Basic information
- Standard SMILES
CC1(C)OB(c2ccccc2)OC1(C)C- InChIKey
KKLCYBZPQDOFQK-UHFFFAOYSA-N- Molecular formula
- C12H17BO2
- Average molar mass
- 204.08 g/mol
- Monoisotopic mass
- 204.1321599
Names & identifiers
- Preferred name
- Phenylboronic acid pinacol ester
- IUPAC
- 4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane
- English name
- (4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE
- Molecular formula
- C12H17BO2
- Molecular weight
- 204.07
Names & synonyms
Phenylboronic acid pinacol esterRefChem:861718629-233-124388-23-64,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenephenylboronic acid, pinacol esterMFCD00966985benzeneboronic acid, pinacol ester2-Phenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolanephenylboronic pinacol esterSCHEMBL90476
Show more names
Phenylboronic acid pinacol ester 97%2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene, 2-Phenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneM7121PhenylpinacolboranePinaryl phenylboronic acidPHENYL-BORONIC ACID PINACOL ESTER
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-phenyl-OSM-S-460AKOS0159511244,4,5,5-tetramethyl-1,3,2-dioxaborolylbenzeneSY246300Pinacolborane Impurity 4(PINACOLBORYL)BENZENEPINACOL PHENYLBORONATE
Database identifiers
- CAS
24388-23-6- PubChem CID
- 570673
- DTXSID
DTXSID50341152- EC Number
- 629-233-1
- Nikkaji
- J700.119C
Properties
Computed structural properties
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 216
Physicochemical properties
- Melting point
- 27 · 27-31 °C(lit.)
- Boiling point
- 130 °C/20mmHg · 130°C/20mmHg(lit.)
- Density
- 0.99 · 0.99±0.1 g/cm3(Predicted)
- Flash point
- 225 °F · 225 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to lump
- color
- White to Almost white
- InChI
- 1S/C12H17BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
- InChIKey
- KKLCYBZPQDOFQK-UHFFFAOYSA-N
- SMILES
- CC1(C)OB(OC1(C)C)c2ccccc2
- CAS DataBase Reference
- 24388 · 24388-23-6(CAS DataBase Reference)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- 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
- Hazard Note
- Irritant
- HS Code
- 29319090 · 29319090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (97.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (97.7%)；Skin Irrit. 2 (97.7%)；Eye Irrit. 2 (97.7%)；STOT SE 3 (97.7%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29319090
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Usessuzuki reaction
UsesPhenylboronic acid pinacol ester can be used:To prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.As a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCatPd(0).
General DescriptionPhenylboronic acid, pinacol ester, also known as boronate ester, is generally used in metal-catalyzed C-C bond formation reactions like Suzuki–Miyaurareaction.
Upstream & downstream products
Downstream products
Suppliers50 total
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]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
Syntechem Co.,Ltd[email protected]
Ark Pharm, Inc.847-367-3680 · [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]
武汉凯威斯科技有限公司86-027-67849912 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海柏卡化学技术有限公司400-026-1533/(021) 6478-0600 · [email protected]
常州科化生物科技有限公司0519-68985668 13685222090 · [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]
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]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
郑州研德生物科技有限公司0371-63682289 15538176268 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
北京研诺信诚化工有限公司86-10-82830276
河南多贝化工有限公司0370-2785118 17550508557 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
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]
深圳康特腾科技有限公司86-0755-86635001 · [email protected]
越林试剂021-62960152 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [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]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海笛柏生物科技有限公司400-008-9730,021-54359730 400-008-9730 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海馨远医药科技有限公司021-24206007 13764915196 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [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]
铜陵恒优生物科技有限公司021-50426030 13856289449;13124863828 · [email protected]
诺尔凯立科技有限公司86-(0)21-31261262 373522135 · [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]
杭州鼎燕化工有限公司0571-87157530-8003 18267553885 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
Related reactions
467 records
Linked notes
Loading…