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Cas Database

5285-74-5

5285-74-5

Identification

  • Product Name:Thiocyanic acid, 4-methylphenyl ester

  • CAS Number: 5285-74-5

  • EINECS:

  • Molecular Weight:149.216

  • Molecular Formula: C8H7NS

  • HS Code:

  • Mol File:5285-74-5.mol

Synonyms:

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 41 Articles be found

Synthesis and antimicrobial properties of N-allyl-3-aryl-2-thiocyanatopropionamides

Grishchuk,Klimnyuk,Zagrichuk,Kravchenyuk,Kolomiets,Gorbovoi

, p. 143 - 144 (1999)

-

Temperature-Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides

Kalaramna, Pratibha,Goswami, Avijit

supporting information, p. 5359 - 5366 (2021/10/25)

An efficient chemoselective protocol has been developed for the synthesis of thiosulfonates and thiocyanates by employing cost effective and commercially available organosulfonyl chlorides with potassium thio-/selenocyanate. The strategy offered the thiosulfonates and thiocyanates selectively by tuning the equivalents of KSeCN and optimizing the reaction temperature. On the other hand, thiosulfonates were obtained as sole products when organosulfonyl chlorides were treated with KSCN. Furthermore, the syntheses of diarylthioethers and aryl(heteroaryl) thioethers were carried out as a part of synthetic application of newly prepared arylthiocyanates.

Synthesis of Thio-/Selenopyrrolines via SnCl4-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thio-/Selenocyanates

Ali, Shamsad,Goswami, Avijit,Kalaramna, Pratibha,Singh, Prasoon Raj

supporting information, p. 4683 - 4689 (2021/09/10)

A straightforward protocol has been developed to access thio-/selenopyrrolines through a (3+2)-cycloaddition of aryl thio-/selenocyanates with donor-acceptor cyclopropanes (DACs) in the presence of SnCl4 as a Lewis acid catalyst. Further, good chemoselectivity was observed when DACs were treated with 3-cyano phenyl thiocyanate. These results suggest that thiocyanate is more reactive than nitrile moiety in such (3+2)-cycloaddition reactions.

Straightforward Access to Thiocyanates via Dealkylative Cyanation of Sulfoxides

Todorovi?, Uro?,Klose, Immo,Maulide, Nuno

supporting information, p. 2510 - 2513 (2021/04/13)

Thiocyanates, versatile building blocks in organic synthesis, are shown to be easily accessible via an interrupted Pummerer reaction of sulfoxides. This facile dealkylative functionalization proceeds under mild conditions through electrophilic activation of the sulfoxide partner. The resulting thiocyanate itself can serve as a handle for diversification in a straightforward one-pot procedure.

Selectfluor-initiated cyanation of disulfides to thiocyanates

Zhou, Pengpeng,Chen, Chuan,Li, Shubai

, p. 376 - 380 (2020/02/13)

A Selectfluor-initiated cyanation of disulfides to thiocyanates has been developed. In this process, Selectfluor was employed as the oxidant and trimethylsilyl cyanide was used as the cyanation reagent. It provides an eco-friendly and simple way to synthesize the thiocyanates.

An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- And oxidant-free conditions

He, Dongdong,Yao, Jiaojiao,Ma, Boling,Wei, Jinghao,Hao, Guangguo,Tuo, Xun,Guo, Shengmei,Fu, Zhengjiang,Cai, Hu

supporting information, p. 1559 - 1564 (2020/03/26)

An electrochemical deborylative seleno/thiocyanation of arylboronic acids has been well established to synthesize the corresponding aryl seleno/thiocyanates with good functional group tolerance under ambient conditions. A gram-scale reaction has been performed to highlight the advantages of the protocol. Preliminary mechanistic studies indicate that the oxidation of the seleno/thiocyanate anion occurs prior to that of the arylboronic acid substrate in galvanostatic mode, and that free radicals are involved in the process.

Process route upstream and downstream products

Process route

potassium thioacyanate
333-20-0

potassium thioacyanate

4-methylbenzenediazonium tetrafluoroborate
459-44-9

4-methylbenzenediazonium tetrafluoroborate

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

1-isothiocyanato-4-methylbenzene
622-59-3

1-isothiocyanato-4-methylbenzene

1,2,2-trifluoro-1-phenyl-1-thiocyanato-2-(p-tolyl)ethane

1,2,2-trifluoro-1-phenyl-1-thiocyanato-2-(p-tolyl)ethane

Conditions
Conditions Yield
With 1,2,2-trifluorostyrene; at -30 - -15 ℃;
36%
1,2,2-trifluorostyrene
447-14-3

1,2,2-trifluorostyrene

potassium thioacyanate
333-20-0

potassium thioacyanate

4-methylbenzenediazonium tetrafluoroborate
459-44-9

4-methylbenzenediazonium tetrafluoroborate

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

1-isothiocyanato-4-methylbenzene
622-59-3

1-isothiocyanato-4-methylbenzene

1,2,2-trifluoro-1-phenyl-1-thiocyanato-2-(p-tolyl)ethane

1,2,2-trifluoro-1-phenyl-1-thiocyanato-2-(p-tolyl)ethane

Conditions
Conditions Yield
at -30 - -15 ℃;
36%
di(4-methyl)phenylthiosulfonate
2943-42-2

di(4-methyl)phenylthiosulfonate

copper(I) cyanide
544-92-3

copper(I) cyanide

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

Conditions
Conditions Yield
In acetonitrile; at 100 ℃; for 12h;
100%
93%
benzaldehyde p-toluenesulfonylhydrazone
1666-17-7

benzaldehyde p-toluenesulfonylhydrazone

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

N-benzyl-N'-benzylidene-4-methylbenzenesulfonohydrazide
18440-50-1

N-benzyl-N'-benzylidene-4-methylbenzenesulfonohydrazide

Conditions
Conditions Yield
With potassium cyanide; 2-hydroxy-2-methylpropanenitrile; 18-crown-6 ether; In acetonitrile; for 3h; Product distribution; Heating;
38%
23%
8%
19%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

Conditions
Conditions Yield
With Selectfluor; In acetonitrile; at 80 ℃; for 4h; Green chemistry;
86%
With copper(I) thiocyanate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 90 ℃; Inert atmosphere;
78 %Chromat.
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

para-thiocresol
106-45-6

para-thiocresol

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

Conditions
Conditions Yield
In dimethyl sulfoxide; at 30 ℃; for 0.5h;
95%
para-thiocresol; With sulfuryl dichloride; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
trimethylsilyl cyanide; In acetonitrile; at 25 ℃; for 1h;
86%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

potassium thioacyanate
333-20-0

potassium thioacyanate

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

Conditions
Conditions Yield
With 4-methylpyridine; oxygen; copper diacetate; In acetonitrile; at 80 ℃; for 12h; under 1500.15 Torr; Autoclave; Molecular sieve;
85%
trimethylsilyl isothiocyanate
2290-65-5

trimethylsilyl isothiocyanate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

Conditions
Conditions Yield
With N,N,N,N,-tetramethylethylenediamine; oxygen; potassium carbonate; sodium fluoride; copper(l) chloride; In acetonitrile; at 20 ℃; for 12h; Reagent/catalyst; Solvent; Molecular sieve;
89%
With potassium fluoride; In water; acetonitrile; at 20 ℃; for 3h; Electrolysis; Green chemistry;
62%
copper(I) thiocyanate
1111-67-7,15192-76-4,26656-82-6

copper(I) thiocyanate

sodium thiocyanide
540-72-7

sodium thiocyanide

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

Conditions
Conditions Yield
p-toluidine; With tetrafluoroboric acid; tert.-butylnitrite; In ethanol; water; at 0 - 20 ℃; for 1h;
copper(I) thiocyanate; sodium thiocyanide; With caesium carbonate; In acetonitrile; at 0 - 20 ℃;
sodium thiocyanide
540-72-7

sodium thiocyanide

4-methylbenzenediazonium tetrafluoroborate
459-44-9

4-methylbenzenediazonium tetrafluoroborate

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

Conditions
Conditions Yield
With copper(I) thiocyanate; In acetonitrile; at 25 ℃; for 1h;

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  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:emmahu@up-bio.com
  • Main Products:88
  • Country:China (Mainland)
  • SAGECHEM LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-571-86818502
  • Emails:will@sagechem.com
  • Main Products:28
  • Country:China (Mainland)
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