5663-40-1

Usage

Physical state

Clear, colorless liquid

Odor

Floral, sweet

Uses

a. Fragrance ingredient in personal care products (perfumes, soaps, lotions)
b. Flavoring agent in food products
c. Solvent in pharmaceuticals, dyes, and synthetic resins manufacturing

Health concerns

Classified as a potential human carcinogen

Exposure risks

High levels linked to adverse health effects

Environmental impact

Growing concerns about its use and potential impact on human health and the environment

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 504-63-2 trimethyleneglycol 
• 17887-80-8 1,3-bis(trimethylsiloxy)propane 
• 56637-44-6 2-(4-methylphenyl)-1,3-dithiane 

Downstream Products

• 56637-44-6 2-(4-methylphenyl)-1,3-dithiane 
• 53731-74-1 3,9-di-p-tolyl-2,4,8,10-tetraoxa-spiro[5.5]undecane 
• 23229-29-0 2-(4-methylphenyl)-1,3-dithiolane 
• 508195-77-5 4-methyl-benzoic acid 3-hydroxy-propyl ester 
• 104-87-0 4-methyl-benzaldehyde 
• 64101-91-3 2-(4-methylphenyl)-2-(phenylamino)acetonitrile 
• 15818-64-1 N-(4-methylbenzyl)aniline 
• 1236-89-1 2-(4-methylphenyl)-4-phenylquinoline 
• 1159426-69-3 N,N-dibenzyl-1-(4-methylphenyl)-3-phenyl-2-propynylamine 
• 1243701-30-5 C₁₆H₂₂O₃ 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 4957-14-6 4,4'-dimethyldiphenylmethane 
• 21895-17-0 p-(2-methylbenzyl)toluene 
• 21895-16-9 1-methyl-3-(4-methylbenzyl)benzene 

Relevant academic research and scientific papers

Robust acidic pseudo-ionic liquid catalyst with self-separation ability for esterification and acetalization

The novel acidic pseudo-ionic liquid catalyst with self-separation ability has been synthesized through the quaternization of triphenylphosphine and the acidification with silicotungstic acid. The pseudo-IL showed high activities for the esterification with average conversions over 90%. The pseudo-IL showed even higher activities for acetalization than traditional sulfuric acid. The homogeneous catalytic process benefited the mass transfer efficiency. The pseudo-IL separated from the reaction mixture automatically after reactions, which was superior to other IL catalysts. The high catalytic activities, easy reusability and high stability were the key properties of the novel catalyst, which hold great potential for green chemical processes.

House bulb light-induced photochemical acetalization of carbonyl compounds catalyzed by Eosin Y

We have systematically studied the reactions of acetalization and found that high reaction efficiency can be achieved using cheap and readily available organic Eosin Y as catalyst. The reaction proceeds smoothly under house bulbs and shows excellent functional group tolerance. The substrates of the reaction system are compatible with aromatic aldehydes, aliphatic aldehydes, aromatic ketones, and cyclic ketones with high yields.

Microwave-assisted synthesis and bioactivity of some 2- dichloromethyl-1,3-dioxacycloalkanes

A series of 2-dichloromelhyl-1,3-dioxacycloalkanes (3) was synthesized by microwave-assisted cyclization and insertion reaction. All the compounds were characterized by IR, 1H NMR, 13C NMR, MS and elemental analysis. The single crystal of compound (3b) was determined by X-ray crystallographic analysis. The preliminary bioassay results demonstrated that these compounds could alleviate acetochlor injury to maize.

Bismuth compounds in organic synthesis: Synthesis of dioxanes, dioxepines, and dioxolanes catalyzed by bismuth(III) triflate

A simple method for the synthesis of 1,3-dioxolanes from carbonyl compounds has been developed using 1,2-bis(trimethylsilyloxy)ethane in the presence of bismuth(III) triflate as a catalyst. The bismuth(III) triflate catalyzed synthesis of a range of dioxanes and dioxepines has also been developed. In these latter cases, the carbonyl compound is treated with a diol, and triethyl orthoformate is used as a water scavenger. All these methods avoid the use of a Dean-Stark trap. Georg Thieme Verlag Stuttgart.

Acetalization of carbonyl compounds catalyzed by bismuth triflate under solvent-free conditions

Carbonyl compounds were converted to the corresponding 1,3-dioxolanes and 1,3-dioxanes with ethylene glycol and 1,3-propandiol in the presence of bismuth triflate under solvent-free conditions. In addition, high chemoselective protection of aldehydes in the presence of ketones has been achieved.

Highly efficient and chemoselective acetalization of carbonyl compounds catalyzed by new and reusab e zirconyl triflate, zr0(0tf)2

Various types of aromatic aldehydes were efficiently converted to their corresponding 1,3-dioxanes and 1,3-dioxolane with 1,3-propanediol and ethylene glycol, respectively, in the presence of catalytic amount of ZrO(OTf) 2 in acetonitrile at room temperature. The catalyst can be reused several times without loss of its catalytic activity. Very short reaction times, selective acetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones, very mild reaction conditions, reusability of the catalyst, and easy workup are noteworthy advantages of this method.

N-bromosuccinimide (NBS) catalyzed highly chemoselective acetalization of carbonyl compounds using silylated diols and pentaerythritol under neutral aprotic conditions

Various types of carbonyl compounds are efficiently converted to their 1,3-dioxanes and pentaerythritol diacetals by the use of either 1,3-bistrimethylsiloxy propane (A) or 1,3-bistrimethylsilanyloxy-2,2- bistrimethylsilanyloxymethyl propane (D) and a catalytic amount of N-bromosuccinimide (3-10 mol%) under essentially neutral aprotic condition, respectively. A variety of functionalities such as both aliphatic and phenolic -OTBDMS, -OMe, -OBz, furan ring, double bonds and more significantly phenolic -OTHP survived under the present reaction condition. The efficient conversion of two α-tertiary ketones to their cyclic acetals was also achieved using the present protocol.

2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a versatile, efficient, and chemoselective catalyst for the acetalization and transacetalization of carbonyl compounds, the preparation of acetonides from epoxides and acylals (1,1-diacetates) from aldehydes

The efficient and chemoselective preparation of acetals and ketals from carbonyl compounds, transacetalization reactions, the conversion of epoxides to acetonides, and the preparation of acylals from aldehydes in the presence of catalytic amounts of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) are described.

Highly efficient and chemoselective interchange of 1,3-oxathioacetals and dithioacetals to acetals promoted by N-halosuccinimide

Highly efficient interconversion of a range of 1,3-oxathiolanes, 1,3-dithiolanes and 1,3-dithianes to their acetals at ambient temperature using N-bromosuccinimide or N-chlorosuccinimide and different types of alcohols and diols was investigated.

Iodine-catalyzed, efficient and mild procedure for highly chemoselective acetalization of carbonyl compounds under neutral aprotic conditions

Various types of carbonyl compounds are efficiently converted to their 1,3-dioxanes by the use of 1,3-bis(trimethylsiloxy)propane (BTSP) and a catalytic amount of iodine (3-7 mol%) under essentially neutral aprotic condition.