Basic information
- CAS
4638-92-0- Standard SMILES
CC(C)=C[C@@H]1[C@@H](C(=O)O)C1(C)C- InChIKey
XLOPRKKSAJMMEW-SFYZADRCSA-N- Molecular formula
- C10H16O2
- Average molar mass
- 168.23 g/mol
- Monoisotopic mass
- 168.11502975
Overview
(+)-trans-chrysanthemic acid is a trans-chrysanthemic acid in which both stereocentres have R configuration. It is functionally related to a (R,R)-chrysanthemal. It is a conjugate acid of a (R,R)-chrysanthemate. It is an enantiomer of a (-)-trans-chrysanthemic acid.
Names & identifiers
- Preferred name
- chrysanthemic acid d-trans-form
- IUPAC
- cis-(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
- English name
- TRANS-(+)-CHRYSANTHEMIC ACID
- Molecular formula
- C10H16O2
- Molecular weight
- 168.23
Names & synonyms
(+)-trans-Chrysanthemic acidTRANS-(+)-CHRYSANTHEMIC ACIDTrans-chrysanthemic acidChrysanthemic acid d-trans-form(1R-trans)-Chrysanthemic acid(1R,3R)-chrysanthemic acid23FP207VLYEINECS 225-067-5(R,R)-chrysanthemic acidBRN 2043419(1R-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid
Show more names
ChrysantheMic Acid Chloride2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylic acidd-trans-Formrans-Chrysanthemicaci(1r-trans)-chrysanthemicacidtrans-(+)-Chrysanthemic acid, 99+%(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanec...2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarboxylicaci(1r-trans
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-(+)-trans-ChrysanthemumsaeureCHEBI:39100DTXSID101033188(+)-(1R,3R)-2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acidCyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R-trans)-CHRYSANTHEMIC ACID, TRANS-(+)-CHRYSANTHEMIC ACID D-TRANS-FORM [MI]
Database identifiers
- CAS
4638-92-0、705-16-8- PubChem CID
- 16747
- DTXSID
DTXSID101033188- ChEBI
CHEBI:39100- UNII
- 23FP207VLY
- EC Number
- 211-883-9、225-067-5
- Nikkaji
- J52.428J
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 234
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
Physicochemical properties
- Melting point
- 17 · 17-21 °C
- alpha
- 25 · D25 +14.16° (c = 1.554 in abs alc)
- Boiling point
- 255.81 °C · 255.81°C (rough estimate)
- Density
- 0.9934 · 0.9934 (rough estimate)
- refractive index
- 20 · n20/D 1.477
- storage temp.
- 0 · 0-6°C
- pka
- 4.9 · 4.90±0.33(Predicted)
- form
- Liquid
- color
- Clear colorless to yellow
- optical activity
- 14 · [α]/D +14±1°, c = 2% in ethanol
- BRN
- 4904351 · 4904351
- InChI
- 1S/C10H16O2/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3,(H,11,12)/t7-,8+/m1/s1
- InChIKey
- XLOPRKKSAJMMEW-SFYZADRCSA-N
- SMILES
- C\C(C)=C/[C@@H]1[C@@H](C(O)=O)C1(C)C
- CAS DataBase Reference
- 4638 · 4638-92-0
- FDA UNII
- 23 FP207VLY · 23FP207VLY
- EPA Substance Registry System
- 2 · Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)- (4638-92-0)
- UNSPSC Code
- 12352002 · 12352002
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/38
- Safety Statements
- 26 · 26
- WGK Germany
- 3 · 3
- RTECS
- 1280000 · GZ1280000
- F
- 10 · 10-23
- TSCA
- TSCA listed
- HS Code
- 29162090 · 29162090
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.3% (1 of 43) of reports.
Warning
H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (97.7%)
Safety data
- F
- 10-23
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- GZ1280000
- hs_code
- 29162090
- risk_code
- 36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- Precautionary statements
- P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Chemistry & industry
Uses & manufacturing
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationCyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1R,3R)-: ACTIVE
Applications
Uses(+)-trans-Chrysanthemic Acid is a reactant in the synthesis of (1R,3R)-[2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methyl (R)-2-acetoxy-3-methylbutanoate, the sex pheromone of Pseudococcus calceolariae, the citrophilous mealybug
Uses(+)-trans-Chrysanthemic acid may be used in the preparation of (+)-trans-pyrethric acid, a building block for rethrin II.
General Description(+)-trans-Chrysanthemic acid is the acidic component of synthetic pyrethroid insecticides. It can be prepared from (+)-Δ3-carene.
Upstream & downstream products
Downstream products
Suppliers32 total
杭州品高化工有限公司0571-87658025 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Aladdin Scientific[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海相辉医药科技有限公司13761987713; 13761987713 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [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]
Alfa Chemistry+1-5166625404 · [email protected]
R&D Scientific Inc.+1-2266000236 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海炎泽化工有限公司15345144255 19901447308 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 19370895928 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
海蔚化学86-21-51086038 · [email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
湖北信康医药化工有限公司027-027-59308705 18871579363 · [email protected]
河南奥创化工有限公司+86-0371-63689365 +8618638391208 · [email protected]
南京康满林化工实业有限公司025-83697070 13770331960 · [email protected]
重庆卡兰医药有限公司[email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +8619957148339 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418671 +86-189 4982 3763 · [email protected]
武汉弘德悦欣医药科技有限公司027-83855391 13657260109 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
台州市振禾化学有限公司576-88887792 13386577269 · [email protected]
Additional notes
DefinitionChEBI: (+)-trans-chrysanthemic acid is a trans-chrysanthemic acid in which both stereocentres have R configuration. It is functionally related to a (R,R)-chrysanthemal. It is a conjugate acid of a (R,R)-chrysanthemate. It is an enantiomer of a (-)-trans-chrysanthemic acid.
Related reactions
8 records
Compound notes
Loading…