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About Lonza Introduction Diketene/ketene derivatives
Esters Arylides Alkylamides Pyrazolones Dehydroacetic acid Lonzamon monomers Other diketene derivatives
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About Lonza
Lonza is the global leader in the production and support of active pharmaceutical ingredients both chemically and biotechnologically. Biopharmaceuticals are one of the key growth drivers of the pharmaceutical and biotechnology industries. Lonza has strong capabilities in large and small molecules, peptides, amino acids and niche bioproducts which play an important role in the development of novel medicines and healthcare products. In addition, Lonza is a leader in cell-based research, endotoxin detection and cell therapy manufacturing. Furthermore, the company is a leading provider of chemical and biotech ingredients to the nutrition, hygiene, preservation, agro and personal care markets. From 1897 to the present day combining Swiss tradition with global experience, the company has had an enterprising character, adapting its offerings and services to the needs of customers and to changing technologies. Throughout our history, we have maintained a strong culture of performance, results and dependability that is valued by all of our customers. Lonzas cracker in Visp is the back bone of a comprehensive fully backward integrated chemical network. Our product portfolio consists of HCN- and diketene derivatives as well as basic chemicals which are key raw materials and intermediates for many sophisticated applications.
Diketenes/ketenes
Diketene is a colorless liquid produced by dimerization of ketene. It is a highly reactive building block which can be combined with numerous other chemical compounds to make a wide range of products. Because of its high energy content, transport of diketene is forbidden. It is processed further at the site of manufacture. Lonza is one of the worlds leading suppliers of diketene derivatives manufactured in its production facility in Visp, Switzerland. Our diketene derivatives are used in the pharmaceutical, vitamin, agrochemical and pigment industries. The niche markets are in cosmetics, plasticizers, paints. The acetoacyl group in diketene derivatives has a broad functionality which can be used for the production of further products. Lonzas most comprehensive diketene product lines are those made with alcohols (aceto-acetic acid and acrylate derivatives), aliphatic amines (alkylamides) and aromatic amines (arylamides). Lonza uses some of these to produce further components (pyrazolones, aminocrotonates, side chains). The following summary provides an overview of the diketene derivative product groups: Diketene esters (acetoacetates): Major products such as methyl, ethyl, isopropylester of acetoacetic acid are produced in a continuous process and purified by distillation. Minor derivatives are produced batchwise in stirred vessel reactors. The products are used mostly in the dye, agrochemical, pharmaceutical and vitamin industries. Arylamides: A large variety of arylamides are obtained by the reaction of aromatic amines with diketene. Our most important products are AAA, AAOT, AAMX, AAOA, and AAOC; others are made regularly or on special request. These derivatives are used mainly in the production of azo pigments; but also in the dye and agrochemical industries. Alkylamides: Aliphatic amines react with diketene to result in alkylamides. Major products such as monomethyl- or dimethylacetoacetamides are manufactured as aqueous solutions with continuous processes; other derivatives and water-free compounds are produced with batch processes. The (alkyl-) acetoacetamides are used principally in the manufacture of insecticides. The derivatives are also deployed in the pigment, pharmaceutical and polymer industries. DHS/NaDHS: The catalytic dimerization of diketene yields dehydroacetic acid (DHS), which is a solid material. The free acid can be neutralized with sodium hydroxide and is available as the salt NaDHS or its monohydrate NaDHS-H2O. These products are used above all in the manufacture of PVC stabilizers and as preservatives in the cosmetic industries. Acrylic acid esters (acetoacetoxy monomers): Acetoacetoxyethyl methacrylate (AAEMA), the most important product of this group, is made in a multipurpose batch production plant. It is used as a copolymer for coatings and adhesives in emulsion polymerization (waterborne dispersions) or solvent polymerization (high solids), and provides improved mechanical and solvent resistance to water or organic solvents. It also promotes adhesion to metallic, mineral and wood surfaces. Other diketene derivatives: 4-Chloroacetoacetic acid ester is a highly versatile diketene derivative. It can be used in syntheses of various pharmaceutical intermediates. Ketene: Lonza has the specific capability to perform a variety of reactions with ketene. The production of ethyl 4,4,4-trifluoroacetoacetate is one example for such a ketene reaction. For more information about ketene/diketene chemistry and its various derivatives, please ask for specific brochures and related literature or send mail to diketene@lonza.com.
Basic chemicals
Beside ketene and HCN chemicals Lonzas cracker related product portfolio also offers a selective number of basic chemicals. The chemicals can be used as starting materials and processed further to yield coatings, colorants, adhesives, medicines, agrochemicals and more.
Icons
Pharma Colorants Agriculture Polymers Nutrition Various
Esters
C5H8O3
116.12 105-45-3 99.0% 2 years 28C 170C 1.077 Xi irritant drums, bulk not restricted
130.14 141-97-9 99.0% 2 years 43C 180C 1.03 drums, bulk not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
144.17 542-08-5 98.5% 2 years 27C 185C 0.998 Xi irritant drums, bulk not restricted
158.20 7779-75-1 98.0% 2 years 20.5C 205C 0.974 drums not restricted
158.20 1694-31-1 98.0% 2 years 38C 71C/15hPa 0.970 drums not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
192.22 5396-89-4 2 years 12C 275C dec. 1.114 Xi irritant drums not restricted
249.31 54527-65-0 95.0% 8 months 175C dec. 1.067 drums not restricted
270.42 52406-22-1 96.0% 23 years 190C/20hPa 0.914 Xi irritant drums not restricted
C7H12O4
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
160.16 22502-03-0 97.5% 2 years 118C/26hPa 1.091 T toxic drums not restricted
237.21 61312-84-3 270-330 g/l 9 months F, Xn; R11-38-48/20-63-65-67 iron drums 56.25kg, 187.5kg UN 1993, 3, PG II
Acetoacetanilide (AAA)
Arylides
C10H11NO2
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
177.20 102-01-2 99.5% 2 years 83.0C Xn harmful paper bags, big bags not restricted
177.20 102-01-2 95.0% 9 months 62.0C Xn harmful big bags not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
191.23 93-68-5 99.5% 2 years 103.5C Xn harmful paper bags, big bags not restricted
205.26 97-36-9 99.5% 2 years 89C Xn harmful paper bags, big bags not restricted
Acetoacet-o-chloroanilide (AAOC)
C10H10ClNO2
211.65 93-70-9 99.5% 2 years 103.5C Xn harmful paper bags not restricted
207.23 92-15-9 99.5% 2 years 83.5C Xn harmful paper bags, big bags not restricted
271.70 4433-79-8 98.0% 2 years 104C Xn harmful paper bags not restricted
Alkylamides
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
295.36 70321-85-6 96.0% 2 years >300C paper bags, big bags not restricted
C6H11NO2
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
115.13 20306-75-6 70.0% 2 months 110C 1.078 drums, bulk not restricted
129.16 2044-64-6 80.0% 6 months 106C 1.060 drums, bulk not restricted
157.21 2235-46-3 98.0% 3 months 213C 0.995 drums, bulk not restricted
3-Methyl-5-pyrazolone (MP)
Pyrazolones
C4H6N2O
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
3,5-Dimethylpyrazole (DMP)
C5H8N2
Dehydroacetic acid
C8H8O4
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
168.15 520-45-6 99.0% 2 years 109C Xn harmful paper bags not restricted
C8H7O4Na
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
2-(Acetoacetoxy) ethylmethacrylate
(AAEMA)
Lonzamon monomers
C10H14O5
214.21 21282-97-3 95.0% 1 year 60C 100C/1hPa 1.122 Xi irritant drums not restricted
C4H2O4
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
170.17 5231-87-8 98.0% 12 months 48C (solidification) 95C/0.1hPa 1.15 T toxic; R21-25-36/37/38-42-43 iron drums UN 2810, 6.1, PG III
C14H16N2O4
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
10
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
C12H20N2O4
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
142.16 5394-63-8 93.0% 3 months 12C 66C/3mbar 1.094 F flammable drums UN-No.: 1993, 3, PG II
288.37 13560-49-1 96.0% 2 years 88C N environment fibre container UN-No.: 3077, 9, PG III
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
164.59 638-07-3 97.0% 1 year 8.5C 220C 1.212 T toxic, N environment drums UN-No.: 2922, 8, PGII
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Ethyl 4,4,4-trifluoroacetoacetate
(ETFAA)
Methyl 3,3-dimethoxypropanoate
(PRSMe,DM)
(E)-Methyl 3-methoxyacrylate
(E-MMA)
C6H7F3O3
C6H12O4
C5H8O3
184.12 372-31-6 98.0% 6 months 39C 131C 1.2586 Xn harmful drums not restricted
116.12 34846-90-7, 5788-17-0 (linear structure) 98.0% 2 years 23C 95C/100hPa 1.07 not restricted
Methyl 4-methyl-3-oxopentanoate
(OPMe, 4-methyl)
C7H12O3
Pharma Colorants
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
144.17 42558-54-3 98.0 % 12 months 75C 192C 1.01 drum or iso-container not restricted
Adenine
HCN derivatives
C5H5N5
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
184.41 108-77-0 99.5% 6 months 145.0147.0C 193C/1013hPa bags in box not restricted
184.41 108-77-0 99.5% 6 months 145.0147.0C 193C/1013hPa big bags not restricted
12
2-Methoxyethyl cyanoacetate Allyl cyanoacetate (CNESallyl) C6H7NO2 Butyl cyanoacetate (CNESbutyl) C7H11NO2
(CNES methoxyet)
C6H9NO3
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
125.13 13361-32-5 99.0% 2 years 40C 8990C/5 hPa T toxic; R25 drums 200kg UN 3276, 6.1, PG III
141.17 5459-58-5 99.0% 2 years 109.0C/13.0hPa 0.9981.002 drums 200kg not restricted
143.14 10258-54-5 99.0% 2 years 257C/1000hPa iron drums 200kg, container not restricted
Malononitrile (85% in methanol) Chlorosulfonyl isocyanate (CSI) CClNO3S Malononitrile (MDN) C3H2N2
(MDN)
C3H2N2 ; CH4O
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
141.53 1189-71-5 99.0100.3% 12 months 1060C 1.626 C corrosive; R14-20/21/22-34 drums UN 3264, 8, PG I
66.06 109-77-3 99.0% 18 months 218219C 1.0494 (35C) T toxic, N environment; R23/24/25-50/53 drums UN 2647, 6.1, PG ll
98.11 109-77-3 83.586.5% 2.5 months 19.5C 1.011 (35C) T,N; R10-23/24/25-39/23/24/25-50/53 drums, rail tank wagon UN 2929, 6.1 (3), PG ll
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
82.11 1118-61-2 96.0% 8 months 4067C 0.9520 (77C) drums not restricted
89.03 1934-75-4 97.0% 2 years >260C drums, BB packaging on request not restricted
115.18 80-70-6 99.0% 1 year 162C/1013hPa 0.92 drums, bulk not restricted
13
Heterocycles
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
2-Amino-4,6-dimethoxypyrimidine
(ADMP)
2-Chloro-4,6-dimethoxypyrimidine
(DMP, 2-Chlor)
2-(5-Ethyl-2-pyridyl)ethanol
(PRD-2-etol, 5-Et)
C6H9N3O2
C6H7ClN2O2
C9H13NO
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
151.21 5223-06-3 95.0% 2 years 45C 147149C 1.042 iron drum 200kg not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
121.18 104-90-5 1 year 70.9C 178.3C 0.9180.921 iron drum 180kg not restricted
14
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
123.11 59-67-6 99.5100.3% 3 years 234.0237.0C paper bags, big bags not restricted
176.21 108-62-3 98.099.8% 3 years (10C) 246C bag-in-box 25kg not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
132.16 123-63-7 99.5% 60 days 0.9930.997 kg/l (20C) iron drum 200kg, bulk not restricted
93.13 109-06-8 99.0% 2 years 66.8C 125130C iron drum 180 kg, bulk not restricted
93.13 108-89-4 >98.0% 3.6C 145.4C 0.954 T toxic; R10, R20/22, R24, R36/37/38 not restricted
4,6-Dimethoxy-2-[(phenoxycarbonyl)amino]pyrimidine
(ADMP-carbamat)
C4H4N2
C13H13N3O4
Pharma Colorants
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
80.09 289-95-2 98.5100.0% 2 years 2022C 12224C 1.016 drums not restricted
15
Acetaldehyde (AcAl)
Basic chemicals
C2H4O
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
44.05 75-07-0 99.5% 1 year 123.5C 21C 0.7840.786 kg/l (15C) drums, bulk not restricted
60.05 64-19-7 99.5100.0% 2 years 15.816.3C 113115C/933hPa 1.050 g/ml (20C) drum 200kg, bulk not restricted
102.09 108-24-7 99.5% 2 years 73C 1.0820 drums 200 kg, rail tanker not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
17.03 7664-41-7 99.8% 2 years 33.4C/1013hPa 0.609 rail tanker not restricted
17.03 1336-21-6 24.524.9% 2 years 0.91500.9110 g/ml (15C) drums, road and rail tanker not restricted
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
127.08 7782-78-7 39.540.5% 2 years 123C 333C 1.893 rail tanker not restricted
104.06 141-82-2 99% 1 year 134C (Mettler) Xi irritant; R36 bags not restricted
16
2,6-Diethyl-4-methylaniline (DEMA)
Others
C11H17N
Molecular weight CAS RN Minimum assay Minimum stability Melting point ca. Boiling point ca. Density g/cm3 (20C) EU labeling Packaging Transport information
163.26 24544-08-9 >98.0% 1 year 12C 7C 0.945 Xn harmful; R21/22 steel drums, bulk not restricted
177.29 24544-04-5 92.0% 1 year 45C 257C/1013mbar 0.940 R52/53 iron drum 180kg, bulk not restricted
132.16 5436-21-5 >92.0% 2 years 83 81C 16971C 0.9977 drums, bulk not restricted
17
Alphabetical index
Page Product Abbreviation Page Product Abbreviation
6 1 16 16 9 7 8 8 7 8 8 7 10 12 14 14 14 13 14 13 16 10
A
Acetaldehyde Acetic acid (glacial) Acetic anhydride Acetoacetamide Acetoacetanilide Acetoacet-4-chloro-2,5-dimethoxyanilide Acetoacet-5-chloro-2-methoxyanilide Acetoacet-m-xylidide Acetoacet-o-anisidide Acetoacet-o-chloroanilide Acetoacet-o-toluidide 2-(Acetoacetoxy)ethyl methacrylate Adenine Akolidine 10 Akolidine 11 Akolidine 12 Allyl cyanoacetate 2-Amino-4,6-dimethoxypyrimidine 3-Aminocrotononitrile Ammonia aqueous approx. 24.524.9% chemically pure Ammonia techn. AcAl ES 99 ESanhydrid AAamid AAA ASIRG AAMOC AAMX AAOA AAOC AAOT AAEMA Adenine Akolidine 10 Akolidine 11 Akolidine 12 CNESallyl ADMP Diacetonitril Ammonia 24 Ammonia tc
9 9 9 11 11 10 10 10 8 10 16 11 16 16 15 8 11 9 6
D
Dehydroacetic acid Dehydroacetic acid sodium salt monohydrate Dehydroacetic acid sodium salt Diacetoacet-2-chloro-5-methyl-1,4-phenylenediamide Diacetoacet-2,5-dichloro-1,4-phenylenediamide Diacetoacet-2,5-dimethyl-1,4-phenylenediamide Diacetoacet-1,4-phenylenediamide Diacetoacet-o-tolidide N,N-Diethylacetoacetamide Diethyl squarate 2,6-Diethyl-4-methylaniline Diketene-acetone adduct 2,6-Diisopropylaniline 4,4-Dimethoxy-butan-2-one 4,6-Dimethoxy-2-[(phenoxy-carbonyl)amino]pyrimidine N,N-Dimethylacetoacetamide 2,5-Dimethyl-2,4-dihydro-pyrazol-3-on 3,5-Dimethylpyrazole Dodecyl acetoacetate DHS NaDHS-H2O NaDHS DiAA MC DiAA DC DiAA DM DiAAphen DiAA-o-tolidid DEAA QS, diethyl DEMA DAA DIPA DMB (ADMP-carbamat) DMAA DMPO DMP AAdodecyl
6 7 11 14 14 12
6 6 13 6 11
B
Benzyl acetoacetate N-Benzyl-N-methyl-2-aminoethylacetoacetate Butyl cyanoacetate t-Butyl cyanoacetate 1,4-Butyleneglycolbis(3-aminocrotonate) BAA AABME CNESbutyl AA-t-butyl BGAC
E Ethyl acetoacetate Ethyl benzoylacetate Ethyl 4-chloroacetoacetate 5-Ethyl-2-methylpyridine 2-(5-Ethyl-2-pyridyl)ethanol Ethyl 4,4,4-trifluoroacetoacetate H
6-Hydroxynicotinic acid
4 1 13 12 12
C
2-Chloro-4,6-dimethoxypyrimidine Chlorosulfonyl isocyanate Cyanuric chloride A Cyanuric chloride AS DMP, 2-Chlor CSI CC A CC AS
14
NS,6-Hydroxy
6 6
AAisobutyl IPAA
6 1 13 13 15 7 13 9 12 11 12 12 8 6
MA MDN MDN META tc AAmethoxyethyl CNES methoxyet MP PRSMe,DM ACMe E-MMA OPMe, 4-methyl MMAA MAA
18
Page Product
Abbreviation
5 1 15 16 7 16
N
Niacin min. 99.5% Niacinamide USP Nitric acid 65% 4-Nitrobenzyl acetoacetate (30% in toluene) Nitrosylsulfuric acid 40% NS fg NSA USP PNBAA 30T SS,Nitrosyl40
5 1 15 15 8 10 15
P Paraldehyde 2-Picoline 4-Picoline Potassium N-(acetoacetyl)sulfanilate Propane-1,1,1-triyltrimethyl tris(acetoacetate) Pyrimidine (<0.5% water) S Sodium dicyanamide Sodium nicotinate Squaric acid T 1,1,3,3-Tetramethylguanidine Thiodiglycolbis(3-aminocrotonate) V Valeronitrile
3 1 14 10
Na-dicyanamide NS-Na QS
3 1 11
TMG TGAC
16
VN
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Sales offices
Europe
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The information contained herein is believed to be correct and corresponds to the latest state of scientific and technical knowledge. However, no warranty is made, either expressed or implied, regarding its accuracy or the results to be obtained from the use of such information. Some products may not be available in all markets or for every type of application. Any user must make his own determination and satisfy himself that the products supplied by Lonza Group Ltd and the information and recommendations given by Lonza Group Ltd are (i) suitable for intended process or purpose, (ii) in compliance with environmental, health and safety regulations, and (iii) will not infringe any third partys intellectual property rights. 2011 Lonza Ltd