HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

Iron, (acetylcyclopentadienyl)cyclopentadienyl-

HCID 79159
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
1271-55-2
Standard SMILES
CC([O-])=C1C=CC=C1.[Fe+2].c1cc[cH-]c1
InChIKey
CBJYXYXOISWSDQ-UHFFFAOYSA-M
Molecular formula
C12H12FeO
Average molar mass
228.07 g/mol
Monoisotopic mass
228.023751

Names & identifiers

Preferred name
Iron, (acetylcyclopentadienyl)cyclopentadienyl-
IUPAC
cyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-ylideneethanolate;iron(2+)
English name
Acetylferrocene
Molecular formula
C12H12FeO10*
Molecular weight
228.07

Names & synonyms

EINECS 215-043-2NSC 115511Iron, (acetylcyclopentadienyl)cyclopentadienyl-C12H12FeOSCHEMBL38669872CBJYXYXOISWSDQ-UHFFFAOYSA-MSPKJCVZOZISLEI-UHFFFAOYSA-NAKOS028109489ferrous;cyclopenta-1,3-diene;1-cyclopenta-1,3-dien-1-ylethanone1-ACETYLFERROCENEAcetylferrocene,95%Monoacetylferrocene
Show more names
AcetoferroceneAcetyferrocene25gx150gx324.6gx1)HSDB 1520

Database identifiers

CAS
1271-55-2
PubChem CID
79159

Properties

Computed structural properties

Topological polar surface area
23.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
14
Formal charge
0
Complexity
170

Physicochemical properties

Melting point
81 · 81-83 °C (lit.)
Boiling point
160 · 160-163 °C (3.0004 mmHg)
Density
1 g/cm3 · >1 g/cm3 (20℃)
Flash point
160 · 160-163°C/4mm
storage temp.
Sealed in dry,Room Temperature
form
Needle-Like Crystalline Powder
color
Orange
Water Solubility
insoluble
Exposure limits
1 mg/m3NIOSH: · ACGIH: TWA 1 mg/m3NIOSH: TWA 1 mg/m3
Stability
Stable. Incompatible with strong oxidizing agents, reducing agents, strong acids, strong bases.
InChI
InChI=1S/C7H7O.C5H5.Fe/c1-6(8)7-4-2-3-5-7;1-2-4-5-3-1;/h2-5H,1H3;1-5H;
InChIKey
PHMAOJNZIFULOG-UHFFFAOYSA-N
SMILES
[C]1(C(=O)C)[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.[Fe] |^1:0,4,5,6,7,8,9,10,11,12|
CAS DataBase Reference
1271 · 1271-55-2(CAS DataBase Reference)
EWG's Food Scores

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
10
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
rtecs
OB3700000
ridadr
UN 2811 6.1/PG 2
hs_code
29310095
Toxicity
LDLo orl-rat: 5 mg/kg EPASR* 8EHQ-1285-0578
risk_code
28
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
T+
safety_code
28-36/37-45-28A-1
hazard_class
6.1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
II
Hazard statements
H300+H310
REACH Registrations
Active
Hazard Classifications
Acute Tox. 1 DermalAcute Tox. 2 Oral
Precautionary statements
P262-P264-P270-P280-P301+P310-P302+P352+P310

Chemistry & industry

Applications · 1 item

Uses1-Acetylferrocene was originally used in military or space field as an additive in rocket propellant, to promote the burning rate. Its ferrocenyl derivative has wide applications to biological and medical fields such as ferrocene-modified beta-lactam because of its physiological activity of anti-malarial, anti-tumor, bactericidal, anti-inflammatory, treatment of anemia, inhibition of enzymatic activity and so on by virtue of its unique structure and diverse properties.

Preparation methods · 1 item

PreparationAcetylferrocene synthesis: Charge a 25 mL round bottom flask with ferrocene (1 g) and acetic anhydride (3.3 mL). Carefully add phosphoric acid (0.7 mL, 85%) and heat the reaction mixture on a hot water bath for 20 min with stirring. Pour the hot mixture onto crushed ice (27 g). After all the ice has melted, neutralise the solution with solid sodium bicarbonate and cool for a further 5 min. Collect the brown precipitate by filtration, wash with water and dry in the air. The solid obtained is a mixture of unreacted ferrocene and the monosubstituted product acetylferrocene (Figure 1). However, a third compound may also be present in very small amounts as the disubstituted product of acetylation (1,1′-diacetylferrocene).

Upstream & downstream products

Upstream raw materials

FerrocenePhosphoric acidAcetic anhydride

Downstream products

EthylferroceneEthynylferroceneVinylferroceneFerroceneacetic acid

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
1 · 1
NIST Chemistry Reference
Acetylferrocene(1271-55-2)
EPA Substance Registry System
Ferrocene, acetyl- (1271-55-2)
UNSPSC Code
12161600 · 12161600
NACRES
22 · NA.22
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
300 · H300+H310
Precautionary statements
262 · P262-P264-P270-P280-P301+P310-P302+P352+P310
PPE
3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes
T+
Risk Statements
28 · 28
Safety Statements
28 · 28-36/37-45-28A-1
RIDADR
2811 · UN 2811 6.1/PG 2
WGK Germany
3 · 3
RTECS
3700000 · OB3700000
F
10 · 10
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
II
HS Code
29310095 · 29310095
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
1 DermalAcute · Acute Tox. 1 DermalAcute Tox. 2 Oral
Toxicity
5 mg/kg · LDLo orl-rat: 5 mg/kg EPASR* 8EHQ-1285-0578
REACH Registrations
Active

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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东春雨精细化工有限责任公司13561220159 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
常州凯瑞化学科技有限公司+86 (519) 8689-6136 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [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]
上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]
郑州研德生物科技有限公司0371-63682289 15538176268 · [email protected]
陕西瑞科新材料股份有限公司0917-8888777 15619726767 · [email protected]
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]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
上海耐士化工科技有限公司400-188-0725 +86 21 34310725 13611771617
上海钰康生物科技有限公司15618758386 15618758386 · [email protected]
北京泰亚杰科技有限公司021-33690831-8001 13552411790;18616022633 · [email protected]
苏州西特罗生物医药科技有限公司2921645477 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
深圳康特腾科技有限公司86-0755-86635001 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
石家庄手性化学有限公司031185291771 13832391721 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
郑州鸿晟医药科技有限公司0371-0371-13526885213 15637198702 · [email protected]
重庆星灿医药科技有限公司13594048950 19923294409 · [email protected]
上海创赛科技有限公司400-6087598 15021221957 · [email protected]
郑州萃智医药科技有限公司19943855286 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
新乡市润宇新材料科技有限公司166-166-37336996 15690792173 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
南京艾比克斯生化科技有限公司025-87193546 18652950785 · [email protected]
南京熙朗化工产品有限公司18936048580 · [email protected]
北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]