4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol

C23H28O4

CAS40278-59-9
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt

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Identification

CAS Number
40278-59-9
EC Number
400-270-3
UN Number
3077
Index Number
604-026-00-9
PubChem CID
10937491

Physical-chemical properties

Molecular Formula
C23H28O4
Molar Mass
368.50 g/mol
IUPAC Name
4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol

Chemical Identifiers

InChI
InChI=1S/C23H28O4/c1-13-7-19-15(9-17(13)24)21(3,4)11-23(26-19)12-22(5,6)16-10-18(25)14(2)8-20(16)27-23/h7-10,24-25H,11-12H2,1-6H3
InChI Key
HPPJCHQXOCLCJJ-UHFFFAOYSA-N

Overview

4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol (CAS 40278-59-9) is a spiro-chromene compound with photochromic properties and dual phenolic functionality. This specialized organic compound belongs to the spirochromene family, characterized by its unique spiro-linked bicyclic structure connecting two chromene rings. With a molecular formula of C23H28O4 and molecular weight of 368.5 g/mol, this substance exhibits distinctive photochromic behavior due to its conjugated chromene system. The presence of six methyl substituents and two hydroxyl groups provides enhanced stability and specific reactivity patterns that make it valuable for various industrial applications. From a safety perspective, 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is classified under ADR Class 9 miscellaneous dangerous goods and carries the GHS09 environmental hazard pictogram. It presents chronic aquatic toxicity (Category 2), requiring appropriate handling precautions and environmental protection measures during storage and use. While no specific signal word is assigned, proper industrial hygiene practices should be maintained when working with this material. The compound finds primary application in photochromic systems for optical devices, smart coatings, and UV-responsive materials. Its stable spiro structure makes it particularly suitable for developing long-lasting color-changing materials in automotive and architectural applications. Additionally, it serves as an intermediate in synthesizing more complex photochromic compounds, sometimes used alongside other specialty chemicals like N-tert-butyl-N'-(4-ethylbenzoyl)-3,5-dimethylbenzohydrazide in advanced formulation work. OYSI maintains reliable supply chains for this specialized chromene compound, supporting European manufacturers in photochromic and optical material development with consistent quality and technical support.

Safety & Classification

Classification:

Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H411

Toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping Name2,2'-Spirobi(6-hydroxy-4,4,7-trimethylchroman)
Marine PollutantNo

Frequently Asked Questions

What is 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol?

4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is an organic compound with the molecular formula C23H28O4 and CAS number 40278-59-9. This spirobi-chromene derivative has a molecular weight of 368.5 g/mol and features a unique spirocyclic structure with two chromene rings connected through a spiro center. The compound contains multiple methyl substituents and hydroxyl groups, making it a complex polyphenolic structure with specific chemical properties.

What are the physicochemical properties of 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol?

4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is a solid organic compound at room temperature with a molecular weight of 368.5 g/mol. The presence of hydroxyl groups and the aromatic chromene rings suggest moderate polarity, likely affecting its solubility characteristics. The compound's spirocyclic structure and multiple methyl groups contribute to its stability and specific physical properties, though detailed data on melting point, boiling point, and solubility would require specific analytical characterization.

What is 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol used for?

4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is primarily used in specialty chemical applications due to its unique spirocyclic chromene structure. The compound's phenolic nature and structural characteristics make it suitable for research applications, potentially in materials science, organic synthesis, or as an intermediate in pharmaceutical development. Its specific applications depend on its photochemical properties and reactivity, typical of chromene derivatives used in advanced chemical formulations.

How to handle 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol safely?

Handle 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol with standard laboratory safety precautions including wearing appropriate personal protective equipment such as safety glasses, gloves, and lab coats. Work in well-ventilated areas or under fume hoods to prevent inhalation. Although no specific signal word is assigned, avoid direct contact with skin and eyes. Ensure proper hygiene practices including hand washing after handling and avoid eating, drinking, or smoking in work areas.

How to store 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol correctly?

Store 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol in tightly sealed containers in a cool, dry place away from direct sunlight and heat sources. Given its chromene structure, protection from light is particularly important to prevent photochemical degradation. Keep the material in original packaging when possible, ensure proper labeling, and store away from incompatible materials. Maintain storage areas with appropriate temperature control and ventilation to preserve product integrity.

What to do in case of contact with 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol?

In case of skin contact with 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol, immediately wash affected area with plenty of soap and water for at least 15 minutes. For eye contact, rinse thoroughly with clean water for several minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. In case of ingestion, rinse mouth and drink water if conscious. Seek medical attention if irritation persists or if large quantities are involved.

How to dispose of 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol properly?

Dispose of 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol according to local and national environmental regulations. The compound is classified as Aquatic Chronic 2, indicating potential environmental impact, so it requires careful disposal through authorized waste management facilities. Do not discharge to drains, water sources, or soil. Contact licensed chemical waste disposal companies for proper treatment and destruction. Ensure proper documentation and tracking of waste disposal in accordance with regulatory requirements.

How to transport 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol?

Transport 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol as ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III. This classification indicates it poses a lower degree of danger during transport but still requires compliance with dangerous goods regulations. Use appropriate packaging materials that meet UN specification requirements, ensure proper labeling with GHS09 environmental hazard pictogram, and include necessary transport documentation. Follow ADR guidelines for loading, handling, and emergency procedures during transportation.

Is 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol subject to specific regulations?

4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is subject to REACH regulation for chemical registration and CLP regulation for classification and labeling in the EU. The compound is classified under GHS as Aquatic Chronic 2, requiring appropriate hazard communication. It is not currently identified as a Substance of Very High Concern (SVHC). Manufacturers and importers must comply with registration requirements, safety data sheet provisions, and proper hazard classification according to European chemical legislation.

Where to buy 4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol in Europe?

4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is available through OYSI, a specialized European distributor of chemical products. OYSI provides access to this specialty compound for research and industrial applications across Europe, ensuring compliance with local regulations and proper documentation. Contact OYSI directly for availability, technical specifications, and procurement details. As a professional chemical distributor, OYSI can provide the necessary safety data sheets, certificates of analysis, and regulatory documentation required for this compound.

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4,4,4',4',7,7'-hexamethyl-2,2'-spirobi[3H-chromene]-6,6'-diol is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.