24460-74-0

Basic information

• Product Name: Lauryl chloroformate
• Synonyms: LAURYL CHLOROFORMATE;DODECYL CHLOROFORMATE;CHLOROFORMIC ACID LAURYL ESTER;CHLOROFORMIC ACID DODECYL ESTER;N-DODECYLCHLOROFORMATE;LAURYL CHLOROFORMATE 98%;LAURYLCHLOPOFORMATE;Chloridocarbonic acid dodecyl ester
• CAS NO: 24460-74-0
• Molecular Formula: C₁₃H₂₅ClO₂
• Molecular Weight: 248.79
• EINECS: 246-272-6
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks;Agrochemicals
• Mol File: 24460-74-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 168 °C / 20mmHg
• Flash Point: 230 °F
• Appearance: /
• Density: 0.922 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.33 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.442(lit.)
• CAS DataBase Reference: Lauryl chloroformate(CAS DataBase Reference)
• NIST Chemistry Reference: Lauryl chloroformate(24460-74-0)
• EPA Substance Registry System: Lauryl chloroformate(24460-74-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 24460-74-0(Hazardous Substances Data)

Usage

General Description

Lauryl chloroformate is a chemical compound with the molecular formula C12H23ClO2. It is a derivative of lauryl alcohol and is commonly used as an intermediate in the production of other organic compounds. Lauryl chloroformate is a colorless to pale yellow liquid with a pungent odor, and it is highly reactive and flammable. It is primarily used in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of surfactants, lubricants, and coatings. Due to its reactivity and potential hazards, lauryl chloroformate must be handled and stored with caution, and proper safety measures should be followed while working with this compound.

InChI:InChI=1/C13H25ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-16-13(14)15/h2-12H2,1H3

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 

Downstream Products

• 554439-74-6 2-dodecyloxy-5-methyl-4-oxo-4H-thieno[2,3-d][1,3]oxazine-6-carboxylic acid benzyl ester 
• 1414932-71-0 dodecyl (4-(3-oxomorpholin)phenyl)carbamate 
• 590364-53-7 5-Dodecyloxy-3-(4-trifluoromethoxy-phenyl)-3H-(1,3,4)-oxadiazol-2-one 
• 158961-81-0 (S)-N-(dodecoxycarbonyl)valine 
• 133230-84-9 S₁₂-L-Phe-L-His-OH 
• 133230-73-6 S₁₂-L-Phe-L-His-OMe 
• 112-52-7 1-chlorododecane 
• 133230-66-7 2-Dodecyloxycarbonylamino-3-phenyl-propionic acid 
• 53083-30-0 Carbonic acid dodecyl ester 3-oxo-2-(2,4,6-trimethyl-phenyl)-3H-inden-1-yl ester 
• 5796-07-6 phenyl-carbamic acid dodecyl ester 

Relevant articles and documents

Rotation about the Carbonyl Carbon-Nitrogen Bond in Micelles of N-(Dodecyloxycarbonyl)sarcosinate

The sodium salt of the title compound forms micelles readily, exhibiting a critical micelle concentration of 6 * 10-4 M at 25 deg C.Quasi-elastic light scattering shows that most of the micelles are approximately 6.0 nm in diameter, although indications of larger aggregates (ca.170 nm diameter) were also observed.These diameters do not change beyond experimental error over the temperature range 25-50 deg C.Proton NMR experiments were used to determine the kinetics of rotation about the carbonyl carbon-nitrogen bond of the detergent both in micelles and in the monomer.While ΔG for rotation was found to be independent of aggregation state, ΔH and ΔS for the process are substantially larger in the micelle.Variations in the activation parameters as the identity of the counterion is changed suggest that disruption of ionic interactions as the surface of the micelle is a part of the rotational process.

New mimics of the acetate function in pheromone-based attraction

Several analogues of (Z)-8-dodecenyl acetate (1a), the major pheromone component of the Oriental fruit moth, Cydia molesta, with chloroformate and lactone functional groups in place of the acetate moiety, were synthesized and investigated for their biological activity at four evaluation levels, i.e. by electroantennography (EAG), electrosensillography (ESG), short-range sexual stimulation and activation in the flight-tunnel. We found very strict requirements on the shape as well as on the electron distribution of the acetate group for a productive interaction with the receptor. The behavioral results showed that, among the analogues investigated, the chloroformate 1b, alken-4-olide 2a and also dodecyl acetate (1c) possess significant (60-85%) inhibitory activities. Based on electrophysiological evidence demonstrating that (i) only 1b is competing with the major pheromone component 1a for the same receptor sites on the male antennal sensilla, (ii) 1c elicits moderate EAG but no ESG responses and (iii) 2a does not produce any electrophysiological response at all, three possible inhibitory mechanisms by which these analogues are acting could be distinguished.

Pyrene-derived novel one- and two-component organogelators

A new class of alkyl-chainappended pyrene derivatives 4 - 14 were synthesized and evaluated for their gelation abilities. Depending on the nature of the linking group, these compounds gelated a number of organic solvents, either in the presence or in the absence of the acceptor molecule 2,4,7-trinitrofluorenone (TNF). Compounds with ester, ether, or alkyl linkages gelated a number of hydroxylic and hydrocarbon solvents by means of a charge-transfer interaction with TNF, while compounds with amide, urethane and urea linkers formed gels on their own in a variety of solvents by means of π-π stacking and hydrogen-bonding interactions. The X-ray crystal structure of urethane (S)-12 showed hydrogen-bonding and stacking features, as suggested by the model. The gels obtained were investigated by spectroscopic and electron microscopic techniques which provided structural insights.