Lauroyl chloride

Base Information

• Chemical Name: Lauroyl chloride
• CAS No.: 112-16-3
• Deprecated CAS: 1246204-29-4
• Molecular Formula: C12H23ClO
• Molecular Weight: 234.766
• Hs Code.: 2915.90
• European Community (EC) Number: 203-941-7
• UNII: 9LHL10777I
• DSSTox Substance ID: DTXSID5044368
• Nikkaji Number: J96.190F
• Wikipedia: Lauroyl_chloride
• Wikidata: Q27272707
• Metabolomics Workbench ID: 155030
• ChEMBL ID: CHEMBL3561663
• Mol file: 112-16-3.mol

Synonyms:Lauroyl chloride;DODECANOYL CHLORIDE;112-16-3;n-Dodecanoyl chloride;Lauroylchloride;Lauric acid chloride;Dodecanoic acid, chloride;UNII-9LHL10777I;DTXSID5044368;HSDB 5567;9LHL10777I;EINECS 203-941-7;AI3-52409;EC 203-941-7;MFCD00000740;C12H23ClO;dodecanoylchloride;Lauric acid, chloride;Lauroyl chloride, 98%;SCHEMBL160647;1,3-dimethyl-1-methylazourea;CH3(CH2)10C(O)Cl;DODECANOIC ACID,CHLORIDE;C12-H23-Cl-O;CHEMBL3561663;DTXCID3024368;DODECANOYL CHLORIDE [HSDB];STR10231;Tox21_303812;AKOS009031493;DB14670;NCGC00357016-01;CAS-112-16-3;D0972;FT-0627725;Dodecanoyl chloride, purum, >=97.5% (GC);EN300-19952;1,3-dimethyl-1-methylazo-urea;A802503;W-108656;Q27272707

Chemical Property of Lauroyl chloride

Chemical Property:

• Appearance/Colour: colourless to light yellow liquid
• Vapor Pressure: 0.00858mmHg at 25°C
• Melting Point: -17 °C
• Refractive Index: 1.4459
• Boiling Point: 266.6 °C at 760 mmHg
• Flash Point: 122 °C
• PSA: 17.07000
• Density: 0.93 g/cm³
• LogP: 4.67270
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in ethanol and methanol.
• Water Solubility.: reacts
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 218.1437430
• Heavy Atom Count: 14
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

Lauroyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37-29-22-14
• Safety Statements: 26-36/37/39-45-8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CCCCCCCCCCCC(=O)Cl
• Uses: Lauroyl chloride is used as tailoring agent for chemical modification of nanocelluloses of different length, nanofibrillated cellulose and cellulose nanocrystals and in the preparation of acylated collagen with water solubility and better surface activity. It is also employed as organic low-friction boundary lubricant in the preparation of novel polyvinyl alcohol hydrogel.It is used in the synthesis of hemicellulose-based hydrophobic biomaterials.

Technology Process of Lauroyl chloride

There total 17 articles about Lauroyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

lauric acid (143-07-7) + 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9) → n-dodecanoyl chloride (112-16-3)

Guidance literature:

In toluene;

Reference yield: 100.0%

lauric acid (143-07-7) + 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9) → 1,3-dimethyl-2-imidazolidinone (80-73-9) + n-dodecanoyl chloride (112-16-3)

Guidance literature:

In toluene;

Reference yield: 100.0%

lauric acid (143-07-7) → n-dodecanoyl chloride (112-16-3)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 78 ℃; for 3h;

upstream raw materials:

phosgene

lauric acid

oxalyl dichloride

dodecanehydrazide

Downstream raw materials:

1-bromo-tridecan-2-one

NSC 3172

Retinyl laurate

n-propyl laurate

Refernces

• 1、 Alkan, Cemil,Tek, Yusuf,Kahraman, Derya. "Preparation and characterization of a series of thiourea derivatives as phase change materials for thermal energy storage". . p. 769 - 777. Retrieved 2011.
• 2、 Ilies, Marc Antoniu,Seitz, William A.,Johnson, Betty H.,Ezell, Edward L.,Miller, Aaron L.,Thompson, E. Brad,Balaban, Alexandru T.. "Lipophilic pyrylium salts in the synthesis of efficient pyridinium-based cationic lipids, gemini surfactants, and lipophilic oligomers for gene delivery". . p. 3872 - 3887. Retrieved 2006.
• 3、 Cheung, Julie,Field, Leslie D.,Sternhell, Sever. "Highly Efficient Chirality Inductors Based on (5RS,8RS)-trans-5,6,6a,7,8,12b- Hexahydrobenzo[c]phenanthrene-5,8-diol". . p. 7044 - 7046. Retrieved 1997.
• 4、 Chaudier, Yann,Zito, Francesca,Barthélémy, Philippe,Stroebel, David,Améduri, Bruno,Popot, Jean-Luc,Pucci, Bernard. "Synthesis and preliminary biochemical assessment of ethyl-terminated perfluoroalkylamine oxide surfactants". . p. 1587 - 1590. Retrieved 2002.
• 5、 Chen, Hu,Moser, Maximilian,Wang, Suhao,Jellett, Cameron,Thorley, Karl,Harrison, George T.,Jiao, Xuechen,Xiao, Mingfei,Purushothaman, Balaji,Alsufyani, Maryam,Bristow, Helen,De Wolf, Stefaan,Gasparini, Nicola,Wadsworth, Andrew,McNeill, Christopher R.,Sirringhaus, Henning,Fabiano, Simone,McCulloch, Iain. "Acene Ring Size Optimization in Fused Lactam Polymers Enabling High n-Type Organic Thermoelectric Performance". . p. 260 - 268. Retrieved 2021.
• 6、 Shi, Zhiqiang,Li, Yuliang,Gong, Haofei,Liu, Minghua,Xiao, Shengxiong,Liu, Huibiao,Li, Hongmei,Xiao, Shengqiang,Zhu, Daoben. "Self-Assembly and Characterization of Supramolecular [60]Fullerene-Containing 2,6-Diacylamidopyridine with Uracil Derivative by Hydrogen-Bonding Interaction". . p. 1179 - 1181. Retrieved 2002.
• 7、 Hu, Xiao-Yu,Jia, Keke,Cao, Yu,Li, Yan,Qin, Shan,Zhou, Fan,Lin, Chen,Zhang, Dongmei,Wang, Leyong. "Dual photo- and pH-responsive supramolecular nanocarriers based on water-soluble pillar[6]arene and different azobenzene derivatives for intracellular anticancer drug delivery". . p. 1208 - 1220. Retrieved 2015.
• 8、 Chandrashekhar, Voshavar,Srujan, Marepally,Prabhakar, Rairala,Reddy, Rakesh C.,Sreedhar, Bojja,Rentam, Kiran K. R.,Kanjilal, Sanjit,Chaudhuri, Arabinda. "Cationic amphiphiles with fatty acyl chain asymmetry of coconut oil deliver genes selectively to mouse lung". . p. 497 - 509. Retrieved 2011.
• 9、 -. "Prodrug compound and application thereof in treatment of cancer". Paragraph 0109-0110. . Retrieved 2021/03/06.
• 10、 -. "ABUSE-RESISTANT LONG-ACTING RELEASE OPIOID PRODRUGS". Paragraph 93; 95. . Retrieved 2020/07/31.