ChemicalBook > CAS DataBase List > Lauroyl chloride

Lauroyl chloride

Product Name
Lauroyl chloride
CAS No.
112-16-3
Chemical Name
Lauroyl chloride
Synonyms
DODECANOYL CHLORIDE;LACL;N-DODECANOYL CHLORIDE;Lauric chloride;LAUROYL CHLORIDE;Dodecanoyl chlorid;Lauroyl chloride,98%;LAURIC ACID CHLORIDE;Lauroyl chloride 98%;Lauroyl Chloride >
CBNumber
CB5852859
Molecular Formula
C12H23ClO
Formula Weight
218.76
MOL File
112-16-3.mol
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Lauroyl chloride Property

Melting point:
-17 °C
Boiling point:
134-137 °C/11 mmHg (lit.)
Density 
0.946 g/mL at 25 °C (lit.)
vapor pressure 
0.5Pa at 20℃
refractive index 
n20/D 1.445
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
Soluble in ethanol and methanol.
form 
Liquid
color 
Clear
Water Solubility 
reacts
Sensitive 
Moisture Sensitive
BRN 
1281201
Stability:
Stable. Incompatible with strong oxidizing agents, amines, strong bases. Do not allow to come into contact with water or moisture.
InChIKey
NQGIJDNPUZEBRU-UHFFFAOYSA-N
CAS DataBase Reference
112-16-3(CAS DataBase Reference)
NIST Chemistry Reference
Dodecanoyl chloride(112-16-3)
EPA Substance Registry System
Dodecanoyl chloride (112-16-3)
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Safety

Hazard Codes 
C
Risk Statements 
34-37-29-22-14
Safety Statements 
26-36/37/39-45-8
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29159080
Hazardous Substances Data
112-16-3(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 200 - 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
156930
Product name
Lauroyl chloride
Purity
98%
Packaging
50ml
Price
$33.5
Updated
2024/03/01
Sigma-Aldrich
Product number
156930
Product name
Lauroyl chloride
Purity
98%
Packaging
1l
Price
$401
Updated
2024/03/01
TCI Chemical
Product number
D0972
Product name
Lauroyl Chloride
Purity
>98.0%(GC)
Packaging
25mL
Price
$29
Updated
2024/03/01
TCI Chemical
Product number
D0972
Product name
Lauroyl Chloride
Purity
>98.0%(GC)
Packaging
500mL
Price
$78
Updated
2024/03/01
Alfa Aesar
Product number
A13294
Product name
Dodecanoyl chloride, 98%
Packaging
100g
Price
$50.4
Updated
2024/03/01
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Lauroyl chloride Chemical Properties,Usage,Production

Chemical Properties

colourless to light yellow liquid with odor of hydrochloric acid. Soluble in ether, decomposed in water and alcohol.

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.

Application

Dodecanoyl chloride aslo known as lauroyl chloride is an acid chloride that can be used as a reagent for the surface modification of:
Chitosans, by converting it into acylated chitosans for increasing solubility in organic solvents.
Microfibrillated cellulose (MFC) for improving dispersibility in biopolyamide nanocomposites.
It can also be used as a:
Starting material for the synthesis of (R)-3-aminotetradecanoic acid (iturinic acid).
Reagent for the preparation of (3,6-bis(dodecanamido)-2,7-dibromo-9-dodecyl-9H-carbazole).This amide intermediate can be further used in the synthesis of azomethine-bridged ladder-type poly( p-phenylene)s.

Preparation

Lauroyl chloride is synthesized by the reaction of lauric acid with thionyl chloride.
Reaction: The flask was charged with lauric acid 1330 (200 g, 1.0 mol) and catalyst (imidazole, 2-methyl imidazole, 2.0 mol% based on the acid), and the mixture was heated with stirring to 90 C°. The stirred mixture was maintained at 90 C° for 1 h, at which time gaseous phosgene was introduced below the surface of the liquid at such a rate as to maintain a gentle phosgene reflux from the deflamator. Phosgene addition was regulated and calculated with the aid of a tubular flowmeter. The reaction was continued, generally within the temperature range 80–100 C°, until hydrogen chloride was no longer evolved (cessation of heat generation at the top of the water scrubber). The phosgene feed was stopped and the reaction mixture was kept at 85–95 C° with gentle phosgene reflux from the deflamator until the evolution of carbon dioxide had ceased (30–60 min, as evidenced by cessation of the gas entering at the base of the scrubber column). Occasionally, additional phosgene was required during this period to maintain phosgene reflux and to complete the reaction. Following complete reaction, the deflamator was replaced by a 10-in. (25 cm) glass helix packed distillation column fitted with a total reflux head, and dissolved phosgene was removed from the stirred reaction product by purging with dry nitrogen at 90 C° for 2 h. The product was distilled at 10 mmHg as a single fraction. Yield: 91–94.5% of lauroyl chloride.

Reactions

Lauroyl chloride is a substrate for diverse reactions characteristic of acid chlorides. With base, it converts to laurone, a ketone with the formula [CH3(CH2)10]2CO. With sodium azide, it reacts to give undecyl isocyanate via a Curtius rearrangement of the acyl azide.

Flammability and Explosibility

Not classified

Lauroyl chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Lauroyl chloride manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Lauroyl chloride 112-16-3
Price
US $60.00-53.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2023-09-26
Hebei Chuanghai Biotechnology Co,.LTD
Product
Lauroyl chloride 112-16-3
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21
Yujiang Chemical (Shandong) Co.,Ltd.
Product
Dodecanoyl chloride 112-16-3
Price
US $3.00/kg
Min. Order
20kg
Purity
99.5%
Supply Ability
20t
Release date
2024-05-23

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