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
| 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 |
| 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 |
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 |
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
5873-93-8
2638-94-0
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| 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 | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29847 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| TopScience Biochemical | 00852-68527855 | info@itopbiochem.com | China Hong Kong | 902 | 58 |
| CHEMSOON CO.,LTD. | +8613761723174 | sales01@chemsoon.com | China | 1211 | 58 |
| Antai Fine Chemical Technology Co.,Limited | 18503026267 | info@antaichem.com | CHINA | 9636 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52846 | 58 |
| 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
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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 |
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- 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID
201611-92-9
- US $1.00 / KG
- 98%
- Career Henan Chemical Co





