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| CAS No.: | 4422-95-1 |
|---|---|
| Name: | 1,3,5-Benzenetricarboxylic acid chloride |
| Article Data: | 64 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H3Cl3O3 |
| Molecular Weight: | 265.48 |
| Synonyms: | 1,3,5-Benzenetricarbonylchloride (7CI,8CI);Trimesoyl chloride (6CI);1,3,5-Benzenetricarbonyltrichloride;1,3,5-Benzenetricarboxylic chloride;1,3,5-Tris(chlorocarbonyl)benzene;1,3,5-Tris(chloroformyl)benzene;NSC 82328;Trimesic acid trichloride;Trimesinic acid trichloride;Trimesoyl trichloride; |
| EINECS: | 224-594-8 |
| Density: | 1.574 g/cm3 |
| Melting Point: | 32-38 °C(lit.) |
| Boiling Point: | 312.2 °C at 760 mmHg |
| Flash Point: | 150.6 °C |
| Solubility: | decomposes in water |
| Appearance: | clear yellow liquid after melting |
| Hazard Symbols: |
 C
|
| Risk Codes: | 14-22-34 |
| Safety: | 26-36/37/39-45-24/25 |
| Transport Information: | UN 3261 8/PG 2 |
| PSA: | 51.21000 |
| LogP: | 2.82360 |
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| Conditions | Yield |
|---|---|
| With thionyl chloride In N,N-dimethyl-formamide for 8h; Heating; | 100% |
| With thionyl chloride In N,N-dimethyl-formamide for 3h; Heating; | 100% |
| With thionyl chloride; N,N-dimethyl-formamide for 3h; Heating / reflux; | 100% |
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thionyl chloride
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benzene-1,3,5-tricarboxylic acid
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1,3,5-benzene tris(carbonyl chloride)
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide for 8h; Reflux; | 96% |
| Conditions | Yield |
|---|---|
| With water; iron(III) chloride at 140℃; | |
| With iron(III) chloride; benzene-1,3,5-tricarboxylic acid In melt at 100 - 110℃; |
- 4422-95-1
1,3,5-benzene tris(carbonyl chloride)
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aniline
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N,N'N"-Trisphenyl-1,3,5-benzenetricarbonamide
| Conditions | Yield |
|---|---|
| With pyridine In dichloromethane at 20℃; for 1h; | 100% |
| Stage #1: 1,3,5-benzene tris(carbonyl chloride); aniline In pyridine; dichloromethane at 0℃; for 1h; Stage #2: In pyridine; dichloromethane at 0 - 20℃; for 4h; | 90% |
| In 5,5-dimethyl-1,3-cyclohexadiene at 30℃; for 0.583333h; Sonication; | 83% |
- 4422-95-1
1,3,5-benzene tris(carbonyl chloride)
- 2450-71-7
Propargylamine
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N1,N3,N5-tri-propargylbenzenetricarboxamide
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; Inert atmosphere; | 100% |
| With dmap; triethylamine In dichloromethane at 0 - 20℃; for 3.25h; | 73% |
| With triethylamine In dichloromethane at 0℃; for 3h; | 44% |
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1,3,5-benzene tris(carbonyl chloride)
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C51H36N6O6
| Conditions | Yield |
|---|---|
| With dmap; triethylamine In dichloromethane at 0 - 20℃; | 100% |
- 4422-95-1
1,3,5-benzene tris(carbonyl chloride)
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; for 0.166667h; Acylation; | 99% |
- 4422-95-1
1,3,5-benzene tris(carbonyl chloride)
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| Conditions | Yield |
|---|---|
| With dmap In toluene for 4h; Heating; | 99% |
| Stage #1: tert-butyl 3-[(2-tert-butoxycarbonyl-ethyl)-(3-hydroxy-propyl)-amino]-propionate With dmap In toluene for 3h; Reflux; Stage #2: 1,3,5-benzene tris(carbonyl chloride) In toluene for 6h; Reflux; | 60% |
| With dmap In toluene at 110℃; for 6h; |
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H2NC3H6Si(CH3)2C5H4FeC5H3[P(C6H5)2]CH(CH3)P(C6H11)2
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1,3,5-benzene tris(carbonyl chloride)
| Conditions | Yield |
|---|---|
| In not given slight excess of ferrocenyl diphosphine; chromy.; | 99% |
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1,3,5-benzene tris(carbonyl chloride)
| Conditions | Yield |
|---|---|
| With triethylamine In not given | 99% |
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Chemistry
IUPAC Name: Benzene-1,3,5-tricarbonyl chloride
Synonyms of 1,3,5-Benzenetricarboxylic acid chloride (CAS NO.4422-95-1): 1,3,5-Benzenetricarbonyl chloride ; 1,3,5-Benzenetricarboxylic acid chloride ; 1,3,5-Benzenetricarboxylic chloride ; Trimesic acid trichloride ; Trimesoyl chloride
CAS NO: 4422-95-1
Molecular Formula: C9H3Cl3O3
Molecular Weight: 265.48
Molecular Structure: 
EINECS: 224-594-8
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 51.21 Å2
Index of Refraction: 1.59
Molar Refractivity: 56.98 cm3
Molar Volume: 168.6 cm3
Surface Tension: 54.7 dyne/cm
Density: 1.574 g/cm3
Flash Point: 150.6 °C
Enthalpy of Vaporization: 55.32 kJ/mol
Boiling Point: 312.2 °C at 760 mmHg
Vapour Pressure: 0.000535 mmHg at 25°C
Melting Point: 32-38 °C(lit.)
Storage temp: Refrigerator
Solubility: decomposes
Water Solubility: decomposes
Sensitive: Moisture Sensitive
Appearance: 1,3,5-Benzenetricarboxylic acid chloride (CAS NO.4422-95-1) is clear yellow liquid after melting .
SMILES: O=C(Cl)c1cc(cc(C(Cl)=O)c1)C(Cl)=O
InChI: InChI=1/C9H3Cl3O3/c10-7(13)4-1-5(8(11)14)3-6(2-4)9(12)15/h1-3H
InChIKey: UWCPYKQBIPYOLX-UHFFFAOYAM
Std. InChI: InChI=1S/C9H3Cl3O3/c10-7(13)4-1-5(8(11)14)3-6(2-4)9(12)15/h1-3H
Std. InChIKey: UWCPYKQBIPYOLX-UHFFFAOYSA-N
Safety Profile
Hazard Codes: 
C
Risk Statements: 14-22-34
R14 : Reacts violently with water.
R22: Harmful if swallowed.
R34: Causes burns.
Safety Statements: 26-36/37/39-45-24/25
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
F: 10-19
HazardClass: 8
PackingGroup: II
HS Code 29173980
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Do NOT use water directly on fire. Use foam, dry chemical, or carbon dioxide.
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks: Absorb spill with inert material (e.g. vermiculite, sand or earth), then place 1,3,5-Benzenetricarboxylic acid chloride (CAS NO.4422-95-1) in suitable container.