4-(Chloromethyl)benzoic acid

Base Information

• Chemical Name: 4-(Chloromethyl)benzoic acid
• CAS No.: 1642-81-5
• Molecular Formula: C8H7ClO2
• Molecular Weight: 170.595
• Hs Code.: 29163990
• European Community (EC) Number: 216-697-1
• NSC Number: 123935
• DSSTox Substance ID: DTXSID80167726
• Nikkaji Number: J26.889E
• Wikidata: Q72453702
• ChEMBL ID: CHEMBL101844
• Mol file: 1642-81-5.mol

Synonyms:4-(Chloromethyl)benzoic acid;1642-81-5;4-Chloromethylbenzoic acid;alpha-Chloro-p-toluic acid;Benzoic acid, 4-(chloromethyl)-;C8H7ClO2;4-Chloromethyl-benzoic acid;.alpha.-Chloro-p-toluylic acid;EINECS 216-697-1;alpha-Chloro-p-toluylic acid;P-(CHLOROMETHYL)BENZOIC ACID;MFCD00002568;betamethasonedipropionate;alpha-chloroparatoluic acid;4-(Chloromethyl)benzoicacid;4-Chloromethyl benzoic acid;SCHEMBL40281;4-(chloromethyl)-benzoic acid;CHEMBL101844;DTXSID80167726;AMY40146;BCP24466;STR04662;4-(Chloromethyl)benzoic acid, 95%;CK2167;NSC123935;STL254764;AKOS000268707;AC-5913;CS-W017672;NSC 123935;NSC-123935;FT-0618223;EN300-15139;A810550;W-107944;4-(chloromethyl)benzoate;F0001-0596;Z111868896;L3C

Chemical Property of 4-(Chloromethyl)benzoic acid

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline powder
• Vapor Pressure: 0.000159mmHg at 25°C
• Melting Point: 201-202 °C
• Boiling Point: 317.7 °C at 760 mmHg
• PKA: 4.11±0.10(Predicted)
• Flash Point: 145.9 °C
• PSA: 37.30000
• Density: 1.315 g/cm³
• LogP: 2.12360
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-(Chloromethyl)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-42/43-36
• Safety Statements: 26-36/37/39-45-22-27-37/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCl)C(=O)O
• Uses: 4-(Chloromethyl)benzoic acid was used for the synthesis of dihydroxy stilbene derivatives. 4-(Chloromethyl)benzoic acid was used in the synthesis of dihydroxy stilbene derivatives.

Technology Process of 4-(Chloromethyl)benzoic acid

There total 21 articles about 4-(Chloromethyl)benzoic acid 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: 90.2%

4-[(nitrooxy)methyl]benzoic acid (258278-55-6) → p-(chloromethyl)benzoic acid (1642-81-5)

Guidance literature:

With silver nitrate; sulfuric acid; In acetonitrile; for 7.25h; Inert atmosphere; Industry scale; Darkness; Reflux;

Reference yield: 90.0%

4-(carboxymethyl)benzoic acid (501-89-3) → p-(chloromethyl)benzoic acid (1642-81-5)

Guidance literature:

With tert-butylhypochlorite; silver triflate-bis(1,10-phenanthroline) complex; In acetonitrile; at 20 ℃; for 25h; Inert atmosphere;

DOI:10.1021/ja210361z

Reference yield: 88.0%

3-hydroxymethyl-benzoic acid (3006-96-0) → p-(chloromethyl)benzoic acid (1642-81-5)

Guidance literature:

With iron(III) chloride; Dichlorodiphenylmethane; In chloroform; at 20 ℃; for 1h; Sealed tube;

DOI:10.1021/acs.orglett.8b00831

upstream raw materials:

p-(chloromethyl)benzoyl chloride

tert-butyl 4-(chloromethyl)benzamide

4-methyl-benzoyl chloride

4-Methylbenzyl chloride

Downstream raw materials:

ethyl 4-chloromethylbenzoate

p-(chloromethyl)benzoyl chloride

3-hydroxymethyl-benzoic acid

4-carboxybenzylthioacetic acid

Refernces

• 1、 Ou, Jinhua,Tan, Hong,He, Saiyu,Wang, Wei,Hu, Bonian,Yu, Gang,Liu, Kaijian. "1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 under Clean Conditions". . p. 14974 - 14982. Retrieved 2021/10/25.
• 2、 -. "Preparation method of aminomethylbenzoic acid". Page/Page column 0029; 0031. . Retrieved 2020/12/29.