(+/-)-1.1'-Binaphthalene-2,2'-dithiol
- CAS No.
- 102555-71-5
- Chemical Name:
- (+/-)-1.1'-Binaphthalene-2,2'-dithiol
- Synonyms
- [1,1'-binaphthalene]-2,2'-dithiol;1,1'-Binaphthyl-2,2'-dithiol;()-1.1''-BINAPHTHALENE-2,2''-DITHIO;(+/-)-1.1'-Binaphthalene-2,2'-dithiol;1-(2-SULFANYLNAPHTHALEN-1-YL)NAPHTHALENE-2-THIOL
- CBNumber:
- CB4405847
- Molecular Formula:
- C20H14S2
- Molecular Weight:
- 318.46
- MDL Number:
- MFCD01075227
- MOL File:
- 102555-71-5.mol
- MSDS File:
- SDS
| Melting point | mp 150-151 °C (benzene) |
|---|---|
| Boiling point | 495.0±40.0 °C(Predicted) |
| Density | 1.283±0.06 g/cm3(Predicted) |
| pka | 5.83±0.30(Predicted) |
| InChI | InChI=1S/C20H14S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H |
| InChIKey | PQTIXYILPGIIHM-UHFFFAOYSA-N |
| SMILES | C1(C2=C3C(C=CC=C3)=CC=C2S)=C2C(C=CC=C2)=CC=C1S |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS07,GHS08,GHS09 |
|---|---|
| Signal word | Danger |
| Hazard statements | H315-H319-H413-H372 |
| Precautionary statements | P501-P273-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 |
(+/-)-1.1'-Binaphthalene-2,2'-dithiol price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| aablocks | AA0007MR | [1,1'-Binaphthalene]-2,2'-dithiol 97% | 102555-71-5 | 100mg | $99 | 2026-05-25 | Buy |
| aablocks | AA0007MR | [1,1'-Binaphthalene]-2,2'-dithiol 97% | 102555-71-5 | 250mg | $178 | 2026-05-25 | Buy |
| American Custom Chemicals Corporation | CHM0015057 | (+/-)-1,1'-BINAPHTHALENE-2,2'-DITHIOL 95.00% | 102555-71-5 | 2G | $1848 | 2021-12-16 | Buy |
(+/-)-1.1'-Binaphthalene-2,2'-dithiol Chemical Properties, Uses, Production
Uses
1,1''-Binaphthyl-2,2''-dithiol is used in the preparation of chiral, atropisomeric organosulfur compounds.
Preparation
the original procedure of 1,1'-Binaphthyl-2,2'-dithiol used Ullman coupling of 1-bromo-2-naphthalenesulfonic acid. The intermediate 1,1′-binaphthalene-2,2′-sulfonic acid can be resolved with strychnine. Lithiation of 2,2′- dibromo-1,1′-binaphthalene with t-butyllithium, quenching with sulfur, and reduction of the resulting disulfide is an alternative preparation of the racemic dithiol. More practical procedures entail Newman-Kwart rearrangement of the thioester derived from binaphthol and dimethylthiocarbamoyl chloride, followed by hydrolysis. Use of enantiomerically pure binaphthol as starting material gives the enantiomerically pure reagent. Another resolution procedure involves enantioselective oxidation of sulfides which can be further transformed into the dithiol.
storage
(+/-)-1,1'-Binaphthyl-2,2'-dithiol oxidizes easily to the disulfide and should be stored under inert atmosphere. Use in a fume hood.
(+/-)-1.1'-Binaphthalene-2,2'-dithiol Preparation Products And Raw materials
Raw materials
Preparation Products
(+/-)-1.1'-Binaphthalene-2,2'-dithiol Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shijiazhuang Molechem PharmaTech Co.Ltd | 18103213005 | molechem2024@163.com | China | 87 | 58 |
| Alfa Chemistry | 1-516-6625404 | support@alfa-chemistry.com | United States | 9170 | 60 |
| Shanghai Chiral bio-compound co., Ltd. | 021-5068 3667/17749785980/1029026415; 17749785980 | 1029026415@qq.com | China | 4501 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Zhengzhou Huiju Chemical Co., Ltd. | 0371-55900031 18137872243 | 3927209986@qq.com | China | 9999 | 55 |
| Shanghai Anyinuo Biomedical Technology Co., Ltd. | 021-34625901 | 420970979@qq.com | China | 5982 | 58 |
| Beijing Minruida Technology Co., Ltd. | 010-82387566 | sales@mreda.com.cn | China | 19323 | 58 |
| Alfa Chemistry | +1-5166625404; | Info@alfa-chemistry.com | United States | 20000 | 58 |
| Zhengzhou Alfa Chemical Co.,Ltd | +86-18530059196 | sale04@alfachem.cn | China | 9745 | 58 |
| Henan Lien Chemical Products Co., Ltd. | 0371-63357898 15378766539 | 535046669@qq.com | China | 5743 | 58 |
