203-85-0

Basic information

• Product Name: 1H,3H-Naphtho[1,8-cd]thiopyran
• Synonyms: 1H,3H-Naphtho[1,8-cd]thiopyran
• CAS NO: 203-85-0
• Molecular Formula: C₁₂H₁₀S
• Molecular Weight: 186.27
• EINECS: 210-060-1
• Mol File: 203-85-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 372.4°Cat760mmHg
• Flash Point: 181.3°C
• Appearance: /
• Density: 1.224
• Vapor Pressure: 2.06E-05mmHg at 25°C
• Refractive Index: 1.715
• CAS DataBase Reference: 1H,3H-Naphtho[1,8-cd]thiopyran(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,3H-Naphtho[1,8-cd]thiopyran(203-85-0)
• EPA Substance Registry System: 1H,3H-Naphtho[1,8-cd]thiopyran(203-85-0)

Safety Data

• Hazardous Substances Data: 203-85-0(Hazardous Substances Data)

Usage

General Description

1H,3H-Naphtho[1,8-cd]thiopyran is a chemical compound with a molecular formula of C18H12S. It is a polycyclic aromatic hydrocarbon with a unique structure that contains a thiopyran ring. 1H,3H-Naphtho[1,8-cd]thiopyran has potential applications in organic synthesis, medicinal chemistry, and material science due to its diverse reactivity and properties. It is also of interest in the field of organic electronics and photonics due to its photoresponsive nature. 1H,3H-Naphtho[1,8-cd]thiopyran has been studied for its potential biological activities, including its antioxidant and anticancer properties. However, further research is needed to fully understand and utilize the potential of this chemical compound.

InChI:InChI=1/C12H10S/c1-3-9-4-2-6-11-8-13-7-10(5-1)12(9)11/h1-6H,7-8H2

Upstream product

• 2025-95-8 1,8-bis(bromomethyl)naphthalene 
• 2026-08-6 naphthalene-1,8-diyldimethanol 

Downstream Products

• 875761-79-8 C₂₉H₂₈N₂S 
• 875761-76-5 C₄₄H₄₀N₂O₂S 
• 875761-74-3 C₄₆H₄₆N₄S 
• 14209-08-6 1,2-dibromoacenaphthene 
• 208-96-8 acenaphthylene 

Relevant articles and documents

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Ramberg-Baecklund Reaction of 1,3-Dibromo-1H,3H-naphthothiopyran 2,2-Dioxide. Formation of Acenaphthyne Intermediate

Radical bromination of 1H,3H-naphthothiopyran 2,2-dioxide (15) gave the corresponding monobromo sulfone 16 (48percent), dibromo sulfone 12 (43percent; cis/trans = 64/36), and tribromo sulfone 17 (5percent).Ramberg-Baecklund reaction of 12 was investigated under a variety of coditions with expectation of the formation of thiirene dioxide 11 from which generation of acenaphthyne (5) would be expected both thermally and photochemically.Observed characteristic features of the reaction are as follows: (i) the use of triethylamine as base yielded 1-bromo-acenaphthylene (20; 39percent) and debrominated products 15 (5percent) and 16 (9percent); (ii) the use of sodium methoxide as base afforded decacyclene (3) surprisingly, though in a trace amount, in addition to 20 (75percent) and acenaphthylene (18; 9percent); (iii) the use of potassium tert-butoxide as base gave an improved yield of 3 (5percent) along with 20 (36percent) and 18 (27percent).The formation of 3 may best be rationalized by assuming the generation of acenaphthyne intermediate 5 from 11 by loss of sulfur dioxide.