2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate

C19H20O4

CAS85-68-7
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
85-68-7
EC Number
201-622-7
UN Number
3082
Index Number
607-430-00-3
PubChem CID
2347

Physical-chemical properties

Molecular Formula
C19H20O4
Molar Mass
312.40 g/mol
IUPAC Name
2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate

Chemical Identifiers

InChI
InChI=1S/C19H20O4/c1-2-3-13-22-18(20)16-11-7-8-12-17(16)19(21)23-14-15-9-5-4-6-10-15/h4-12H,2-3,13-14H2,1H3
InChI Key
IRIAEXORFWYRCZ-UHFFFAOYSA-N

Overview

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate (CAS 85-68-7) is a phthalate ester compound with plasticizing properties and significant regulatory restrictions due to reproductive toxicity concerns. This aromatic dicarboxylate ester, with molecular formula C19H20O4 and molecular weight 312.4 g/mol, represents a specialized phthalate derivative featuring both benzyl and butyl ester groups attached to a benzene-1,2-dicarboxylate backbone. The compound is classified under EC number 201-622-7 and falls within the broader category of phthalate plasticizers, though its mixed ester structure distinguishes it from conventional symmetric phthalates. Unlike structurally unrelated compounds such as 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one, this phthalate derivative exhibits the characteristic flexibility-enhancing properties associated with dicarboxylate esters. The substance carries severe regulatory classifications including Reproductive toxicity Category 1B and acute/chronic aquatic toxicity, requiring GHS08 (health hazard) and GHS09 (environmental hazard) pictograms with a "Danger" signal word. Transport classification under ADR Class 9 reflects its miscellaneous dangerous substance status. These safety profiles necessitate stringent handling protocols and specialized storage conditions to prevent environmental release and human exposure. Industrial applications primarily focus on specialized plasticizer formulations where its unique mixed ester structure provides specific performance characteristics in polymer modification. The compound finds use in certain adhesive formulations and as an intermediate in advanced material synthesis, though regulatory restrictions significantly limit its commercial deployment compared to conventional plasticizers. OYSI maintains technical-grade 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate availability for qualified industrial customers requiring specialized phthalate derivatives, ensuring full regulatory compliance and comprehensive safety documentation.

Safety & Classification

Danger
Classification:

Repr. 1B; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H400

Very toxic to aquatic life.

H410

Very 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 Number3082
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameBenzylbutylphthalat
Marine PollutantNo

Frequently Asked Questions

What is 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate is a phthalate ester compound with the molecular formula C19H20O4 and CAS number 85-68-7. This chemical substance has a molecular weight of 312.4 g/mol and belongs to the benzyl butyl phthalate family. It is classified as a reproductive toxicant category 1B and poses significant environmental hazards to aquatic life. The compound is regulated under various chemical safety frameworks due to its hazardous properties.

What are the physicochemical properties of 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate is typically a clear to pale yellow oily liquid at room temperature with a characteristic mild odor. The compound has limited water solubility but dissolves readily in organic solvents such as alcohols, ethers, and aromatic hydrocarbons. Its molecular structure consists of a benzene ring with two ester substituents, contributing to its lipophilic nature and relatively high boiling point typical of phthalate esters.

What is 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate used for?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate is primarily used as a plasticizer in polymer applications to increase flexibility and workability of plastic materials. It finds applications in the production of flexible PVC products, coatings, adhesives, and sealants. The compound may also serve as an intermediate in chemical synthesis processes. However, due to its reproductive toxicity classification and environmental concerns, its use is increasingly restricted in consumer products, particularly those intended for food contact or children's articles.

How to handle 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate safely?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate requires careful handling due to its reproductive toxicity and environmental hazards. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or use local exhaust ventilation to minimize inhalation exposure. Avoid skin and eye contact, and prevent release to the environment. Pregnant workers should avoid exposure due to the substance's reproductive toxicity classification. Always wash hands thoroughly after handling.

How to store 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate correctly?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate should be stored in tightly sealed original containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Storage areas must have appropriate containment measures to prevent environmental release. Keep away from incompatible materials such as strong oxidizing agents and bases. Ensure storage areas are equipped with spill containment systems and maintain appropriate temperature controls to prevent degradation. Access should be restricted to trained personnel only.

What to do in case of contact with 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate?

Immediate action is required in case of contact with 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, rinse immediately with plenty of clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms develop or persist.

How to dispose of 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate appropriately?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate must be disposed of as hazardous waste according to local and national environmental regulations. The substance cannot be disposed of in regular waste streams due to its reproductive toxicity and aquatic toxicity. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Incineration at high temperatures in approved facilities is typically the preferred disposal method. Ensure all disposal activities comply with waste classification codes and transport requirements for hazardous materials.

How to transport 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate is classified under ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transport purposes. This classification requires specific packaging, labeling, and documentation requirements for road transport. Packages must bear appropriate hazard labels and proper shipping names. Transport vehicles need placarding and drivers require ADR training certificates. Ensure compliance with quantity limitations and segregation requirements during transport. All transport documentation must include emergency response information.

Is 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate subject to specific regulations?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate is subject to extensive regulatory oversight under REACH registration requirements and CLP classification as reproductive toxicant category 1B. The substance faces restrictions in various applications, particularly in consumer products and articles intended for children. Environmental regulations apply due to its aquatic toxicity classification. While not currently listed as an SVHC, its hazardous properties mean it may face future regulatory restrictions. Companies must comply with worker protection regulations and environmental discharge limits.

Where to buy 2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate in Europe?

2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate is available through OYSI, a specialized European distributor of technical chemicals and industrial raw materials. OYSI provides reliable supply chains for professional and industrial customers requiring this phthalate ester for legitimate manufacturing applications. Due to regulatory restrictions, purchases are limited to qualified industrial users with appropriate handling capabilities and safety measures. Contact OYSI directly for availability, technical specifications, and regulatory compliance documentation required for this controlled substance.

Data Sources

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