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1570-64-5

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1570-64-5 Usage

Chemical Properties

Off-white to slightly brownish crystalline solid

Definition

ChEBI: A member of the class of phenols that is o-cresol in which the hydrogen para to the hydroxy group is replaced by a chlorine.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 5215, 1989 DOI: 10.1016/S0040-4039(01)93745-1

General Description

Dark red flakes with waxy texture. Insoluble in water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Chloro-2-methylphenol can react vigorously with concentrated sodium hydroxide solutions. Also reacts with other bases, acid chlorides, acid anhydrides, and oxidizing agents. Corrodes steel, brass, copper and copper alloys [NTP, 1992)]. A large quantity left in contact with concentrated sodium hydroxide solution for 3 days reacted violently, attaining red heat and evolving fumes that ignited explosively. The heat of reaction dissipated poorly because of the high viscosity of the mixture [Quart. Safety Summ., 1957, 28, 39].

Fire Hazard

4-Chloro-2-methylphenol is probably combustible.

Flammability and Explosibility

Nonflammable

Purification Methods

Purify the phenol by crystallisation from pet ether (m 51o) and by zone melting. [Beilstein 6 H 359, 6 I 174, 6 II 332, 6 III 1264, 6 IV 1987.]

Check Digit Verification of cas no

The CAS Registry Mumber 1570-64-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,7 and 0 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1570-64:
(6*1)+(5*5)+(4*7)+(3*0)+(2*6)+(1*4)=75
75 % 10 = 5
So 1570-64-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H7ClO.Na/c1-5-4-6(8)2-3-7(5)9;/h2-4,9H,1H3;/q;+1/p-1

1570-64-5 Well-known Company Product Price

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  • Alfa Aesar

  • (L04164)  4-Chloro-2-methylphenol, 97%   

  • 1570-64-5

  • 5g

  • 463.0CNY

  • Detail
  • Alfa Aesar

  • (L04164)  4-Chloro-2-methylphenol, 97%   

  • 1570-64-5

  • 25g

  • 1776.0CNY

  • Detail

1570-64-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-chloro-2-methylphenol

1.2 Other means of identification

Product number -
Other names Phenol, 4-chloro-2-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1570-64-5 SDS

1570-64-5Relevant articles and documents

Regioselective supramolecular catalysis. Exploiting multiple binding motifs in propanediurea molecular clips

Bugnet, Emmanuelle A.,Nixon, Tracy D.,Kilner, Colin A.,Greatrex, Robert,Kee, Terence P.

, p. 5491 - 5494 (2003)

Molecular clips derived from 2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione promote increased regioselectivity in the SO2Cl2-mediated electrophilic aromatic chlorination of ortho-cresol leading to para/ortho ratios (Rp/o) 25; approximately six times larger than in the absence of the clip. Specific recognition events involving hydrogen-bond, π-π and dative covalent interactions are implicated.

para-Selective chlorination of cresols and m-xylenol using sulfuryl chloride in the presence of poly(alkylene sulfide)s

Smith, Keith,Hegazy, Amany S.,El-Hiti, Gamal A.

, p. 345 - 356 (2020)

Chlorination of o-cresol, m-cresol, and m-xylenol using sulfuryl chloride in the presence of a range of poly(alkylene sulfide)s and a Lewis acid (aluminum or ferric chloride) has been studied. The sulfur containing catalysts used led to the production of para-chlorophenols in high yields and higher para/ortho ratios than for reactions in the absence of such poly(alkylene sulfide)s. The effectiveness of the polymers was found to be dependent on the length of the spacer groups between the sulfur atoms. For example, polymers with shorter spacers provided high yields of 4-chloro-o-cresol (ca. 97%), while polymers with at least one longer spacer provided high yields of both 4-chloro-m-cresol (up to 94.6%) and 4-chloro-m-xylenol (up to 97.6%).

Application of two morphologies of Mn2O3for efficient catalyticortho-methylation of 4-chlorophenol

Gui, Wenying,Liu, Xiaofei,Wang, Zhenlu,Zhang, Chunlei,Zhang, Hongqiang,Zhang, Li,Zhu, Wanchun

, p. 20836 - 20849 (2021/07/01)

Vapor phaseortho-methylation of 4-chlorophenol with methanol was studied over Mn2O3catalyst with two kinds of morphologies. Here, Mn2O3was prepared by a precipitation and hydrothermal method, and showed the morphology of nanoparticles and nanowires, respectively. XRD characterization and BET results showed that, with the increase of calcination temperature, Mn2O3had a higher crystallinity and a smaller specific surface area. N2adsorption/desorption and TPD measurements indicated that Mn2O3nanowires possessed larger external surface areas and more abundant acid and base sites. Simultaneously, in the fixed bed reactor, methanol was used as the methylation reagent for theortho-methylation reaction of 4-chlorophenol. XRD, XPS, TG-MS and other characterizations made it clear that methanol reduced 4-chlorophenol and its methide, which were the main side-reactions. And Mn3+was reduced to Mn2+under the reaction conditions. Changing the carrier gas N2to a H2/Ar mixture further verified that the hydrogen generated by the decomposition of methanol was not the reason for dechlorination of 4-chlorophenol compounds. Here we summarized the progress of 4-chlorophenol methylation based on the methylation of phenol. Also, we proposed a mechanism of the 4-chlorophenol dechlorination effect which was similar to the Meerwein-Ponndorf-Verley-type (MPV) reaction. The crystal phase and carbon deposition were investigated in different reaction periods by XRD and TG-DTA. The reaction conditions for the two kinds of morphologies of the Mn2O3catalyst such as calcination temperature, reaction temperature, phenol-methanol ratio and reaction space velocity were optimized.

Regioselective chlorination of phenols in the presence of tetrahydrothiopyran derivatives

Smith, Keith,Williams, Des,El-Hiti, Gamal A.

, p. 529 - 538 (2019/06/13)

Four six-membered cyclic sulfides, namely tetrahydrothiopyran, 3-methyltetrahydrothiopyran, 4-methyltetrahydrothiopyran and 4,4-dimethyltetrahyrdrothiopyran have been used as moderators in chlorination reactions of various phenols with sulfuryl chloride in the presence of aluminum or ferric chloride. On chlorination of phenol, ortho-cresol and meta-cresol the para/ortho chlorination ratios and yields of the para-chloro isomers are higher than when no cyclic sulfide is used for all of the cyclic sulfides, but chlorination of meta-xylenol is less consistent, with some cyclic sulfides producing higher p/o ratios and others producing lower ratios than reactions having no sulfide present.

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