2-Acetyl-5-methylthiophene (HCID 83655)

Names & identifiers

Preferred name: 2-Acetyl-5-methylthiophene
IUPAC: 1-(5-methylthiophen-2-yl)ethanone
English name: 1-(5-Methyl-2-thienyl)ethan-1-one
Molecular formula: C7H8OS
Molecular weight: 140.2

Names & synonyms

2-Acetyl-5-methylthiophene1-(5-methylthiophen-2-yl)ethanoneEthanone, 1-(5-methyl-2-thienyl)-1-(5-Methyl-2-thienyl)ethan-1-one1-(5-Methyl-2-thienyl)ethanone1-(5-METHYLTHIOPHEN-2-YL)ETHAN-1-ONEKetone, methyl 5-methyl-2-thienyl5-methyl-2-acetylthiopheneMethylthienylcetone2-methyl-5-acetylthiopheneMethyl 5-methyl-2-thienyl ketoneMethylthienylcetone [French]

Show more names

-Methyl-5-acetylthiophene2-Acetyl-5-metylthiophene1-(5-methyl-2-thienyl)-ethanon2-Acetyl-5-methylthiophene,98%2-Acetyl-5-methylthiophene >

BRN 0110854EINECS 237-181-2UNII-2HS3I278W9Thiophene, 2-acetyl-5-methylAI3-159002HS3I278W9FEMA NO. 4643YOSDTJYMDAEEAZ-UHFFFAOYSA-

Database identifiers

CAS: 13679-74-8
PubChem CID: 83655
DTXSID: DTXSID10159932
ChEBI: CHEBI:173589
UNII: 2HS3I278W9
EC Number: 237-181-2
Nikkaji: J45.610A

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 45.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 122

Physicochemical properties

Melting point: 24 · 24-28 °C(lit.)
Boiling point: 65 · 65-67 °C1 mm Hg(lit.)
Density: 1.106 g/mL · 1.106 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.561(lit.)
FEMA: 4643 · 4643 | 2-ACETYL-5-METHYLTHIOPHENE
Flash point: 230 °F · >230 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
form: Low Melting Crystalline Mass, Powder or Crystals
Specific Gravity: 1.119 · 1.119
color: White to pale yellow
Odor: 1 % · at 1.00 % in propylene glycol. sweet spicy honey hawthorn almond acacia hyacinth caramellic graham cracker
Odor Type: spicy
Sensitive: Light Sensitive
JECFA Number: 2107 · 2107
BRN: 110854 · 110854
InChI: 1S/C7H8OS/c1-5-3-4-7(9-5)6(2)8/h3-4H,1-2H3
InChIKey: YOSDTJYMDAEEAZ-UHFFFAOYSA-N
SMILES: CC(=O)c1ccc(C)s1
LogP: 2.04 · 2.04
CAS DataBase Reference: 13679 · 13679-74-8(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): 2 · 2-ACETYL-5-METHYLTHIOPHENE
EWG's Food Scores: 1 · 1
FDA UNII: 2 HS3I278W9 · 2HS3I278W9
NIST Chemistry Reference: 2 · 2-Acetyl-5-methylthiophene(13679-74-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 301 · P301+P312a-P330-P501a-P264-P270-P301+P312+P330-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22
Safety Statements: 36 · 36/37-22
RIDADR: 3335 · UN 3335
WGK Germany: 3 · 3
RTECS: 4972000 · OB4972000
Hazard Note: Irritant
HazardClass: STENCH
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: OB4972000
ridadr: UN 3335
hs_code: 29349990
risk_code: 20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 36/37-22
hazard_class: STENCH
Storage Class: 11 - Combustible Solids
Hazard statements: H302
Precautionary statements: P301+P312a-P330-P501a-P264-P270-P301+P312+P330-P501

Chemistry & industry

Applications · 2 items

Uses2-Acetyl-5-methylthiophene may be used in the preparation of:2-ethyl-5-methylthiophene(5-methylthiophen-2-yl)glyoxal(2E)-1-(5-methylthiophen-2-yl)-3-(pyridin-3-yl)prop-2-en-1-oneethyl 3-(5-methylthiophen-2-yl)-3-oxopropanoate

General Description2-Acetyl-5-methylthiophene is a volatile organic compound formed during the reaction between L-cysteine and dihydroxyacetone in glycerine or triglyceride solvent system. It can be prepared by reacting 2-methylthiophene with acetic anhydride. 2-Acetyl-5-methylthiophene undergoes palladium-catalyzed cross-coupling reaction with aryl bromides to form C-4 arylated product. It reacts with 1,2-bis(5-formyl-2-methylthiophen-3-yl)cyclopentene via Aldol condensation to form a chalcone with photochromic property. The standard molar enthalpies of combustion, formation and vaporization of 2-acetyl-5-methylthiophene are 4341.9 ± 1.8kJ/mol, 158.0 ± 2.1kJ/mol and 62.0 ± 2.6kJ/mol, respectively.

Upstream & downstream products

Upstream raw materials

Downstream products

2-Bromo-1-(5-methyl-thiophen-2-yl)-ethanone 4-Chloro-5-Methylthiophen-2-yl hydrogen carbonate 1-(4-Chloro-5-methylthiophen-2-yl)ethan-1-one 1-(4-Bromo-5-methyl-thiophen-2-yl)-ethanone

Suppliers50 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]

苏州道澜生物医药科技有限公司15952404857 · [email protected]

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

上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]

Additional notes

DefinitionChEBI: 2-acetyl-5-methylthiophene is a thiophene that is substituted by acetyl and methyl groups at positions 2 and 5, respectively. It has a role as a flavouring agent. It is an aromatic ketone, a member of thiophenes and a methyl ketone.