4-Chlororesorcinol

Base Information

• Chemical Name: 4-Chlororesorcinol
• CAS No.: 95-88-5
• Molecular Formula: C6H5ClO2
• Molecular Weight: 144.558
• Hs Code.: 29081000
• European Community (EC) Number: 202-462-0
• NSC Number: 6298,1569
• UNII: 87045U29QJ
• DSSTox Substance ID: DTXSID8052643
• Nikkaji Number: J54.290C
• Wikidata: Q27269773
• Mol file: 95-88-5.mol

Synonyms:4-Chlororesorcinol;95-88-5;4-chlorobenzene-1,3-diol;p-Chlororesorcinol;1,3-Benzenediol, 4-chloro-;4-Chlororesorcin;6-Chlororesorcinol;Resorcinol, 4-chloro-;4-Chloro-1,3-dihydroxybenzene;2,4-Dihydroxychlorobenzene;4-Chloro-1,3-benzenediol;C.I. 76510;MFCD00002273;CI 76510;NSC 1569;EINECS 202-462-0;BRN 2042864;AI3-03873;1-Chloro-2,4-dihydroxybenzene;UNII-87045U29QJ;NSC-1569;NSC-6298;87045U29QJ;WLN: QR CQ DG;4-Chlorobenzene-1,3-diol (4-Chlororesorcinol);1,3-Dihydroxy-4-chlorobenzene;4-chlororesorcine;4-chlorresorcinol;4- chlororesorcinol;4-chloro resorcinol;RODOL CRS;COVASTYLE LP-4CLR;2 4-Dihydroxychlorobenzene;4-Chlororesorcinol, 98%;4-Chloro-1 3-benzenediol;SCHEMBL33883;4-Chloro-benzene-1,3-diol;1,3-bencenodiol, 4-cloro-;1-Chloro-2 4-dihydroxybenzene;4-Chloro-1 3-dihydroxybenzene;DTXSID8052643;NSC1569;NSC6298;4-CHLORORESORCINOL [INCI];NSC 6298;AKOS000121522;CS-W016374;Resorcinol 4-chloro-(6CI 7CI 8CI);AS-12812;BP-11746;CI-76510;SY026641;LS-143388;FT-0618263;FT-0664975;EN300-21163;F19551;Q-200460;Q27269773;F0001-2284;Z104493216;[4-[bis[4-(dimethylamino)phenyl]methylene]cyclohexa-2,5-dien-1-ylidene]-dimethyl-ammonium

Chemical Property of 4-Chlororesorcinol

Chemical Property:

• Appearance/Colour: White till light pink powder
• Vapor Pressure: 0.16Pa at 25℃
• Melting Point: 106-108 °C(lit.)
• Refractive Index: 1.4620 (estimate)
• Boiling Point: 259 °C at 760 mmHg
• PKA: 8.28±0.10(Predicted)
• Flash Point: 121.6 °C
• PSA: 40.46000
• Density: 1.471 g/cm³
• LogP: 1.75120
• Storage Temp.: 2-8°C
• Solubility.: >1000g/l
• Water Solubility.: soluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.9978071
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

4-Chlororesorcinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: C1=CC(=C(C=C1O)O)Cl
• Uses: 4-Chlororesorcinol, can be used as hair dye formulation. It can also be used in the synthesis of series of six coumarin compounds carrying halogen and trifluoromethyl, having antifungal activities.

Technology Process of 4-Chlororesorcinol

There total 21 articles about 4-Chlororesorcinol 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: 90.0%

recorcinol (108-46-3) → 4-Chlororesorcinol (95-88-5)

Guidance literature:

With sulfuryl dichloride;

Reference yield: 87.7%

1,3-O-di-propanoyl-4-chlororesorcinol → 3-O-propanoyl-4-chlororesorcinol + 4-Chlororesorcinol (95-88-5)

Guidance literature:

With isopropyl alcohol; Candida antarctica lipase B; immobilized; In di-isopropyl ether; at 45 ℃; for 0.25h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2007.09.104

Reference yield: 87.0%

3-acetoxy-cyclohex-2-enone (57918-73-7) → 4-Chlororesorcinol (95-88-5)

Guidance literature:

3-acetoxy-cyclohex-2-enone; With lithium hexamethyldisilazane; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

With p-toluenesulfonyl chloride; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

With lithium hexamethyldisilazane; In tetrahydrofuran; pentane; at -78 - 22 ℃; for 0.333333h; Solvent; Reagent/catalyst; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.02.006

upstream raw materials:

4-chloro-1,3-phenylenediamine

3-chloro-2,6-dihydroxy-benzoic acid

5-chloro-2,4-dihydroxy-benzoic acid

N,N-dichlorourea

Downstream raw materials:

1-chloro-2,4-bis-(α-chloro-isobutyryloxy)-benzene

8-chloro-7-hydroxy-2,3-dihydrocyclopenta[c]chromen-4(1H)-one

1-(5-chloro-2,4-dihydroxyphenyl)ethan-1-one

3,6-dichloro-7-hydroxy-4-methyl-chromen-2-one

Refernces

• 1、 Uddin, Md. Helal,Nanzai, Ben,Okitsu, Kenji. "Effects of Na2SO4 or NaCl on sonochemical degradation of phenolic compounds in an aqueous solution under Ar: Positive and negative effects induced by the presence of salts". . p. 144 - 149. Retrieved 2015/07/28.
• 2、 Moniz, Savio J. A.,Tang, Junwang. "Charge transfer and photocatalytic activity in CuO/TiO2 nanoparticle heterojunctions synthesised through a rapid, one-pot, microwave solvothermal route". . p. 1659 - 1667. Retrieved 2015/06/08.