CAS 67-51-6 3,5-Dimethylpyrazole (HCID 6210)

Overview

3,5-Dimethylpyrazole is a member of pyrazoles.

Names & identifiers

Preferred name: 3,5-Dimethylpyrazole
IUPAC: 3,5-dimethyl-1H-pyrazole
English name: 3,5-Dimethylpyrazole
Molecular formula: C5H8N2
Molecular weight: 96.13

Names & synonyms

3,5-Dimethylpyrazole67-51-61H-Pyrazole, 3,5-dimethyl-PYRAZOLE, 3,5-DIMETHYL-3,5 DMPTH 564U 6245H21N865K9JNSC-8729TRIXENE DP 8692DTXSID5058777TH-564

Show more names

DimethylPyrazole3,5-DIMETHYLPYRAZOLth564u6245TIMTEC-BB SBB004377,5-Dimethylpyrazole

U-6245RefChem:91615DTXCID1044853200-657-53,5-Dimethyl-1H-pyrazoleMFCD000052433,5-DwumetylopirazoluNSC 8729

Database identifiers

CAS: 67-51-6
PubChem CID: 6210
DTXSID: DTXSID5058777
ChEMBL: CHEMBL1828957
ChEBI: CHEBI:229331
UNII: H21N865K9J
EC Number: 200-657-5
Nikkaji: J41.163I

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 28.7 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 63.1

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Pyrazoles

SpringerMaterials PropertiesSchoenflies notation

Vapor Pressure0.14 [mmHg]

Physical Description · 2 items

CBI

White crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 105 · 105-108 °C (lit.)
Boiling point: 218 °C · 218 °C (lit.)
Density: 0 · 0,884 g/cm3
refractive index: 1.4739 · 1.4739 (estimate)
Flash point: 210 °C · 210°C
storage temp.: Sealed in dry,Room Temperature
solubility: 0.1 g/mL, · methanol: 0.1 g/mL, clear
pka: 15.12 · 15.12±0.10(Predicted)
form: Crystalline Powder or Crystals
color: White to almost white
PH: 6.7 · 6.7 (14g/l, H2O, 20℃)
Water Solubility: 0.1 g/mL · Soluble in water, methanol 0.1 g/mL.
BRN: 106325 · 106325
InChI: 1S/C5H8N2/c1-4-3-5(2)7-6-4/h3H,1-2H3,(H,6,7)
InChIKey: SDXAWLJRERMRKF-UHFFFAOYSA-N
SMILES: Cc1cc(C)[nH]n1
LogP: 1.01 · 1.010
CAS DataBase Reference: 67 · 67-51-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 21 N865K9J · H21N865K9J
NIST Chemistry Reference: 1 H-Pyrazole, · 1H-Pyrazole, 3,5-dimethyl-(67-51-6)
EPA Substance Registry System: 3 · 3,5-Dimethylpyrazole (67-51-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning
Hazard statements: 302 · H302-H373
Precautionary statements: 260 · P260-P264-P270-P301+P312-P314-P501
target organs: Liver
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 6477600 · UQ6477600
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29331990 · 29331990
Storage Class: 13 · 13 - Non Combustible Solids
Hazard Classifications: 4 OralSTOT · Acute Tox. 4 OralSTOT RE 2
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 4.5% (10 of 220) of reports.

Warning

H302 (92.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 220 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 4 items

Chemical: 1H-Pyrazole, 3,5-dimethyl-

1H-Pyrazole, 3,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Pyrazole, 3,5-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 01-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5791

1H-Pyrazole, 3,5-dimethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards Summary · 1 item

Causes general anesthesia and ataxia in oral lethal-dose studies of mice; [RTECS] Prolonged or repeated exposure may cause liver injury; Suspected of being toxic to fertility or the developing child; [ECHA REACH Registrations] A skin and strong eye irritant; Harmful by ingestion; [Sigma-Aldrich MSDS]

Hazard Classes and Categories · 2 items

Acute Tox. 4 (92.7%)

Acute toxicity (Oral) - Category 4

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: UQ6477600
hs_code: 29331990
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07,GHS08
hazard_code: Xn,Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 13 - Non Combustible Solids
target organs: Liver
Hazard statements: H302-H373
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralSTOT RE 2
Precautionary statements: P260-P264-P270-P301+P312-P314-P501

Chemistry & industry

Uses & manufacturing

UsesUsed to formulate polymer preparations and compounds and to make plastic products and fine chemicals; [ECHA REACH Registrations]

U.S. Production2023: <75,000 lb

Industry UsesSolvent

General Manufacturing Information · 2 items

Miscellaneous Manufacturing

1H-Pyrazole, 3,5-dimethyl-: ACTIVE

Applications · 3 items

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

Uses3,5-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.

Uses3,5-Dimethylpyrazole is used as intermediate for the manufacture of organic dyestuffs and photochemicals. Product Data Sheet

Preparation methods · 1 item

PreparationIn a reaction vessel, add 1000 kg of water, 370 kg of acetylacetone, and an appropriate amount of glacial acetic acid. Then, add hydrazine hydrate dropwise, keeping the reaction temperature below 50°C. After all the hydrazine hydrate has been added, maintain the reaction at 50°C for 3 hours. Cool to 10°C, centrifuge, rinse, and vacuum dry to obtain 3,5-dimethylpyrazole.

Upstream & downstream products

Upstream raw materials

1H-Pyrazole, 3,5-dimethyl-1-[2-[(4-methylphenyl)sulfonyl]ethyl]-1-(4-methoxyphenyl)-3,5-dimethyl-1H-Pyrazole ETHYL 3-AMINO-4,6-DIMETHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXYLATE 1-ALLYL-3 5-DIMETHYLPYRAZOLE 96 1-CYANOACETYL-3,5-DIMETHYLPYRAZOLE 4-Bromo-3,5-dimethylpyrazole Semicarbazide hydrochloride Hydrazine hydrate 2,3-Pentanedione

Downstream products

(1,3,5-TRIMETHYL-1H-PYRAZOL-4-YL)METHYLAMINE 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid 1,3,5-Trimethyl-1H-pyrazole-4-carboxaldehyde 4-Bromo-1,3,5-trimethyl-1H-pyrazole 1,3,5-Trimethylpyrazole 1H-Pyrazole-4-carbonyl chloride, 1,3,5-trimethyl- (9CI)3,5-PYRAZOLEDICARBOXYLIC ACID 3,5-DIMETHYLPYRAZOLE-1-METHANOL 1,4-Dioxaspiro[4.5]decan-8-one DIETHYL 3,5-PYRAZOLEDICARBOXYLATE 4-amino-3,5-dimethyl-pyrazol Benzenesulfonic acid, 3-[2-[4-[2-(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-2,5-dimethoxyphenyl]diazenyl]-, sodium salt (1:1)

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]

Related reactions

169 records

New reaction record

HRID 38676As reactantuspto-grants-2013_09

HRID 38678As reactantuspto-grants-2013_09

HRID 48978As reactantuspto-grants-2004_03

HRID 99128As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 106793As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 111338As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 125112As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 144009As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

Compound notes

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Basic information