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DODECYL ACETATE, also known as Lauryl acetate, is a chemical compound with a characteristic citrus-rose odor. The corresponding flavor develops only on dilution. It can be prepared by acetylation of lauryl alcohol and is found in various natural sources such as sour cherry, cardamom, bitter orange, lime, lemon, and mandarin peel oils.

112-66-3

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112-66-3 Usage

Uses

Used in the Purification Process of Quartz Sand:
DODECYL ACETATE is used as a foaming agent for the purification process of quartz sand, aiding in the separation and cleaning of the sand.
Used in Essential Oils:
DODECYL ACETATE is a main component of the essential oil from the flowers of Etlingera elatior (Jack) R. M. Smith, which exhibits antimicrobial activity against Staphylococcus aureus, Bacillus cereus, Candida albicans, and Cryptococcus neoformans.
Used in the Pharmaceutical Industry:
DODECYL ACETATE, due to its antimicrobial properties, can be utilized in the development of pharmaceutical products targeting the mentioned microorganisms, contributing to the treatment and prevention of various infections.
Used in the Fragrance Industry:
Given its citrus-rose odor, DODECYL ACETATE can be employed in the fragrance industry to create unique and appealing scents for various products such as perfumes, cosmetics, and cleaning agents.
Used in the Flavor Industry:
DODECYL ACETATE's unique flavor profile, which develops upon dilution, makes it a valuable ingredient in the flavor industry for enhancing the taste of food and beverages.

Preparation

By acetylation of lauryl alcohol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 764, 1973 DOI: 10.1021/jo00944a031Synthesis, p. 309, 1971

Toxicity evaluation

Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1974). In a study of toxicity to fish, the toxic concentration of lauryl acetate to Carassius auratus and Salmo gairdnerii during a 6-hr observation period at 15°C was found to be 5.20 mg/litre.The surface tension (50.1) was not related directly to the toxicity (Marchetti, 1964).

Check Digit Verification of cas no

The CAS Registry Mumber 112-66-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 112-66:
(5*1)+(4*1)+(3*2)+(2*6)+(1*6)=33
33 % 10 = 3
So 112-66-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H28O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h3-13H2,1-2H3

112-66-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dodecyl Acetate

1.2 Other means of identification

Product number -
Other names Acetic Acid Dodecyl Ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112-66-3 SDS

112-66-3Related news

Microencapsulation of DODECYL ACETATE (cas 112-66-3) by complex coacervation of whey protein with acacia gum and its release behavior08/21/2019

Complex coacervation of whey protein (WP) with acacia gum (AG) was carried out in water with the presence of dodecyl acetate (DA), a component of insect sex pheromones, in order to obtain microcapsules with DA as the core material and WP–AG coacervate as the wall materials. Through variations i...detailed

112-66-3Relevant academic research and scientific papers

CARBONYLATION DES COMPLEXES μ-ALKYLIDENIQUES: MISE EN EVIDENCE D'UN COMPOSE MINEUR PROVENANT D'UNE DOUBLE INSERTION DE CO

Navarre, D.,Rose-Munch, F.,Rudler, H.

, p. C15 - C18 (1985)

While the μ-alkylidenetungsten complex, (CO)9W2CHCH=C(CH3)2 gives the expected ester resulting from CO insertion-solvolysis reactions, the μ-alkylideneiron complex (CO)8Fe2CH2 gives, as well as the expected ester, a malonate formed by double carbonylation of the bridging carbon atom.

Environmentally benign decarboxylative: N-, O-, and S-Acetylations and acylations

Ghosh, Santanu,Purkait, Anisha,Jana, Chandan K.

supporting information, p. 8721 - 8727 (2020/12/30)

An operationally simple and general method for acetylation and acylation of a wide variety of substrates (amines, alcohols, phenols, thiols, and hydrazones) has been reported. Meldrum's acid and its derivatives have been used as an air-stable, non-volatile, cost-effective, and easy to handle acetylating/acylating agent. Easily separable byproducts (CO2 and acetone) allowed the isolation of analytically pure acetylated products without the requirement of work-up and any chromatography. This journal is

Dodecyl sodium sulfoacetate synthesis process

-

Paragraph 0034-0036, (2019/02/13)

The invention relates to the technical field of chemical synthesis processes, particularly to a dodecyl sodium sulfoacetate synthesis process. According to the present invention, by adjusting the feeding weight ratio, optimizing the reaction conditions and improving the dodecyl sodium sulfoacetate synthesis route, the requirements on the compound reaction conditions are low, the control of the reaction is simple, and the yield is increased while the quality of the intermediate product is greatly improved so as to reduce the process control difficulty in the dodecyl sodium sulfoacetate production process and improve the quality and the qualification rate of dodecyl sodium sulfoacetate; and various steps of the preparation process are simple, the solvents and the process conditions are safeand easy to perform, the environmental protection production is achieved, and the method has broad application prospects.

Novel SO3H-functionalized polyoxometalate-based ionic liquids as highly efficient catalysts for esterification reaction

Keshavarz, Mosadegh,Iravani, Nasir,Parhami, Abolfath

, p. 272 - 278 (2019/04/25)

Three novel heteropolyanion-based Br?nsted acidic ionic liquids (BAILs), butane mono sulfoacid-functionalized 1,10-phenanthrolinum, butane mono and bis sulfoacid-functionalized 1,4-dimethylpiperazinium salts of phosphortungstate catalyst (PhBs1-PW, [PipBs1]3-PW and [PipBs2]3-(PW)2) were synthesized and well characterized with FTIR, 1H and 13C NMR, Electro-Spray Ionization Mass Spectrometry (ESI-MS), Elemental analysis (CHNS), EDX and TG analysis techniques. The esterification reactions of monocarboxylic acids with monohydric alcohols were carried out using these catalysts. The introduced catalysts present a self-separation performance after reaction, which can be easily recovered and quite steadily reused as confirmed by six-run recycling test. Moreover, bis sulfoacid-functionalized 1,4-dimethylpiperazinium salt of phosphortungstate showed the best catalytic performance among the prepared catalysts for the esterification reaction.

Lipase-mediated selective acetylation of primary alcohols in ethyl acetate

de Souza, Ernane C.,Romero-Ortega, Moises,Olivo, Horacio F.

supporting information, p. 287 - 290 (2017/12/29)

An environmental friendly process to selectively acetylate primary alcohols was demonstrated. The esterification process consists of treatment of a primary alcohol in the presence of immobilized C. antarctica lipase (Novozyme-435) in ethyl acetate at room temperature. Primary alcohols were acetylated in the presence of secondary alcohols and phenols.

A General Catalytic Method for Highly Cost- and Atom-Efficient Nucleophilic Substitutions

Huy, Peter H.,Filbrich, Isabel

supporting information, p. 7410 - 7416 (2018/04/30)

A general formamide-catalyzed protocol for the efficient transformation of alcohols into alkyl chlorides, which is promoted by substoichiometric amounts (down to 34 mol %) of inexpensive trichlorotriazine (TCT), is introduced. This is the first example of a TCT-mediated dihydroxychlorination of an OH-containing substrate (e.g., alcohols and carboxylic acids) in which all three chlorine atoms of TCT are transferred to the starting material. The consequently enhanced atom economy facilitates a significantly improved waste balance (E-factors down to 4), cost efficiency, and scalability (>50 g). Furthermore, the current procedure is distinguished by high levels of functional-group compatibility and stereoselectivity, as only weakly acidic cyanuric acid is released as exclusive byproduct. Finally, a one-pot protocol for the preparation of amines, azides, ethers, and sulfides enabled the synthesis of the drug rivastigmine with twofold SN2 inversion, which demonstrates the high practical value of the presented method.

Nucleophilic Substitutions of Alcohols in High Levels of Catalytic Efficiency

Stach, Tanja,Dr?ger, Julia,Huy, Peter H.

supporting information, p. 2980 - 2983 (2018/05/28)

A practical method for the nucleophilic substitution (SN) of alcohols furnishing alkyl chlorides, bromides, and iodides under stereochemical inversion in high catalytic efficacy is introduced. The fusion of diethylcyclopropenone as a simple Lewis base organocatalyst and benzoyl chloride as a reagent allows notable turnover numbers up to 100. Moreover, the use of plain acetyl chloride as a stoichiometric promotor in an invertive SN-type transformation is demonstrated for the first time. The operationally straightforward protocol exhibits high levels of stereoselectivity and scalability and tolerates a variety of functional groups.

Ethyl acetate as an acetyl surrogate for the iodine catalyzed acetylation of alcohols

Basumatary, Grace,Bez, Ghanashyam

supporting information, p. 4312 - 4315 (2017/10/13)

The use of readily available ethyl acetate in the presence of iodine as an alternative acetylating agent is reported. Amines and phenols were unreactive under the examined reaction conditions, indicating that the method is highly chemoselective.

Graphite oxide-catalyzed acetylation of alcohols and phenols

Liu, Yuan-Yuan,Qi, Jun-Mei,Bai, Li-Sha,Xu, Yue-Long,Ma, Ning,Sun, Fei-Fei

supporting information, p. 726 - 730 (2016/05/19)

Graphite oxide (GO) was used as a catalyst for the reactions of alcohols and phenols with acetic anhydride. The acetates of primary and secondary alcohols were prepared in good to excellent yields in short reaction time under mild conditions. Electron deficient phenols could be converted to the corresponding acetates steadily. As an efficient catalyst, GO is easily available, cheap, moderately toxic and weakly acidic.

Oxidative "reverse-esterification" of ethanol with benzyl/alkyl alcohols or aldehydes catalyzed by supported rhodium nanoparticles

Guha, Nitul Ranjan,Sharma, Saurabh,Bhattacherjee, Dhananjay,Thakur, Vandna,Bharti, Richa,Reddy, C. Bal,Das, Pralay

supporting information, p. 1206 - 1211 (2016/03/09)

A very unusual role of polystyrene stabilized rhodium (Rh@PS) nanoparticles as a supported catalyst is described for "reverse-esterification" of ethanol with benzyl/alkyl alcohols or aldehydes. Faster and selective oxidation of ethanol to acetaldehyde and H2 under Rh@PS catalyzed conditions which restricted further oxidation of benzyl/alkyl alcohols and their in situ reaction gave the corresponding acetate esters following the dehydrogenative-coupling approach. A hitherto redox dehydrogenative-coupling of ethanol and aldehydes has also been explored for the same acetate ester synthesis under Rh@PS catalyzed conditions.

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