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4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID

CAS No.
201611-92-9
Chemical Name:
4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID
Synonyms
4-Cyano-4-(phenylcarbonothioylthio)pentanoic Acid;4-Cyano-4-(thiobenzoylthio)pentanoic acid, min. 97%;4-Cyano-4-[(thioben;(thiobenzoylthio)pentanoic acid;4-Cyano-4-((phenylcarbonothioyl);Cyano-4-(thiobenzoylthio)pentanoic acid;4-(4-Cyanopentanoic Acid) Dithiobenzoate;4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID;4-Cyano-4-(thiobenzoylthio)pentanoic acid,97%;1-(2-Carboxyethyl)-1-cyanoethyl benzodithioate
CBNumber:
CB82454696
Molecular Formula:
C13H13NO2S2
Molecular Weight:
279.38
MDL Number:
MFCD10698690
MOL File:
201611-92-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:46
Product description Number Pack Size Price
4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid 722995 1g $171
4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid 722995 5g $560
4-Cyano-4-[(phenylcarbonothioyl)thio]pentanoic Acid C3549 1G $150
4-Cyano-4-[(phenylcarbonothioyl)thio]pentanoic Acid C3549 5G $474
4-Cyano-4-(thiobenzoylthio)pentanoic acid, min. 97% 16-0422 500mg $71

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Properties

Melting point 94-98°C
Boiling point 473.0±55.0 °C(Predicted)
Density 1.309±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Very Slightly), DMSO (Slightly), Methanol
pka 4.07±0.10(Predicted)
form Powder
color pink
Sensitive light sensitive, store cold
InChI InChI=1S/C13H13NO2S2/c1-13(9-14,8-7-11(15)16)18-12(17)10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,15,16)
InChIKey YNKQCPNHMVAWHN-UHFFFAOYSA-N
SMILES C(O)(=O)CCC(C#N)(SC(C1=CC=CC=C1)=S)C
UNSPSC Code 12352100
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280
Hazard Codes  Xi
Risk Statements  43
Safety Statements  36/37
WGK Germany  1
HS Code  2930909899

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 722995 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid 201611-92-9 1g $171 2025-07-31 Buy
Sigma-Aldrich 722995 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid 201611-92-9 5g $560 2025-07-31 Buy
TCI Chemical C3549 4-Cyano-4-[(phenylcarbonothioyl)thio]pentanoic Acid 201611-92-9 1G $150 2025-07-31 Buy
TCI Chemical C3549 4-Cyano-4-[(phenylcarbonothioyl)thio]pentanoic Acid 201611-92-9 5G $474 2025-07-31 Buy
Strem Chemicals 16-0422 4-Cyano-4-(thiobenzoylthio)pentanoic acid, min. 97% 201611-92-9 500mg $71 2024-03-01 Buy
Product number Packaging Price Buy
722995 1g $171 Buy
722995 5g $560 Buy
C3549 1G $150 Buy
C3549 5G $474 Buy
16-0422 500mg $71 Buy

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Chemical Properties,Uses,Production

Uses

A sulfur-based, chain-transfer agent providing a high degree of control for living radical polymerizations utilizing the RAFT (reversible addition-fragmentation chain-transfer polymerization) technique.

Uses

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid is a RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate and methacrylamide monomers. Chain Transfer Agent (CTA).

Uses

Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization

General Description

Need help choosing the correct RAFT Agent? Please consult the RAFT Agent to Monomer compatibility table.

Synthesis

Diphenyldithioperoxyanhydride

5873-93-8

4,4'-Azobis(4-cyanovaleric acid)

2638-94-0

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID

201611-92-9

General procedure: 43 g of bis(thiobenzoyl)disulfide (142 mmol) and 51.68 g of 4,4'-azobis(4-cyanopentanoic acid) (WACO manufacture) were dissolved in 800 g of ethyl acetate and the reaction was carried out at reflux under nitrogen protection for 18 hours. Upon completion of the reaction, the organic phase was distilled under reduced pressure and purified by column chromatography to give 25 g of 4-cyano-4-(thiobenzoylthio)pentanoic acid in 63% yield. 23.14 g of bis(thiobenzoyl)disulfide (75.62 mmol) and 27.524 g of 4,4'-azobis(4-cyanopentanoic acid) (WACO manufacture) were dissolved in 400 g of ethyl acetate and the reaction was carried out at reflux under nitrogen protection for 18 hours. Upon completion of the reaction, the organic phase was distilled under reduced pressure and purified by column chromatography to give 16.9 g of 4-cyano-4-(thiobenzoylthio)pentanoic acid in 64% yield. 18.25 g of bis(thiobenzoyl)disulfide (59.65 mmol) and 21.7 g of 4,4'-azobis(4-cyanopentanoic acid) (WACO manufacture) were dissolved in 350 g of ethyl acetate and reacted at reflux under nitrogen protection for 18 hours. Upon completion of the reaction, the organic phase was distilled under reduced pressure and purified by column chromatography to give 12.7 g of 4-cyano-4-(thiobenzoylthio)pentanoic acid in 61% yield.

References

[1] Chemical Communications, 2011, vol. 47, # 38, p. 10656 - 10658
[2] Tetrahedron Letters, 1999, vol. 40, # 12, p. 2435 - 2438
[3] Patent: US2004/138492, 2004, A1. Location in patent: Page 3
[4] Patent: EP1149075, 2008, B1. Location in patent: Page/Page column 14
[5] Macromolecules, 2004, vol. 37, # 20, p. 7530 - 7537

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Preparation Products And Raw materials

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Suppliers

Global( 128)Suppliers
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Shanghai Daken Advanced Materials Co.,Ltd
+86-2158073036 info@dakenam.com China 13494 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21614 55
career henan chemical co
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TopScience Biochemical
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18503026267 info@antaichem.com CHINA 9636 58
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CR Corporation Limited
+8613062833949 fred.wen@crcorporation.cn China 8645 58
changzhou huayang technology co., ltd
+8615250961469 2571773637@qq.com China 9644 58

View Lastest Price from 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID pictures 2019-08-09 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID
201611-92-9
US $1.00 / KG 1KG 98% 1kg,5kg,100kg Career Henan Chemical Co

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Spectrum

Cyano-4-(thiobenzoylthio)pentanoic acid 4-Cyano-4-(thiobenzoylthio)pentanoic acid, min. 97% 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID 4-(benzenecarbothioylsulfanyl)-4-cyano-4-Methylbutanoic acid 4-Cyano-4-(thiobenzoylthio)pentanoic acid,97% 1-(2-Carboxyethyl)-1-cyanoethyl benzodithioate 4-(4-Cyanopentanoic Acid) Dithiobenzoate 4-Cyano-4-(phenylcarbonothioylthio)pentanoic Acid 4-Cyano-4-[(phenylthioxoMethyl)thio]pentanoic Acid 4-Cyano-4-[(thioben 4-Cyano-4-[(thiobenzoyl)sulfanyl]pentanoic acid 6-Phenyl-6-thioxo-5-thia-4-cyano-4-methylhexanoic acid Dithiobenzoic acid 1-cyano-1-methyl-3-carboxypropyl ester 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid >97% (HPLC) 4-Cyano-4-((phenylcarbonothioyl) 4-Cyano-4-(thiobenzoylthio)pentanoic acid 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid >97% 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOICACID,MIN.97% 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid@1000 μg/mL in Hexane:Acetone (90:10) 4-cyano-4-[(phenylcarbonothioyl)sulfanyl]pentanoic acid Pentanoic acid, 4-cyano-4-[(phenylthioxomethyl)thio]- 4-Cyano-4-[(phenylthiocarbonyl)thio]pentanoic Acid 4-Cyano-8-((phenylcarbonothioyl)thio)pentanoic acid 4-(benzenecarbonothioylsulfanyl)-4-cyanopentanoic acid 4-(benzenecarbonothioylsulfanyl)-4-cyanopentanoicaci (thiobenzoylthio)pentanoic acid 201611-92-9 RAFT organosulfur compound