Uses
ChemicalBook > CAS DataBase List > 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID

4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID

Uses
Product Name
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
Formula Weight
279.38
MOL File
201611-92-9.mol
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4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Property

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
form 
Powder
pka
4.07±0.10(Predicted)
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
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
1
HS Code 
2930909899
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
722995
Product name
4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid
Packaging
1g
Price
$171
Updated
2025/07/31
Sigma-Aldrich
Product number
722995
Product name
4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid
Packaging
5g
Price
$560
Updated
2025/07/31
TCI Chemical
Product number
C3549
Product name
4-Cyano-4-[(phenylcarbonothioyl)thio]pentanoic Acid
Packaging
1G
Price
$150
Updated
2025/07/31
TCI Chemical
Product number
C3549
Product name
4-Cyano-4-[(phenylcarbonothioyl)thio]pentanoic Acid
Packaging
5G
Price
$474
Updated
2025/07/31
Strem Chemicals
Product number
16-0422
Product name
4-Cyano-4-(thiobenzoylthio)pentanoic acid, min. 97%
Packaging
500mg
Price
$71
Updated
2024/03/01
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4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID Chemical Properties,Usage,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

Raw materials

Preparation Products

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

Shandong Mailifeng Biotechnology Co., Ltd.
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18032852911
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2701131818@qq.com
Country
China
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Zibo Yintai Medical Technology Co., LTD
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18766946537
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2271916572@qq.com
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China
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163
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58
J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
Email
sales8178@energy-chemical.com
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China
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Chemsky (shanghai) International Co.,Ltd
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021-50135380
Email
shchemsky@sina.com
Country
China
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AF Biochem Co., Ltd.
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+86-028-60911900 13540204019
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sales@afbiochem.com
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China
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479
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TOKYO CHEMICAL INDUSTRY CO., LTD.
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03-36680489
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03-3668-0520
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Sales-JP@TCIchemicals.com
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Japan
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28387
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TCI Europe
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320-37350700
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+32 (0)37350701
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sales@tcieurope.eu
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Europe
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TCI AMERICA
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800-4238616
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+1-888-520-1075 / +1-503-283-1987
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sales@tciamerica.com
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Americas
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
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400-6206333 13167063860
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021-50323701
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anhua.mao@aladdin-e.com
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View Lastest Price from 4-CYANO-4-(THIOBENZOYLTHIO)PENTANOIC ACID manufacturers

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

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