192g/cm³
• LogP: 2.35070
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

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

4-(Chloromethyl)phenyl acetate 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-43-22
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)CCl
• Uses: 4-(Chloromethyl)phenyl acetate may be used as reagent in 4-(chloromethyl)phenyl acetate assay.

Technology Process of 4-(Chloromethyl)phenyl acetate

There total 8 articles about 4-(Chloromethyl)phenyl acetate 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: 94.0%

4-acetoxybenzyl alcohol (6309-46-2) → 4-acetoxybenzyl chloride (39720-27-9)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide; at 20 ℃; for 0.333333h; chemoselective reaction;

DOI:10.1055/s-0028-1083243

Reference yield: 50.0%

→ 4-acetoxybenzyl chloride (39720-27-9)

Guidance literature:

Reference yield:

4-formylphenyl acetate (878-00-2) → 4-acetoxybenzyl chloride (39720-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaBH₄ / tetrahydrofuran / 1.5 h / 0 °C

2: SOCl₂; pyridine / toluene / 1 h / Heating

With pyridine; sodium tetrahydroborate; thionyl chloride; In tetrahydrofuran; toluene;

DOI:10.1021/jm061371e

upstream raw materials:

(4-hydroxyphenyl)methanol

acetyl chloride

4-acetoxybenzyl alcohol

4-formylphenyl acetate

Downstream raw materials:

8-(p-Hydroxybenzyl)-8-phenyl-9-oxodecansaeure

4,5-bis(p-acetoxybenzylsulfanyl)-1,3-dithiole-2-thione

3-triphenylmethyl-5-([4-hydroxyphenyl]methyl)oxazolidine-2,4-dione

p-acetoxybenzyl iodide

Refernces

• 1、 Li, Xinglin,Wu, Shanchao,Dong, Guoqiang,Chen, Shuqiang,Ma, Zonglin,Liu, Dan,Sheng, Chunquan. "Natural Product Evodiamine with Borate Trigger Unit: Discovery of Potent Antitumor Agents against Colon Cancer". supporting information. p. 439 - 444. Retrieved 2020/03/16.
• 2、 Zhang, Xuan,Feng, Xiujuan,Yu, Xiaoqiang,He, Ren,Bao, Ming. "Regio- and chemoselective palladium-catalyzed benzylallylation of activated olefins: The remarkable effect of palladium nanoparticles". . p. 4016 - 4024. Retrieved 2013/07/05.