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5-Chloro-1,3-xylene is a colorless, highly flammable liquid with a strong odor, belonging to the xylene family of chemical compounds. It is extensively used in various industrial applications due to its versatile properties.

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  • 556-97-8 Structure
  • Basic information

    1. Product Name: 5-Chloro-1,3-xylene
    2. Synonyms: 5-CHLORO-M-XYLENE;1-CHLORO-3,5-DIMETHYLBENZENE;1-chloro-3,5-xylene;3,5-dimethylchlorobenzene;3,5-dimethylphenylchloride;5-chloro-1,3-xylene;5-chloro-m-xylen;1,3-Dimethyl-5-chlorobenzene
    3. CAS NO:556-97-8
    4. Molecular Formula: C8H9Cl
    5. Molecular Weight: 140.61
    6. EINECS: N/A
    7. Product Categories: Halogen toluene;Chlorine Compounds
    8. Mol File: 556-97-8.mol
  • Chemical Properties

    1. Melting Point: -41.95°C (estimate)
    2. Boiling Point: 187 °C
    3. Flash Point: 63.1 ºC
    4. Appearance: liquid
    5. Density: 1,04 g/cm3
    6. Vapor Pressure: 0.841mmHg at 25°C
    7. Refractive Index: 1.5275 (estimate)
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 5-Chloro-1,3-xylene(CAS DataBase Reference)
    11. NIST Chemistry Reference: 5-Chloro-1,3-xylene(556-97-8)
    12. EPA Substance Registry System: 5-Chloro-1,3-xylene(556-97-8)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36/37/39-36
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 556-97-8(Hazardous Substances Data)

556-97-8 Usage

Uses

Used in Paints, Varnishes, and Inks Industry:
5-Chloro-1,3-xylene is used as a solvent for the production of paints, varnishes, and inks, providing a medium for the dispersion of pigments and other components, ensuring proper flow and application properties.
Used in Chemical Products Manufacturing:
5-Chloro-1,3-xylene serves as a raw material in the manufacture of various chemical products, contributing to the synthesis of a wide range of compounds for different applications.
Used in Dyes and Pesticides Production:
5-Chloro-1,3-xylene is utilized as a starting material in the production of dyes and pesticides, playing a crucial role in the synthesis of these compounds for various industrial and agricultural purposes.
Used in Pharmaceutical Compounds Synthesis:
5-Chloro-1,3-xylene is employed as a chemical intermediate in the synthesis of pharmaceutical compounds, contributing to the development of new drugs and medications.
Used in Plasticizers and Synthetic Resins Manufacturing:
5-Chloro-1,3-xylene is used as a key component in the manufacturing of plasticizers and synthetic resins, enhancing the flexibility, durability, and performance of these materials in various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 556-97-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 6 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 556-97:
(5*5)+(4*5)+(3*6)+(2*9)+(1*7)=88
88 % 10 = 8
So 556-97-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H9Cl/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3

556-97-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Chloro-3,5-dimethylbenzene

1.2 Other means of identification

Product number -
Other names Benzene, 1-chloro-3,5-dimethyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:556-97-8 SDS

556-97-8Synthetic route

<(3,5-Dimethylphenyl)azo>pyrrolidine

<(3,5-Dimethylphenyl)azo>pyrrolidine

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

Conditions
ConditionsYield
With hydrogenchloride; copper(l) chloride54%
With hydrogenchloride; copper(l) chloride Product distribution; triazene moiety as protecting group for aromatic amines; var. triazenes;
3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl;
dibromide of 5-chloro-1.3-dimethyl-cyclohexadiene

dibromide of 5-chloro-1.3-dimethyl-cyclohexadiene

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

Conditions
ConditionsYield
With quinoline
o-xylene
95-47-6

o-xylene

A

2,4-dimethylchlorobenzene
95-66-9

2,4-dimethylchlorobenzene

B

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

C

2-chloro-1,4-dimethyl-benzene
95-72-7

2-chloro-1,4-dimethyl-benzene

D

2,6-dimethyl-1-chlorobenzene
6781-98-2

2,6-dimethyl-1-chlorobenzene

E

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

F

3-chloro-o-xylene
608-23-1

3-chloro-o-xylene

G

1,2-dichloro-4,5-dimethyl-benzene
20824-80-0

1,2-dichloro-4,5-dimethyl-benzene

H

1,2-dichloro-3,4-dimethyl-benzene
68266-67-1

1,2-dichloro-3,4-dimethyl-benzene

I

2-methyl-5-chlorobenzyl chloride
34060-72-5

2-methyl-5-chlorobenzyl chloride

J

1,4-dichloro-2,3-dimethyl-benzene
52331-02-9

1,4-dichloro-2,3-dimethyl-benzene

K

3,5-dichloro-o-xylene
70172-92-8

3,5-dichloro-o-xylene

L

1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

M

alpha,2-dichloro-6-methyltoluene
55676-90-9

alpha,2-dichloro-6-methyltoluene

Conditions
ConditionsYield
With chlorine; the fluorine-containing K-L-type zeolite In 1,2-dichloro-ethane at 80℃; for 1.75 - 3.66667h; Product distribution / selectivity;
With chlorine; a K-L-type zeolite In 1,4-dioxane; 1,2-dichloro-ethane at 80℃; for 6.75h;
copper(I) chloride
7758-89-6

copper(I) chloride

3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

A

3,5-dimethylbiphenyl
17057-88-4

3,5-dimethylbiphenyl

B

phenylboronic acid
98-80-6

phenylboronic acid

Conditions
ConditionsYield
With cesium fluoride; Pd(dba)2 In tolueneA n/a
B 99%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;99%
Multi-step reaction with 2 steps
1.1: sulfuric acid; nitric acid / 30 °C / Cooling with ice
2.1: palladium on activated charcoal / ethanol / 0.5 h / 50 °C / Autoclave
2.2: 0.83 h / 65 °C / 2250.23 Torr / Autoclave
View Scheme
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

benzylamine
100-46-9

benzylamine

N-benzyl-3,5-dimethylaniline
124043-95-4

N-benzyl-3,5-dimethylaniline

Conditions
ConditionsYield
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;99%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

phenylboronic acid
98-80-6

phenylboronic acid

3,5-dimethylbiphenyl
17057-88-4

3,5-dimethylbiphenyl

Conditions
ConditionsYield
With cesium fluoride; Pd(dba)2 In toluene98%
With potassium phosphate; C75H58Cl2N4Pd In water; isopropyl alcohol at 25℃; for 4.5h; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique;98%
With potassium phosphate; C20H28Br2N2Pd In water; isopropyl alcohol at 25℃; for 7.5h; Reagent/catalyst; Suzuki-Miyaura Coupling;95%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

4-amino-3-methylphenol
2835-99-6

4-amino-3-methylphenol

4-(3,5-dimethylphenylamino)-3-methyl-phenol
1198117-98-4

4-(3,5-dimethylphenylamino)-3-methyl-phenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 110℃; for 3h; Inert atmosphere;97%
furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N-(furan-2-yl-methyl)-3,5-dimethylaniline
416887-98-4

N-(furan-2-yl-methyl)-3,5-dimethylaniline

Conditions
ConditionsYield
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;97%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N-methylheptylamine
36343-05-2

N-methylheptylamine

(3,5-dimethyl-phenyl)-heptyl-methyl-amine

(3,5-dimethyl-phenyl)-heptyl-methyl-amine

Conditions
ConditionsYield
With sodium t-butanolate; 3-dioxolane; Pd(dba)2*2-(2'-dicyclohexylphosphinophenyl)-2-methyl-1 In toluene at 105℃; for 1h;95%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

4-amino-2-methylphenol
2835-96-3

4-amino-2-methylphenol

4-[(3,5-dimethylphenyl)amino]-2-methylphenol
1198117-78-0

4-[(3,5-dimethylphenyl)amino]-2-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 110℃; for 1.33333h; Inert atmosphere;94%
3,5,5-Trimethylcyclohex-2-en-1-one
78-59-1

3,5,5-Trimethylcyclohex-2-en-1-one

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

3-(3,5-dimethylbenzyl)-5,5-dimethylcyclohex-2-enone

3-(3,5-dimethylbenzyl)-5,5-dimethylcyclohex-2-enone

Conditions
ConditionsYield
With 2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; palladium diacetate; lithium tert-butoxide In 1,4-dioxane at 100℃; for 1h; Schlenk technique; Inert atmosphere;94%
morpholine
110-91-8

morpholine

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N (dimethyl-3,5-phenyl-1) morpholine
16800-77-4

N (dimethyl-3,5-phenyl-1) morpholine

Conditions
ConditionsYield
With sodium t-butanolate; 3-dioxolane; Pd(dba)2*2-(2'-dicyclohexylphosphinophenyl)-2-methyl-1 In toluene at 105℃; for 1h;92%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

tributylphenylstannane
960-16-7

tributylphenylstannane

3,5-dimethylbiphenyl
17057-88-4

3,5-dimethylbiphenyl

Conditions
ConditionsYield
With potassium fluoride; tetrabutylammomium bromide; tris-(o-tolyl)phosphine; copper(I) oxide at 125 - 130℃; for 72h; Stille cross-coupling;92%
With palladium diacetate; orotic acid; cesium fluoride In 1,4-dioxane at 100℃; for 22h; Stille Cross Coupling; Sealed tube; Inert atmosphere; Schlenk technique;44%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

butylcarbamic acid benzyl ester
13105-53-8

butylcarbamic acid benzyl ester

benzyl butyl(3,5-dimethylphenyl)carbamate
1198294-06-2

benzyl butyl(3,5-dimethylphenyl)carbamate

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; caesium carbonate In toluene at 130℃; for 17h; Inert atmosphere; Molecular sieve;92%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N-methylaniline
100-61-8

N-methylaniline

N,3,5-trimethyl-N-phenylaniline
474352-69-7

N,3,5-trimethyl-N-phenylaniline

Conditions
ConditionsYield
Stage #1: 1-chloro-3,5-dimethylbenzene; N-methylaniline With palladium diacetate; sodium sulfate; sodium t-butanolate; XPhos for 1h; Buchwald-Hartwig Coupling; Milling;
Stage #2: In water; ethyl acetate for 0.0333333h; Buchwald-Hartwig Coupling; Milling;
90%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

(Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene

(Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene

(R)-3,3′-bis(3,5-dimethylphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl

(R)-3,3′-bis(3,5-dimethylphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl

Conditions
ConditionsYield
Stage #1: 1-chloro-3,5-dimethylbenzene; (Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; tert.-butyl lithium In n-heptane at 20℃; for 0.166667h; Schlenk technique;
Stage #2: In n-heptane Schlenk technique; Acidic conditions;
88%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
325142-93-6

2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With p-phenylpyridine; sodium methylate In acetonitrile at 20℃; for 12h; Sealed tube; Inert atmosphere; Irradiation;88%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium(0) In toluene at 105℃; for 18h; Sealed tube; Inert atmosphere;80%
With [1,3-bis(cyclohexyl)imidazol-2-ylidene]copper(I) chloride; potassium tert-butylate In methyl cyclohexane at 90℃; for 42h; Inert atmosphere; Glovebox;68%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

triethoxy(o-tolyl)silane
18412-55-0

triethoxy(o-tolyl)silane

2,3′,5′-trimethyl-1,1′-biphenyl
76708-77-5

2,3′,5′-trimethyl-1,1′-biphenyl

Conditions
ConditionsYield
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); tetrabutylammomium bromide; sodium hydroxide In water at 60℃; for 10h; Hiyama coupling; Inert atmosphere;87%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

(2-tolyl)tributyltin
68971-87-9

(2-tolyl)tributyltin

2,3′,5′-trimethyl-1,1′-biphenyl
76708-77-5

2,3′,5′-trimethyl-1,1′-biphenyl

Conditions
ConditionsYield
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); cesium fluoride In tetrahydrofuran at 50℃; for 8h; Stille Cross Coupling;87%
hexan-1-amine
111-26-2

hexan-1-amine

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N-n-hexyl-3,5-dimethylbenzenamine

N-n-hexyl-3,5-dimethylbenzenamine

Conditions
ConditionsYield
With copper(l) iodide; C14H16N2O; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Inert atmosphere; Sealed tube;87%
With copper(l) iodide; C14H16N2O; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Sealed tube; Inert atmosphere;87%
4-sulfanylphenol
637-89-8

4-sulfanylphenol

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

4-(3,5-dimethylphenyl)sulfanylphenol

4-(3,5-dimethylphenyl)sulfanylphenol

Conditions
ConditionsYield
With C40H30Cl2N2NiO2S2; sodium hydroxide In N,N-dimethyl-formamide at 70℃; for 3h;86%
carbon dioxide
124-38-9

carbon dioxide

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

3,5-dimethylbenzoic acid
499-06-9

3,5-dimethylbenzoic acid

Conditions
ConditionsYield
With manganese; 2,9-dibutyl-4,7-dimethyl-1,10-phenanthroline; tetraethylammonium iodide; lithium acetate; cobalt(II) bromide In N,N-dimethyl acetamide at 100℃; under 760.051 Torr; for 12h; Inert atmosphere; Schlenk technique;84%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

hexanal
66-25-1

hexanal

(2Z)-2-butyl-4-(3,5-dimethylphenyl)-2-octenal
959706-71-9

(2Z)-2-butyl-4-(3,5-dimethylphenyl)-2-octenal

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 12h;82%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N-(2-pyridyl)indole
3419-91-8

N-(2-pyridyl)indole

2-(3,5-dimethylphenyl)-1-(pyridin-2-yl)-1H-indole

2-(3,5-dimethylphenyl)-1-(pyridin-2-yl)-1H-indole

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; nickel diacetate; lithium hexamethyldisilazane In neat (no solvent) at 80℃; for 16h; Sealed tube; Glovebox; Inert atmosphere; regioselective reaction;82%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

1-(bromomethyl)-3-chloro-5-methylbenzene
62358-81-0

1-(bromomethyl)-3-chloro-5-methylbenzene

Conditions
ConditionsYield
With N-Bromosuccinimide; azobisisobutyronitrile In tetrachloromethane80%
With N-Bromosuccinimide In tetrachloromethane for 3h; Heating / reflux; UV-irradiation;68%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 0.333333h; Heating / reflux;60%
3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

8-(3,5-dimethylphenyl)-1,3,7-trimethyl-1H-purine-3,7-dihydro-2,6-dione

8-(3,5-dimethylphenyl)-1,3,7-trimethyl-1H-purine-3,7-dihydro-2,6-dione

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 125℃; for 24h;77%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

thiophenol
108-98-5

thiophenol

3,5-dimethylphenyl phenyl sulfide

3,5-dimethylphenyl phenyl sulfide

Conditions
ConditionsYield
With potassium hydroxide In water for 8h; Reflux;77%
With C40H30Cl2N2NiO2S2; sodium hydroxide In N,N-dimethyl-formamide at 70℃; for 3h;77%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

N-(2-(methylthio)phenyl)ferrocene-1-carboxamide

N-(2-(methylthio)phenyl)ferrocene-1-carboxamide

2,5-bis(3,4-dimethylphenyl)-N-(quinolin-8-yl)ferrocenecarboxamide

2,5-bis(3,4-dimethylphenyl)-N-(quinolin-8-yl)ferrocenecarboxamide

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; XPhos; Trimethylacetic acid In o-xylene at 190℃; for 21h; Schlenk technique; Inert atmosphere;77%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1-(4-methoxyphenoxy)-3,5-dimethylbenzene
120957-65-5

1-(4-methoxyphenoxy)-3,5-dimethylbenzene

Conditions
ConditionsYield
With 2-acetonylpyridine; caesium carbonate; copper(I) bromide In dimethyl sulfoxide at 150℃; for 24h; Inert atmosphere; chemoselective reaction;70%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
5123-13-7

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

3,5-dimethylbiphenyl
17057-88-4

3,5-dimethylbiphenyl

Conditions
ConditionsYield
With potassium tert-butylate; cobalt(II) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 60℃; for 24h; Suzuki Coupling;69%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

Acetanilid
103-84-4

Acetanilid

N-(3,5-dimethylphenyl)-N-phenylacetamide
51786-48-2

N-(3,5-dimethylphenyl)-N-phenylacetamide

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; caesium carbonate In toluene at 130℃; for 17h; Inert atmosphere; Molecular sieve;68%
1-chloro-3,5-dimethylbenzene
556-97-8

1-chloro-3,5-dimethylbenzene

2-Biphenylcarboxylic acid
947-84-2

2-Biphenylcarboxylic acid

2-(3,5-dimethylphenyl)-6-phenylbenzoic acid

2-(3,5-dimethylphenyl)-6-phenylbenzoic acid

Conditions
ConditionsYield
With 3 A molecular sieve; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 20 - 145℃; for 26h;67%

556-97-8Relevant articles and documents

Meta halogenation of 1,3-disubstituted arenes via iridium-catalyzed arene borylation

Murphy, Jaclyn M.,Liao, Xuebin,Hartwig, John F.

, p. 15434 - 15435 (2008/09/19)

We report the meta halogenation of 1,3-disubstituted arenes to form 3,5-disubstituted aryl bromides and chlorides by using iridium-catalyzed arene borylation chemistry. Iridium-catalyzed borylation of arenes with B2pin2, followed by reaction of the boronic ester with copper(II) bromide or chloride converts arylboronic esters to the corresponding aryl halides. A variety of arenes containing alkoxy, alkyl, halogen, nitrile, ester, amide, and pivaloyl and TIPS-protected alcohols were converted to the corresponding 3,5-disubstituted aryl bromides and chlorides in yields ranging from 46% to 85%. In addition, 2,6-disubstituted and 3-substituted pyridines were converted to the 4-halo and 5-halopyridines, respectively. The utility of this methodology was demonstrated by the formal conversion of nicotine to Altinicline in three steps with an overall yield of 61% using meta bromination of nicotine as the first step. Copyright

PROCESS FOR HALOGENATION OF BENZENE AND BENZENE DERIVATIVES

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Page/Page column 23-24, (2008/06/13)

In a process of halogenation of benzene or benzene derivatives, di-substituted halobenzene derivatives having para-aromatic compounds or tri-substituted halobenzene derivatives having 1,2,4-substituted aromatic compounds are selectively produced. In halogenation of benzene or benzene derivatives, a fluorine-containing zeolite catalyst such as L-type zeolite, or a zeolite catalyst having the crystal size of at most 100 nm is used. The reaction is preferably effected in the presence of a solvent, and the solvent is preferably a halogenated compound.

Phosphosulfonate herbicides

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, (2008/06/13)

This invention pertains to phosphosulfonates, having the general formula STR1 wherein Y is phenyl, naphthyl, benzyl, a (C5 -C8)cycloalkyl, a 5-membered heteroaromatic ring, a 6-membered heteraromatic ring, a fused 5,6-membered heteroaromatic ring, or a fused 6,6-membered heteroaromatic ring; and X is oxygen or sulfur; and R1 and R2 are each independently selected from substituted or unsubstituted alkyl, alkoxy, alkylthio, alkenyloxy, alkynyloxy, haloalkoxy, cyanoalkoxy, alkoxyalkoxy, cycloalkyloxy, cycloalkylalkoxy, alkylideneiminooxy, chloro, amino, phenyl or phenoxy; or R1 and R2 are both alkoxy, taken together with the phosphorus atom to form a 6-membered oxygen-containing ring; compositions containing these compounds and their use as herbicides.

The Triazene Moiety as a Protecting Group for Aromatic Amines

Gross, Margaret L.,Blank, David H.,Welch, Willard M.

, p. 2104 - 2109 (2007/10/02)

Reaction of (2-), (3-), and (4-bromophenyl)-3,3-(1,4-butanediyl)triazenes (derived from the corresponding 2-, 3-, and 4-bromoanilines) with sec- or tert-butyllithiums gave the corresponding (triazenylaryl)lithiums; these intermediates reacted with a variety of electrophiles to give substituted aryl triazenes.These products could be converted to substituted anilines by reduction or to novel substituted aromatics by a modified Sandmeyer reaction.

Treatment of migraine with substituted tropyl benzoate derivatives

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, (2008/06/13)

Migraine is treated with a tropyl benzoate derivative of the following general formula: STR1 wherein: R1 represents C1 -C4 alkyl, C1 -C4 alkoxy or halogen; R2 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen; and R3 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen, provided that R3 is hydrogen when R2 is hydrogen, or a pharmaceutically acceptable salt thereof. Additionally, some novel tropyl benzoate derivatives are disclosed.

Treatment of migraine with substituted tropyl benzoate derivatives

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, (2008/06/13)

Migraine is treated with a tropyl benzoate derivative of the following general formula: STR1 wherein: R1 represents C1 -C4 alkyl, C1 -C4 alkoxy or halogen; R2 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen; and R3 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen, provided that R3 is hydrogen when R2 is hydrogen, or a pharmaceutically acceptable salt thereof. Additionally, some novel tropyl benzoate derivatives are disclosed.

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