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638-02-8

Basic Information
CAS No.: 638-02-8
Name: Thiophene,2,5-dimethyl-
Molecular Structure:
Molecular Structure of 638-02-8 (Thiophene,2,5-dimethyl-)
Formula: C6H8 S
Molecular Weight: 112.19
Synonyms: 2,5-Dimethylthiophene;NSC 60689;
EINECS: 211-313-9
Density: 1.006
Melting Point: -63°C
Boiling Point: 136.8 ºC at 760 mmHg
Flash Point: 23.9 ºC
Solubility: Insoluble in water. Soluble in alcohol, ether and benzene.
Appearance: clear colorless to slightly yellow liquid
Hazard Symbols: HarmfulXn;FlammableF;IrritantXi
Risk Codes: R10   
Safety: S16
Transport Information: UN 1993 3/PG 3
PSA: 28.24000
LogP: 2.36490
Synthetic route
13679-70-4

5-methylthiophene-2-carboxaldehyde

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
Stage #1: 5-methylthiophene-2-carboxaldehyde With hydrazine hydrate Wolff-Kishner-Huang Minlon Reduction;
Stage #2: With potassium hydroxide
96%
With potassium hydroxide; hydrazine hydrate; ethylene glycol
With potassium hydroxide; hydrazine
110-13-4

2,5-hexanedione

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With Lawessons reagent at 140℃; for 1h;87%
With diphosphorus pentasulfide In tetrachloromethane for 4h; Heating;76%
With diphosphorus trisulfide
625-86-5

2,5-dimethylfuran

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With hydrogenchloride; hydrogen sulfide In acetic acid Ambient temperature; further acids, solvents;80%
With hydrogenchloride; zinc sulfide In ethanol at 40℃; Product distribution; Further Variations:; Temperatures; Reagents; concentrations of reagents; time; Substitution;80%
With hydrogenchloride; zinc sulfide In ethanol at 40℃; Substitution;80%
188290-36-0

thiophene

624-92-0

Dimethyldisulphide

A

554-14-3

2-Methylthiophene

B

1795-04-6

2,3,4-trimethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With zeolite HZSM-5 at 300℃; under 760.051 Torr; for 0.00236111h; Time; Flow reactor;A 19%
B 18%
C 12%
With HZSM-5 zeolite (SiO2/Al2O3 = 34) at 300℃; under 760.051 Torr; for 2h; Catalytic behavior; Temperature; Flow reactor; Gas phase; Inert atmosphere;
554-14-3

2-Methylthiophene

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With iodine; mercury(II) oxide Behandeln mit Methyljodid und Natrium in Aether;
Multi-step reaction with 2 steps
1: Einleiten von Bromdaempfen
2: sodium
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate / 20 °C
2: hydrazine hydrate
View Scheme
765-58-2

2-bromo-5-methyl thiophene

74-88-4

methyl iodide

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With sodium
131392-02-4

5-methyl-thiophene-2-carbaldehyde semicarbazone

638-02-8

2,5-DIMETHYLTHIOPHENE

592-46-1

hexa-2,4-diene

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With sulfur at 420℃;
74-86-2

acetylene

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
at 650 - 670℃; beim Durchleiten mit Leuchtgas und Schwefelwasserstoff durch Roehren aus Marquardtscher Masse;
592-43-8

2-hexene

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With sulfur at 420℃;
554-14-3

2-Methylthiophene

593-53-3

Methyl fluoride

A

632-16-6

2,3-dimethylthiophene

B

638-00-6

2,4-dimethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
With oxygen; trimethylamine In gas at 37.5℃; Product distribution; Kinetics; Mechanism; radiolysis: 1.5*104 Gy at 5*105 Gy h-1; variable pressures;
554-14-3

2-Methylthiophene

A

188290-36-0

thiophene

B

632-16-6

2,3-dimethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

D

108-88-3

toluene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 15.3 % Chromat.
B 1.8 % Chromat.
C 4.9 % Chromat.
D 1.2 % Chromat.
554-14-3

2-Methylthiophene

A

188290-36-0

thiophene

B

638-02-8

2,5-DIMETHYLTHIOPHENE

C

108-88-3

toluene

D

71-43-2

benzene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 15.3 % Chromat.
B 4.9 % Chromat.
C 1.2 % Chromat.
D 8.6 % Chromat.
554-14-3

2-Methylthiophene

A

872-55-9

2-ethylthiophene

B

638-00-6

2,4-dimethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

D

616-44-4

3-Methylthiophene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 11.7 % Chromat.
B 0.6 % Chromat.
C 4.9 % Chromat.
D 9.2 % Chromat.
632-16-6

2,3-dimethylthiophene

A

188290-36-0

thiophene

B

872-55-9

2-ethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

D

616-44-4

3-Methylthiophene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 3.1 % Chromat.
B 1.5 % Chromat.
C 1.0 % Chromat.
D 12.8 % Chromat.
632-15-5

3,4-dimethylthiophene

A

632-16-6

2,3-dimethylthiophene

B

638-00-6

2,4-dimethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

D

616-44-4

3-Methylthiophene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 5.1 % Chromat.
B 6.2 % Chromat.
C 1.1 % Chromat.
D 12.2 % Chromat.
632-15-5

3,4-dimethylthiophene

A

638-00-6

2,4-dimethylthiophene

B

638-02-8

2,5-DIMETHYLTHIOPHENE

C

616-44-4

3-Methylthiophene

D

71-43-2

benzene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 6.2 % Chromat.
B 1.1 % Chromat.
C 12.2 % Chromat.
D 17.6 % Chromat.
638-00-6

2,4-dimethylthiophene

A

632-16-6

2,3-dimethylthiophene

B

632-15-5

3,4-dimethylthiophene

C

872-55-9

2-ethylthiophene

D

638-02-8

2,5-DIMETHYLTHIOPHENE

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 0.6 % Chromat.
B 2.9 % Chromat.
C 1.2 % Chromat.
D 3.5 % Chromat.
638-00-6

2,4-dimethylthiophene

A

554-14-3

2-Methylthiophene

B

632-15-5

3,4-dimethylthiophene

C

638-02-8

2,5-DIMETHYLTHIOPHENE

D

616-44-4

3-Methylthiophene

Conditions
ConditionsYield
1.) glow discharge, 2.) -196 deg C -> -80 deg C; Further byproducts given. Title compound not separated from byproducts;A 6.6 % Chromat.
B 2.9 % Chromat.
C 3.5 % Chromat.
D 9.5 % Chromat.
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Specification

The 2,5-Dimethylthiophene, with the cas registry number 638-02-8, has its systematic name of 2,5-dimethylthiophene. This is a kind of colorless to slightly yellow liquid. And its product categories are including Thiophene&Benzothiophene; Heterocyclic Compounds; Thiophens; thiophene Flavor; Building Blocks; Heterocyclic Building Blocks; Thiophenes; Alphabetical Listings; C-D; Flavors and Fragrances.

The characteristics of this chemical are as below: (1)ACD/LogP: 2.82; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.82; (4)ACD/LogD (pH 7.4): 2.82; (5)ACD/BCF (pH 5.5): 81.38; (6)ACD/BCF (pH 7.4): 81.38; (7)ACD/KOC (pH 5.5): 811.24; (8)ACD/KOC (pH 7.4): 811.24; (9)#Freely Rotating Bonds: 0; (10)Polar Surface Area: 28.24; (11)Index of Refraction: 1.527; (12)Molar Refractivity: 34.28 cm3; (13)Molar Volume: 111.4 cm3; (14)Polarizability: 13.59 ×10-24 cm3; (15)Surface Tension: 32.2 dyne/cm; (16)Density: 1.006 g/cm3; (17)Flash Point: 23.9 °C; (18)Enthalpy of Vaporization: 35.87 kJ/mol; (19)Boiling Point: 136.8 °C at 760 mmHg; (20)Vapour Pressure: 8.98 mmHg at 25°C; (21)Exact Mass: 112.034671; (22)MonoIsotopic Mass: 112.034671; (23)Topological Polar Surface Area: 28.2; (24)Heavy Atom Count: 7; (25)Formal Charge: 0; (26)Complexity: 53.2.

Production method of this chemical is as below: hexane-2,5-dione could react to produce 2,5-Dimethylthiophene, with the following condition: reagent: phosphorus pentasulfide; solvent: CCl4; reaction time: 4 hour; yield: 76%; other condition: heating.

Use of 2,5-Dimethylthiophene: 2,5-Dimethylthiophene could react with acetic acid anhydride to produce 1-(2,5-dimethyl-thiophen-3-yl)-ethanone, with the following condition: reagent: boron fluoride ether adduct.

When you are using this chemical, please be very cautious, and then take some measures to protect yourself. For one thing, being irritant to respiratory system, it may cause inflammation to the skin or other mucous membranes and could cause damage to health. For another thing, it is highly flammable. This chemical may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water. Therefore, you should take the following instructions. Wear suitable protective clothing and avoid contacting with skin and eyes. And then take precautionary measures against static discharges and remember not to breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). Lastly, while storing, keep container tightly closed in a cool, well-ventilated place, away from sources of ignition - No smoking. And do not empty into drains. 

Additionally, you could convert the following datas into the molecular structure:
(1)SMILES:s1c(ccc1C)C
(2)InChI:InChI=1/C6H8S/c1-5-3-4-6(2)7-5/h3-4H,1-2H3