Sebacoyl chloride supplier

Name
Sebacoyl chloride
EINECS 203-843-4
CAS No. 111-19-3
Article Data56
CAS DataBase
Density 1.135 g/cm³
Solubility Reacts violently with water. Incompatible with water, amines, alcohols.
Melting Point -2.5 ºC
Formula C₁₀H₁₆Cl₂O₂
Boiling Point 306.1 °C at 760 mmHg
Molecular Weight 239.142
Flash Point 151.4 °C
Transport Information UN 3129
Appearance colourless to light yellow liquid with a pungent odour
Safety 26-36/37/39-45
Risk Codes 22-24-34
Molecular Structure
Hazard Symbols T
Synonyms Sebacoylchloride (6CI,8CI);Decanedioic acid dichloride;Decanedioic dichloride;Decanedioyl chloride;NSC 56763;Sebacic acid chloride;Sebacic aciddichloride;Sebacic dichloride;Sebacoyl dichloride;Sebacyl chloride;Decanedioyl dichloride;
PSA 34.14000
LogP 3.63800

Synthetic route

: 111-20-6
1,10-decanedioic acid

: 111-19-3
sebacoyl chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide for 1.5h; Reflux;	100%
With oxalyl dichloride In dichloromethane at 20℃; for 24h; Inert atmosphere;	92%
With phosgene at 160℃; Green chemistry;	67.65%

: 111-19-3
sebacoyl chloride

: 123-08-0
4-hydroxy-benzaldehyde

: 118702-75-3
bis(4-formylphenyl)decanedioate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;	100%
With pyridine; N,N-dimethyl-formamide	67%
With pyridine Ambient temperature;

: 111-19-3
sebacoyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [10-(Dimethoxy-phosphoryl)-1,10-bis-(dimethoxy-phosphoryloxy)-decyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 111-19-3
sebacoyl chloride

: 852691-00-0
4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide

: 1003867-90-0
bis{(4-[1,3]-dioxolan-2-yl)-O-carboxybenzamidoximo}-1,8-octane

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 16h;	100%

: 111-19-3
sebacoyl chloride

: 623-33-6
glycine ethyl ester hydrochloride

: 105172-45-0
[9-(Ethoxycarbonylmethyl-carbamoyl)-nonanoylamino]-acetic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In chloroform at 0 - 20℃; for 13h;	99%

: 111-19-3
sebacoyl chloride

: 1121-31-9
2-mercaptopyridine N-oxide

: C20H24N2O4S2

Conditions

Conditions	Yield
With pyridine In chloroform at -78 - 0℃;	99%

: 111-19-3
sebacoyl chloride

: 1132-66-7
1-phenoxyhexane

: 104192-36-1
1,10-Bis-(4-hexyloxy-phenyl)-decane-1,10-dione

Conditions

Conditions	Yield
With aluminium trichloride In Petroleum ether for 3h;	98.5%

: 111-19-3
sebacoyl chloride

: 108-98-5
thiophenol

: 47510-31-6
S-phenyl decenedithioate

Conditions

Conditions	Yield
With triethylamine In toluene	98%
With triethylamine In toluene for 0.666667h;	98%

: 111-19-3
sebacoyl chloride

: 3025-88-5
2,5-dimethyl-2,5-dihydroperoxyhexane

: 100-20-9
terephthaloyl chloride

: 4-(4-{4-[4-(9-{4-[9-(4-Hydroperoxy-1,1,4-trimethyl-pentylperoxycarbonyl)-nonanoylperoxy]-1,1,4-trimethyl-pentylperoxycarbonyl}-nonanoylperoxy)-1,1,4-trimethyl-pentylperoxycarbonyl]-benzoylperoxy}-1,1,4-trimethyl-pentylperoxycarbonyl)-benzoic acid

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 1.5h;	98%

...Expand

: 111-19-3
sebacoyl chloride

: 159146-73-3
12-(p-aminophenyl)-9,9-dimethyl-8,9,10,11-tetrahydrobenzacridin-11-one

: decanedioic acid bis-{[4-(9,9-dimethyl-11-oxo-8,9,10,11-tetrahydro-benzo[a]acridin-12-yl)-phenyl]-amide}

Conditions

Conditions	Yield
In acetone at 5℃; for 0.25h;	98%

: 111-19-3
sebacoyl chloride

: 50-86-2
4-acetamidosalicylic acid

: 537048-78-5
1,10-bis-4-acetamidosalicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; 4-acetamidosalicylic acid With pyridine In N,N-dimethyl-formamide at 0 - 20℃; for 6.08333h; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=2;	98%

: 111-19-3
sebacoyl chloride

: 121-88-0
2-Amino-5-nitrophenol

: C22H26N4O8

Conditions

Conditions	Yield
With lithium chloride In 1-methyl-pyrrolidin-2-one; isopropyl alcohol at 20℃; for 1h; Inert atmosphere; Cooling with ice;	98%

: 111-19-3
sebacoyl chloride

: 874-90-8
4-methoxybenzonitrile

: 1,8-bis<4,6-bis(4-methoxyphenyl)-1,3,5-oxadiazin-2-yl-1-ium>octane bis hexachloroantimonate

Conditions

Conditions	Yield
With antimonypentachloride In dichloromethane 1) -40 to 25 deg C, 2) 25 deg C, 3 h;	97%

: 111-19-3
sebacoyl chloride

: 292140-08-0
Nε-lauroyl-L-lysine ethyl ester

: Nα,Nα'-sebacoyl-bis(Nε-lauroyl-L-lysine ethyl ester)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h;	97%

: 111-19-3
sebacoyl chloride

: 69-72-7
salicylic acid

: 74134-03-5
salicylic acid-C10-salicylic acid

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran for 0.75h;	97%
With pyridine In tetrahydrofuran at 20℃;	91%
Stage #1: sebacoyl chloride; salicylic acid With pyridine In tetrahydrofuran at 0 - 20℃; for 2.08333h; Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;	91%
With pyridine In tetrahydrofuran at 70℃; for 5h;

: 111-19-3
sebacoyl chloride

: 67231-69-0
3-phenyl-2H-chromen-2-imine

: 1367368-24-8
C40H36N2O4

Conditions

Conditions	Yield
With pyridine In chloroform at 0 - 20℃; for 5h;	97%

: 91-16-7
1,2-dimethoxybenzene

: 111-19-3
sebacoyl chloride

: 859742-49-7
1,10-bis(3,4-dimethoxyphenyl)-1,10-decanedione

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at -10 - 0℃; for 6h; Friedel Crafts acylation;	96%
With aluminium trichloride; 1,1,2,2-tetrachloroethane

: 111-19-3
sebacoyl chloride

: 138778-05-9
2-amino-N-(2',5'-dimethoxyphenyl)acetamide

: 138778-06-0
N,N'-bis<2'-(2",5"-dimethoxyphenylamino)-2'-oxoethyl>decanediamide

Conditions

Conditions	Yield
With triethylamine In chloroform for 5h; Ambient temperature;	96%

: 111-19-3
sebacoyl chloride

: 117358-75-5
7-(p-Aminophenyl)-10,10-dimethyl-8,9,10,11-tetrahydrobenz[c]acridin-8-one

: decanedioic acid bis-{[4-(10,10-dimethyl-8-oxo-8,9,10,11-tetrahydro-benzo[c]acridin-7-yl)-phenyl]-amide}

Conditions

Conditions	Yield
In acetone at 5℃; for 0.25h;	96%

: 111-19-3
sebacoyl chloride

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 377064-84-1
1,10-bis-5-acetamidosalicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; N-Acetyl-5-aminosalicylic acid With pyridine In tetrahydrofuran at 0℃; for 6.16667h; Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;	96%

: 111-19-3
sebacoyl chloride

: 22494-42-4
2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid

: 537048-80-9
1,10-bis-5-(2,4-difluorophenyl)salicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; 2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid With pyridine In tetrahydrofuran at 0℃; for 2h; Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;	96%

: 111-19-3
sebacoyl chloride

: 121-45-9
phosphorous acid trimethyl ester

: [10-(Dimethoxy-phosphoryl)-10-oxo-decanoyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
for 2h; Ambient temperature;	95%

: 111-19-3
sebacoyl chloride

: 135273-20-0
4,4-bis(p-tert-butylphenyl)-4-phenylbutanol

: di<4,4-bis(p-tert-butylphenyl)-4-phenylbutyl> sebacate

Conditions

Conditions	Yield
In diethylene glycol dimethyl ether at 100℃; for 24h;	95%

: 111-19-3
sebacoyl chloride

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 13424-83-4
bis(N,N-dimethyl)nonanamide

Conditions

Conditions	Yield
for 12h; amination; Heating;	95%

: 17639-64-4
N-p-toluenesulfonylpyrrole

: 111-19-3
sebacoyl chloride

: 939881-12-6
1,10-bis(N-tosyl-3-pyrrole)decane-1,10-dione

Conditions

Conditions	Yield
aluminium trichloride In dichloromethane at 0℃; for 2h; Friedel-Crafts acylation;	95%

: 111-19-3
sebacoyl chloride

: tetrabutylammonium (1,7-dihydroxy)decahydro-closo-dodecaborate

: 2N(C4H9)4(1+)*[(B12H10)](OOC(CH2)8COO)(2-)=[N(C4H9)4]2[(B12H10)](OOC(CH2)8COO)

Conditions

Conditions	Yield
In pyridine; acetonitrile equimolar ratio, stirring (12 h); filtn., evapn. (vac.);	95%

: 111-19-3
sebacoyl chloride

: 321-14-2
5-chloro-2-hydroxybenzoic acid

: 1,10-bis-4-chlorosalicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; 5-chloro-2-hydroxybenzoic acid With pyridine In tetrahydrofuran for 2h; Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;	95%

: 111-19-3
sebacoyl chloride

: 769-42-6
1,3-dimethylbarbituric acid

: C18H22N4O8

Conditions

Conditions	Yield
With pyridine at 0 - 25℃;	95%

: 111-19-3
sebacoyl chloride

di-poly(Ε-caprolactone5400)-L-lysine-poly(ethyleneglycol); PDI = 1.49: di-poly(Ε-caprolactone5400)-L-lysine-poly(ethyleneglycol); PDI = 1.49

Nα-[carbonylnonanoyloxy-poly(ε-caprolactone5400)]-Nε-poly(ε-caprolactone)-L-lysine-polyethylene glycol; PDI = 1.82: Nα-[carbonylnonanoyloxy-poly(ε-caprolactone5400)]-Nε-poly(ε-caprolactone)-L-lysine-polyethylene glycol; PDI = 1.82

Conditions

Conditions	Yield
In chloroform at 70℃; for 4h;	94%

: 111-19-3
sebacoyl chloride

: Nε-monooctanoyl-L-lysine

: bis(Nε-octanoyl-L-lysine)sebacoylamide monosodium salt

Conditions

Conditions	Yield
With sodium hydroxide In diethyl ether; water at 0 - 20℃; for 24h;	94%

Sebacoyl chloride Specification

The Sebacoyl chloride, with the CAS registry number 111-19-3, is also known as Sebacic acid chloride. It belongs to the product category of Acid chlorides. Its EINECS number is 203-843-4. This chemical's molecular formula is C₁₀H₁₆Cl₂O₂ and molecular weight is 239.14. What's more, its IUPAC name is decanedioyl dichloride. It should be sealed and stored in a cool and dry place. What's more, it should be protected from oxides, water and fire.

Physical properties of Sebacoyl chloride are: (1)ACD/LogP: 3.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.35; (4)ACD/BCF (pH 5.5): 205.97; (5)ACD/KOC (pH 5.5): 1576.96; (6)#H bond acceptors: 2; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 9; (9)Polar Surface Area: 34.14 Å²; (10)Index of Refraction: 1.464; (11)Molar Refractivity: 58.13 cm³; (12)Molar Volume: 210.6 cm³; (13)Surface Tension: 36.3 dyne/cm; (14)Density: 1.135 g/cm³; (15)Flash Point: 151.4 °C; (16)Enthalpy of Vaporization: 54.66 kJ/mol; (17)Boiling Point: 306.1 °C at 760 mmHg; (18)Vapour Pressure: 0.000787 mmHg at 25°C.

Uses of Sebacoyl chloride: it can be used to produce decanedioic acid bis-(3-dimethylamino-propyl) ester by heating. It will need reagent triethylamine and solvent diethyl ether with the reaction time of 3 hours. The yield is about 56%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. It is toxic in contact with skin. It can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(CCCCC(=O)Cl)CCCC(=O)Cl
(2)InChI: InChI=1S/C10H16Cl2O2/c11-9(13)7-5-3-1-2-4-6-8-10(12)14/h1-8H2
(3)InChIKey: WMPOZLHMGVKUEJ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	50uL/kg (0.05mL/kg)		National Technical Information Service. Vol. OTS0544140.
mouse	LD50	intraperitoneal	100mg/kg (100mg/kg)		National Technical Information Service. Vol. OTS0544140.
mouse	LD50	oral	> 1600mg/kg (1600mg/kg)		National Technical Information Service. Vol. OTS0544140.
rat	LD50	intraperitoneal	50mg/kg (50mg/kg)	BEHAVIORAL: TREMOR KIDNEY, URETER, AND BLADDER: HEMATURIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER	National Technical Information Service. Vol. OTS0544140.
rat	LD50	oral	400mg/kg (400mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS SKIN AND APPENDAGES (SKIN): HAIR: OTHER	National Technical Information Service. Vol. OTS0544140.

Product Name

Sebacoyl chloride

Synthetic route

Sebacoyl chloride Specification

Related Products

Hot Products