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111-19-3

Basic Information
CAS No.: 111-19-3
Name: Sebacoyl chloride
Article Data: 56
Molecular Structure:
Molecular Structure of 111-19-3 (Sebacoyl chloride)
Formula: C10H16Cl2O2
Molecular Weight: 239.142
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;
EINECS: 203-843-4
Density: 1.135 g/cm3
Melting Point: -2.5 ºC
Boiling Point: 306.1 °C at 760 mmHg
Flash Point: 151.4 °C
Solubility: Reacts violently with water. Incompatible with water, amines, alcohols.
Appearance: colourless to light yellow liquid with a pungent odour
Hazard Symbols: ToxicT
Risk Codes: 22-24-34
Safety: 26-36/37/39-45
Transport Information: UN 3129
PSA: 34.14000
LogP: 3.63800
Synthetic route
111-20-6

1,10-decanedioic acid

111-19-3

sebacoyl chloride

Conditions
ConditionsYield
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
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;100%
With pyridine; N,N-dimethyl-formamide67%
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
ConditionsYield
at 130 - 135℃; for 6h;100%
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
ConditionsYield
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
ConditionsYield
With triethylamine In chloroform at 0 - 20℃; for 13h;99%
111-19-3

sebacoyl chloride

1121-31-9

2-mercaptopyridine N-oxide

C20H24N2O4S2

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With triethylamine In toluene98%
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
ConditionsYield
With pyridine In dichloromethane at 20℃; for 1.5h;98%
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
ConditionsYield
In acetone at 5℃; for 0.25h;98%
Raw Materials
111-20-6
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    Sebacoyl chloride

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    sebacoyl chloride

    Since 1983 FAR Chemical's headquarters, development labs and production facility have been located in Palm Bay, Florida. FAR Chemical produces pharmaceutical reagents and intermedi

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  • Sebacoyl chloride

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    111-19-3

    Sebacoyl chloride

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    Acid chlorides

    CABB - a Strong Partner with Innovative Aims At CABB satisfying our customers has the highest priority. We are one of the world's leading producers of chlorine- and acetic-acid-ba

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  • Sebacoyl chloride

  • Casno:

    111-19-3

    Sebacoyl chloride

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    Sebacoyl chloride

    Since 1983 FAR Chemical's headquarters, development labs and production facility have been located in Palm Bay, Florida. FAR Chemical produces pharmaceutical reagents and intermedi

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  • Sebacoyl chloride

  • Casno:

    111-19-3

    Sebacoyl chloride

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    CABB is an internationally oriented fine and specialty chemicals company, with around 1,000 employees and plants in four countries. We manufacture intermediates for global key indu

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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.