3,5-Dimethylpyrazole 67-51-6 wiki

1. Names and Identifiers

: 1.1 Name; 3,5-Dimethylpyrazole; 1.2 Synonyms; 1(H)-3,5-Dimethylpyrazole 1H-Pyrazole, 3,5-dimethyl- 1H-Pyrazole,3,5-dimethyl- 3,5-dimethyl-1h-pyrazol 3,5-Dimethyl-1H-pyrazole 3,5-Dwumetylopirazolu EINECS 200-657-5 LABOTEST-BB LT00107055 MFCD00005243 Pyrazole, 3,5-dimethyl- TH 564 TIMTEC-BB SBB004377; View all

1.3 CAS No.: 67-51-6

1.4 CID: 6210

1.5 EINECS(EC#): 200-657-5

1.6 Molecular Formula: C5H8N2 (isomer)

1.7 Inchi: InChI=1S/C5H8N2/c1-4-3-5(2)7-6-4/h3H,1-2H3,(H,6,7)

1.8 InChIkey: SDXAWLJRERMRKF-UHFFFAOYSA-N

1.9 Canonical Smiles: CC1=CC(=NN1)C

1.10 Isomers Smiles: CC1=CC(=NN1)C

2. Properties

2.1 Density: 1.027

2.1 Melting point: 106-109℃

2.1 Boiling point: 218℃

2.1 Refractive index: 1.4854 (25 C)

2.1 Flash Point: 90.5 °C

2.1 Precise Quality: 96.06870

2.1 PSA: 28.68000

2.1 logP: 1.02650

2.1 Solubility: methanol: 0.1?g/mL, clear

2.2 Appearance: White crystal powder

2.3 Storage: Ambient temperatures.

2.4 Chemical Properties: White crystal powder

2.5 Color/Form: White to almost white

2.6 PH: 6.7 (14g/l, H2O, 20℃)

2.7 pKa: 15.12±0.10(Predicted)

2.8 Water Solubility: methanol: 0.1?g/mL, clear

2.9 StorageTemp: Sealed in dry,Room Temperature

3. Use and Manufacturing

3.1 Purification Methods: Crystallise it from cyclohexane or water. [Barszez et al. J Chem Soc, Dalton Trans 2025 1986, Beilstein 23/5 V 110.] 3,5-Dimethylpyrazole Preparation Products And Raw materials Preparation Products

3.2 Usage: Common reagent for the preparation of pyrazolato ligated complexes.1,2 Also used to prepare N-1-substituted derivatives having antibacterial activity.3

4. Safety and Handling

4.1 Symbol: GHS07

4.1 Hazard Codes: Xn

4.1 Signal Word: Warning

4.1 Risk Statements: R22;R36/37/38

4.1 Safety Statements: S26;S36

4.1 Hazard Class: IRRITANT

4.1 Hazard Declaration: H302-H315-H319-H335

4.1 RIDADR: NONH for all modes of transport

4.1 Caution Statement: P261-P305 + P351 + P338

4.1 WGK Germany: 3

4.1 RTECS: UQ6477600

4.1 Report

The IUPAC name of 3,5-Dimethylpyrazole is 3,5-dimethyl-1H-pyrazole. With the CAS registry number 67-51-6, it is also named as 3,5-Dwumetylopirazolu; Pyrazole, 3,5-dimethyl-. The product's categories are building blocks, heterocyclic building blocks, pyrazoles, gravimetric reagents building blocks, analytical reagents, analytical/chromatography, diketene derivatives and pyrazolones. Furthermore, it is white crystal powder which is stable under normal temperatures and pressures.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.22; (4)ACD/LogD (pH 7.4): 1.24; (5)ACD/BCF (pH 5.5): 4.88; (6)ACD/BCF (pH 7.4): 5.13; (7)ACD/KOC (pH 5.5): 106.74; (8)ACD/KOC (pH 7.4): 112.17; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.519; (13)Molar Refractivity: 28.42 cm³; (14)Molar Volume: 93.5 cm³; (15)Polarizability: 11.26×10^-24 cm³; (16)Surface Tension: 40.7 dyne/cm; (17)Enthalpy of Vaporization: 43.59 kJ/mol; (18)Vapour Pressure: 0.19 mmHg at 25°C; (19)Exact Mass: 96.068748; (20)MonoIsotopic Mass: 96.068748; (21)Topological Polar Surface Area: 28.7; (22)Heavy Atom Count: 7.

Preparation of 3,5-Dimethylpyrazole: It can be obtained by pentane-2,4-dione with the reagent aq. hydrazine hydrate in the solvent CHCl₃.

Uses of 3,5-Dimethylpyrazole: It is used as intermediate for the manufacture of organic dyestuffs and photochemicals. For example: it can react with formaldehyde to get (3,5-dimethyl-pyrazol-1-yl)-methanol in ethanol.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES: n1c(cc(n1)C)C;
2. InChI: InChI=1/C5H8N2/c1-4-3-5(2)7-6-4/h3H,1-2H3,(H,6,7).

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	570mg/kg (570mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)	Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 18, Pg. 19, 1966.
mouse	LD50	oral	1060mg/kg (1060mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: ATAXIA	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(10), Pg. 56, 1981.
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 23, 1953.

View all

4.2 Safety: Hazard Codes:Xn,Xi
Risk Statements:22-36/37/38
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
WGK Germany:3
HazardClass:IRRITANT
Hazard Note:Irritant
HS Code:29331990

4.3 Specification

The IUPAC name of 3,5-Dimethylpyrazole is 3,5-dimethyl-1H-pyrazole. With the CAS registry number 67-51-6, it is also named as 3,5-Dwumetylopirazolu; Pyrazole, 3,5-dimethyl-. The product's categories are building blocks, heterocyclic building blocks, pyrazoles, gravimetric reagents building blocks, analytical reagents, analytical/chromatography, diketene derivatives and pyrazolones. Furthermore, it is white crystal powder which is stable under normal temperatures and pressures.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.22; (4)ACD/LogD (pH 7.4): 1.24; (5)ACD/BCF (pH 5.5): 4.88; (6)ACD/BCF (pH 7.4): 5.13; (7)ACD/KOC (pH 5.5): 106.74; (8)ACD/KOC (pH 7.4): 112.17; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.519; (13)Molar Refractivity: 28.42 cm³; (14)Molar Volume: 93.5 cm³; (15)Polarizability: 11.26×10^-24 cm³; (16)Surface Tension: 40.7 dyne/cm; (17)Enthalpy of Vaporization: 43.59 kJ/mol; (18)Vapour Pressure: 0.19 mmHg at 25°C; (19)Exact Mass: 96.068748; (20)MonoIsotopic Mass: 96.068748; (21)Topological Polar Surface Area: 28.7; (22)Heavy Atom Count: 7.

Preparation of 3,5-Dimethylpyrazole: It can be obtained by pentane-2,4-dione with the reagent aq. hydrazine hydrate in the solvent CHCl₃.

Uses of 3,5-Dimethylpyrazole: It is used as intermediate for the manufacture of organic dyestuffs and photochemicals. For example: it can react with formaldehyde to get (3,5-dimethyl-pyrazol-1-yl)-methanol in ethanol.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES: n1c(cc(n1)C)C;
2. InChI: InChI=1/C5H8N2/c1-4-3-5(2)7-6-4/h3H,1-2H3,(H,6,7).

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	570mg/kg (570mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)	Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 18, Pg. 19, 1966.
mouse	LD50	oral	1060mg/kg (1060mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: ATAXIA	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(10), Pg. 56, 1981.
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 23, 1953.

View all

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Reproductive toxicity, Category 2

Specific target organ toxicity \u2013 repeated exposure, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H361 Suspected of damaging fertility or the unborn child H373 May cause damage to organs through prolonged or repeated exposure
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection. P260 Do not breathe dust/fume/gas/mist/vapours/spray.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P308+P313 IF exposed or concerned: Get medical advice/ attention. P314 Get medical advice/attention if you feel unwell.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : in CDCl3

1H NMR : 90 MHz in CDCl3

IR : KBr disc

IR : nujol mull

Raman : 4880 A,200 M,powder

Mass

Mass spectrum (electron ionization)

UV/Visible spectrum

7. Synthesis Route

67-51-6Total: 33 Synthesis Route

123-54-6 166 Suppliers

67-51-6 202 Suppliers

Literatures:
Lee, Byeongno; Kang, Philjun; Lee, Kyu Hyung; Cho, Jaeheung; Nam, Wonwoo; Lee, Won Koo; Hur, Nam Hwi Tetrahedron Letters, 2013 , vol. 54, # 11 p. 1384 - 1388
Yield: ~99%

300-87-8 114 Suppliers

67-51-6 202 Suppliers

Literatures:
Sviridov, Sergey I.; Vasil'ev, Andrei A.; Shorshnev, Sergey V. Tetrahedron, 2007 , vol. 63, # 49 p. 12195 - 12201
Yield: ~98%

123-54-6 166 Suppliers

67-51-6 202 Suppliers

59-49-4 129 Suppliers

56836-51-2

Literatures:
Singh, S. P.; Kumar, Dalip; Kumar, Devinder; Kapoor, R. P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 8 p. 682 - 685
Yield: ~19%

View all

8. Precursor and Product

precursor:

300-87-8

7727-37-9

77202-06-3

109-89-7

218632-21-4

76434-58-7

74497-02-2

7732-18-5

110-91-8

36062-19-8

104-94-9

7474-11-5

64-17-5

15062-88-1

123-39-7

123-54-6

75-31-0

22906-75-8

563-41-7

101730-95-4

511513-24-9

91-00-9

53975-28-3

133488-87-6

37612-61-6

112423-54-8

View all

product :

15953-73-8

74621-40-2

28791-82-4

14531-55-6

1125-30-0

37881-06-4

4077-76-3

402-61-9

60418-47-5

89280-34-2

1072-91-9

80466-78-0

64019-58-5

5272-86-6

74299-68-6

696-22-0

22906-75-8

50476-17-0

10199-63-0

2033-45-6

37612-61-6

83430-99-3

37687-24-4

54877-56-4

27257-91-6

View all

9. Other Information

9.0 Usage: 3,5-Dimethyl-1H-pyrazole is combined with Chromium(VI)- oxide, is a valuable reagent for oxidation of primary and secondary alcohols to carbonyl compounds. It reacts with malonic esters gives a family of cross-conjugated monomeric betaines. It is a common reagent for the preparation of pyrazolato ligated complexes. It is also used to prepare N-1-substituted derivatives having antibacterial activity.

9.1 Mesh Entry Terms: 3,5-dimethylpyrazole

9.2 Manufacturing Info: 1H-Pyrazole, 3,5-dimethyl-: ACTIVE

9.3 BRN: 106325

9.4 Chemical Properties: White crystal powder

9.5 Uses: Common reagent for the preparation of pyrazolato ligated complexes.1,2 Also used to prepare N-1-substituted derivatives having antibacterial activity.3

9.6 Uses: 3,5-Dimethylpyrazole is used as intermediate for the manufacture of organic dyestuffs and photochemicals. Product Data Sheet

9.7 Uses: 3,5-Dimethylpyrazole his a catalyst in the sulfonation of acetic anhydride to sulfoacetic acid and methanedisulfonic acid. 3,5-Dimethylpyrazole has been used in the synthesis of bipyrazolic tripodal derivatives with in vitro antitumor, antifungal and antibacterial activities.

9.8 Synthesis Reference(s): Journal of Heterocyclic Chemistry, 19, p. 373, 1982 DOI: 10.1002/jhet.5570190231
Organic Syntheses, Coll. Vol. 4, p. 351, 1963

9.9 Purification Methods: Crystallise it from cyclohexane or water. [Barszez et al. J Chem Soc, Dalton Trans 2025 1986, Beilstein 23/5 V 110.]

10. Computational chemical data

Molecular Weight: 96.13042g/mol
Molecular Formula: C₅H₈N₂
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 96.068748264
Monoisotopic Mass: 96.068748264
Complexity: 63.1
Rotatable Bond Count: 0
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Topological Polar Surface Area: 28.7
Heavy Atom Count: 7
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBjAAAAAAAAAAAAAAAAAAAAAWAAAAAAAAAAAAAAAAABgAAAHAAYAAAACAiBFgAygJBjAACiASRiQACQBAAgAgAQOSAwZBgAIAIAwdAAhABgGAAISAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

Global193SuppliersView all >>

Wuhan Pharmchem Co., LTD. Diamond member

2YRS

Products:Pharma &Food Intermediates Water Treatment Chemicals Industrial Specialties Fine Chemicals
Tel:86-27-85835203
Email:steven@cspharmchem.com

3,5-Dimethylpyrazole

Purity:99%Packing: 200kg/bag FOB
Price: 1 USD/kg
Time: 2023/10/03

Inquire

Shanghai Xinlijie New Materials Co.,Ltd. Diamond member

1YR

Products:Pharmaceutical Intermediate , Apis , Food Additives , Herbal Extracts , Fine Chemicals , ...
Tel:00-86-13023277276
Email:hanna@xljxcl.com

China Factory Supply Organic Intermediate 3, 5-Dimethylpyrazole CAS 67-51-6

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kg
Time: 2023/10/03

Inquire

Hebei Chengcai Biotechnology Co., LTD Diamond member

1YR

Products:We are engaged in the development, marketing and sales of apis, intermediates, natural products (extracts), fine chemicals, food additives, agricultural chemicals and other products.
Tel:0086-0319-19131200228
Email:17610795226@chengcaibio.com

High Quality 3,5-Dimethylpyrazole CAS:67-51-6