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1,3,5-Benzenetricarboxylic acid chloride
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Name

1,3,5-Benzenetricarboxylic acid chloride

 EINECS 224-594-8
CAS No. 4422-95-1 Density 1.574 g/cm3
PSA 51.21000 LogP 2.82360
Solubility decomposes in water Melting Point 32-38 °C(lit.)
Formula C9H3Cl3O3 Boiling Point 312.2 °C at 760 mmHg
Molecular Weight 265.48 Flash Point 150.6 °C
Transport Information UN 3261 8/PG 2 Appearance clear yellow liquid after melting
Safety 26-36/37/39-45-24/25 Risk Codes 14-22-34
Molecular Structure Molecular Structure of 4422-95-1 (1,3,5-Benzenetricarboxylic acid chloride) Hazard Symbols CorrosiveC
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;

Article Data 64

1,3,5-Benzenetricarboxylic acid chloride Synthetic route

554-95-0

benzene-1,3,5-tricarboxylic acid

4422-95-1

1,3,5-benzene tris(carbonyl chloride)

Conditions
ConditionsYield
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%
7719-09-7

thionyl chloride

554-95-0

benzene-1,3,5-tricarboxylic acid

4422-95-1

1,3,5-benzene tris(carbonyl chloride)

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 8h; Reflux;96%
729-80-6

1,3,5-tris(trichloromethyl)benzene

4422-95-1

1,3,5-benzene tris(carbonyl chloride)

Conditions
ConditionsYield
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)

62-53-3

aniline

71764-61-9

N,N'N"-Trisphenyl-1,3,5-benzenetricarbonamide

Conditions
ConditionsYield
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

902136-65-6

N1,N3,N5-tri-propargylbenzenetricarboxamide

Conditions
ConditionsYield
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%
1008513-62-9

[4-(Diazo(phenyl)methyl)phenyl]methanol

4422-95-1

1,3,5-benzene tris(carbonyl chloride)

1242462-30-1

C51H36N6O6

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃;100%
4422-95-1

1,3,5-benzene tris(carbonyl chloride)

8-(2-aminoethyleneaminocarbonyl)-octyl 4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-galactopyranoside

C120H177N9O57

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.166667h; Acylation;99%
4422-95-1

1,3,5-benzene tris(carbonyl chloride)

644968-23-0

tert-butyl 3-[(2-tert-butoxycarbonyl-ethyl)-(3-hydroxy-propyl)-amino]-propionate

benzene-1,3,5-tricarboxylic acid tris-{3-[bis-(2-tert-butoxycarbonyl-ethyl)-amino]-propyl} ester

Conditions
ConditionsYield
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;
182227-33-4

H2NC3H6Si(CH3)2C5H4FeC5H3[P(C6H5)2]CH(CH3)P(C6H11)2

4422-95-1

1,3,5-benzene tris(carbonyl chloride)

C132H171Si3P6N3O3Fe3

Conditions
ConditionsYield
In not given slight excess of ferrocenyl diphosphine; chromy.;99%

(C5H4Si(CH3)2(CH2)3NH2)Fe(C5H3(P(C6H5)2)(CHCH3P(C6H11)2))

4422-95-1

1,3,5-benzene tris(carbonyl chloride)

((C5H4Si(CH3)2CH2CH2CH2NHCO)Fe(C5H3(P(C6H5)2)(CHCH3P(C6H11)2)))3C6H3

Conditions
ConditionsYield
With triethylamine In not given99%

1,3,5-Benzenetricarboxylic acid chloride Chemical Properties

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

1,3,5-Benzenetricarboxylic acid chloride Safety Profile

Hazard Codes: CorrosiveC
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

1,3,5-Benzenetricarboxylic acid chloride 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.

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