Basic information
- CAS
637-88-7- Standard SMILES
O=C1CCC(=O)CC1- InChIKey
DCZFGQYXRKMVFG-UHFFFAOYSA-N- Molecular formula
- C6H8O2
- Average molar mass
- 112.13 g/mol
- Monoisotopic mass
- 112.0524295
Overview
Cyclohexane-1,4-dione is a cyclohexanedione with oxo substituents at positions 1 and 4.
Names & identifiers
- Preferred name
- 1,4-Cyclohexanedione
- IUPAC
- cyclohexane-1,4-dione
- English name
- 1,4-Cyclohexanedione
- Molecular formula
- C6H8O2
- Molecular weight
- 112.13
Names & synonyms
1,4-Cyclohexanedione637-88-7Cyclohexane-1,4-dioneTETRAHYDROQUINONE1,4-DioxocyclohexaneBJS27Z99AMNSC-7192DTXSID6060929CHEBI:28286RefChem:73177DTXCID5044071211-306-0
Show more names
CHDCYCLOHEXANEDIONE1,4-Cyclohexadione1,4-CYCHEXANEDIONE1,4-cyclohexanedion
1,4-CyclohexandioneMFCD00001606Cyclohexan-1,4-dione1,4-Dioxocyclohexane; NSC 7192; Tetrahydroquinone;1,4-Cyclohexanedione-2,2,3,3,5,5,6,6-d8NSC 7192EINECS 211-306-01,4 cyclohexane dione
Database identifiers
- CAS
637-88-7- PubChem CID
- 12511
- DTXSID
DTXSID6060929- ChEBI
CHEBI:28286- UNII
- BJS27Z99AM
- EC Number
- 211-306-0
- Nikkaji
- J23.544J
Properties
Computed structural properties
- XLogP
- -0.6
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 98.5
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aliphatic Ketones, Other
SpringerMaterials PropertiesBoiling point
Physical DescriptionYellow crystalline solid; [Aldrich MSDS]
Physicochemical properties
- Melting point
- 77 · 77-78.5 °C (lit.)
- Boiling point
- 112 °C · 112 °C (19.5026 mmHg)
- Density
- 1.0861 · 1.0861
- refractive index
- 1.457 · 1.4570 (estimate)
- Flash point
- 132 °C · 132 °C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in methanol and ethanol.
- form
- Crystalline Powder or Flakes
- color
- Light yellow to yellow or beige
- BRN
- 774152 · 774152
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- InChI
- 1S/C6H8O2/c7-5-1-2-6(8)4-3-5/h1-4H2
- InChIKey
- DCZFGQYXRKMVFG-UHFFFAOYSA-N
- SMILES
- O=C1CCC(=O)CC1
- LogP
- -0.91 · -0.910 (est)
- CAS DataBase Reference
- 637 · 637-88-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 27 Z99AM · BJS27Z99AM
- NIST Chemistry Reference
- 1 · 1,4-Cyclohexanedione(637-88-7)
- EPA Substance Registry System
- 1 · 1,4-Cyclohexanedione (637-88-7)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- F
- 8 · 8
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29142900 · 29142900
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 71.4% (5 of 7) of all reports.
Warning
H315 (28.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 7 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,4-Cyclohexanedione
1,4-Cyclohexanedione: 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 SummaryMay cause irritation; [Aldrich MSDS] See Cyclohexanone.
Hazard Classes and CategoriesSkin Irrit. 2 (28.6%)
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Safety data
- F
- 8
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29142900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1,4-Cyclohexanedione: ACTIVE
Applications
Uses1,4-Cyclohexanedione is used in the preparation of 1,4 benzoquinone and bromoorganics. It is also used to study the influence of visible light on the bromate-1,4-cyclohexanedione-ferroin oscillating reaction. It plays a vital role in pharmaceuticals, plant growth regulator and as a conducting material.
General Description1,4-Cyclohexanedione(CHD) undergoes uncatalyzed oscillatory reactions during oxidation by acidic bromate in nitric acid and sulphuric acid solution. It reacts with acidic bromate to form 1,4-dihydroxybenzene which on further oxidation and bromination yields 1,4-benzoquinone and bromoorganics.
Preparation methods
PreparationSynthesis of 1,4-cyclohexanedione: put diethyl succinylsuccinate into a flask, add a mixture of concentrated sulfuric acid, water and ethanol, reflux in oil solution for 5 days, cool, and neutralize to pH with ammonia water = 8; then extract 4 times with chloroform, and recover the chloroform to obtain the crude product; then the crude product is subjected to vacuum distillation, and the distillate is poured into cold petroleum ether, filtered, and air-dried to obtain 1,4-cyclohexanedi Ketone Products.
Upstream & downstream products
Upstream raw materials
Downstream products
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]
INTATRADE GmbH+49 3493/605464 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
上海赫文斯化工有限公司15721252604 17321035817 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
Syntechem Co.,Ltd[email protected]
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Wuhan EnTai Technology Development Co,.Ltd86-27-82330560 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [email protected]
杭州东帆化学有限公司86-0571-85151182
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
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艾科试剂4008-755-333 18080918076 · [email protected]
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上海健超生物科技有限公司150-2103-5486 18017383231 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳康特腾科技有限公司86-0755-86635001 · [email protected]
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上海汇凯化学科技有限公司021-61995394 18916691159 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
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日照力德士化工有限公司010-51268198 · [email protected]
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美岚实业（上海）有限公司021-58958189 · [email protected]
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Additional notes
DefinitionChEBI: 1,4-Cyclohexanedione is a cyclohexanedione with oxo substituents at positions 1 and 4.
Related reactions
53 records
Compound notes
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